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Beautiful Duval St. Condo, Location, Location!!!!
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Minimum Stay: 2 - 6 nights
Check-in: 15:00
Check-out: 10:30
Rating: 4.9 (117 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 5
Condo (700 sq. ft.) in Key West, FL
0 miles from Key West
Location, Location, Location!!! You can't find a better location than Duval St. One of only three unique units. This Condo is above and behind Antonia's Restaurant (best Italian food in Key West!). Just newly redecorated in an urban tropical style!! The Condo is walking distance to Ft. Zachary Taylor (the nicest beach in Key West), Margaritaville, Green Parrot, Bourbon St, and tons of other great places to dine, shop and explore. Walking distance to Atlantic ocean (sunrise) and Gulf Waters (sunset). Built in 2002, this condo has cathedral ceilings in the living room, fully appointed kitchen, central A/C, washer and dryer, balcony, and Queen beds in both bedrooms. The bedrooms have closets, bedside tables, lamps, celling fans, luxurious 500 thread count linens, and light blocking blinds for a cozy nights sleep. One of the bedrooms also has a walk-out to the balcony. This condo also comes with one parking space (hard to find in Old Town Key West). Check out our other new property # 4509100 Tropical Meadows Bungalow! - January thru March - 5 night minimum - April thru mid - December - 3 night minimum - Fantasy Fest Week - (late October) - 7 night minimum - Christmas & New Years - 7 night minimum - Special Holidays and Events may have up to 7 night minimums "Individual making the reservation must be 27 years or older with proper identification and be an occupant of the property"
Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.9 (61 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 2
Condo (800 sq. ft.) in Key West, FL
0 miles from Key West
This lovely Island Escape Condo is a upper level condo located in the Truman Annex Shipyard a luxury gated community. Not just another rental property! Location is everything.!!! Our favorite room is the spacious covered deck that opens up from living room with ceiling fans, tropical foliage, dining/sitting for 4 and 2 lounge chairs for reading or just relax. The Living/Dining area has couch, side chair, coffee table, TV with cable, Phone allows free calling within USA and Canada.dining at bar for four. The bedroom has a queen bed with built in closet shelves for belongings, TV w/cable. Bathroom remodeled in 2018 with walk-in shower and glass, medicine cabinet and additional cabinet for storage. Includes hair dryer, towels. Beach towels included for the beach or pool. Washer/dryer are new. Fully equipped kitchen that includes microwave, coffee maker, and blender for those yummy Margaritas. The Island Escape is a corner unit condo which allows for more privacy. The condo also has one parking stall right at your front door and bike rack beside condo. Shipyard community pool is close and heated w/wifi. Windows across the front of the condo let in lots of light and tropical breezes. No need for a car you can walk 2 blocks to Duval Street where you will find shopping and dining. Fort Zachary Beach is also close. Bring or rent kayak, canoe, or paddle board and launch on the beach to explore the Atlantic Ocean. You can also picnic or grill in the park. Mallory Square where sunset is celebrated every night. Breakfast at Blue Heaven, visit Hemmingway House then have a drink at the infamous Green Parrot Bar. Don't forget to visit the Historic Seaport District where you can watch boats, find great dining or catch a sunset cruise. Check out the new Waterfront/Splash Park just behind the complex. Playground for kids, walk the pier at night to watch sunset and much more. You are close to everything!!! This condo is also our vacation home. We take pride in our condos and want our guests to relax and feel as if they are in their home away from home. We are licensed & inspected yearly with the state of Florida and City of Key West for vacation rentals.
Palm Trees Ocean Breeze Key West FL
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Check-in: 16:00
Check-out: 11:00
Rating: 4.8 (17 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 4 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
Three bedroom, four bathroom private home with heated pool . Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition TV and surround stereo throughout the home. High Speed internet and faxing available as well. High security inside: guarded and gated Truman Annex. Only three blocks to Jimmy Buffets, Sloppy Joes and Duval Street entertainment. One of the nicest homes in the best area of Key West. Watch sailboats and sunsets from the decks during the day and feel refreshing ocean breezes throughout home at night. One week minimum stay is required.
Treehouse Island in the Truman Annex
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Minimum Stay: 1 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 4 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
Treehouse Island is a traditional Key West eyebrow house. Inside it's spacious and up-to-date, yet as comfortable as you would expect a personal residence to be. Living areas include a large great room, a front sitting room and dining room. A well-furnished kitchen opens out to a large covered deck for eating and relaxing between sessions in your private pool. The first floor master suite has a queen bed and luxurious bath easily accessed directly from the pool. Upstairs there are two bedrooms (queen and twins) and a comfortable sleeping loft with a convertible queen sofa. In all, there are four full bathrooms. The house comes equipped with high-speed cable internet access. All of this, plus a short walk to all the fabulous activities, shops, restaurants and hot spots in Key West, will make for a vacation to remember. Outdoor grill.
<< SMOOTH SAILING @ THE BEACH >> Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
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Check-in: 15:00
Check-out: 11:00
Rating: 4.8 (26 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo (1357 sq. ft.) in Key West, FL
0 miles from Key West
Formerly La Bonne Vie, "Smooth Sailing" has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the living room, and sunrise shadows from your bedroom balconies in the morning. This home is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. You'll be hard pressed to find a more stunning mix of upscale furnishings and water views than "Smooth Sailing." THE LIVING AREA... The living room of "Smooth Sailing" is modern and bright, with plenty of light streaming in from the floor-to-ceiling glass doors. There's a large flat screen TV, for those times you aren't marveling at the breathtaking Key West sunsets from your private balcony. The living room sofa pulls out into a Queen sleeper to accommodate two extra guests. The kitchen has everything a good chef would need to prepare any meal. There's a dining table for six when you decide to heat leftovers and stay in. Your dining set on the balcony is the ultimate sunset dinner locale. THE POOL, THE BEACH & TENNIS... 1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. From the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site. THE ACCOMMODATIONS... >> Master Bedroom: a King bed, a large flat screen TV, direct access to the balcony, and an oversized shower. >> Second Bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Community Pool Access >> Community Jacuzzi Access >> Assigned off-street carport for 1 car >> Key West's only clay tennis courts >> Handball courts >> Fitness Center >> Dry Saunas >> Picnic areas with BBQs >> Recreation rooms available for private parties Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 6 adults
Stay aboard this luxurious mega yacht!
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Minimum Stay: 3 - 7 nights
Check-in: 16:00
Check-out: 11:30
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
3 Bedrooms, 4 Bathrooms, Sleeps 6
Boat in key west, FL
0 miles from Key West
This unique, one of a kind yacht is the perfect alternative to a hotel room. Docked in a premium slip at Stock Island Marina Village, one of the nicest marinas in Key West. The marina offers a huge salt water swimming pool, upscale hotel, and poolside bar and grill. Your stay includes free shuttle service to and from downtown Key West, just 5 miles from the marina. The clear water easily allows you to view spiny lobster crawling across the ocean floor, and sometimes even a barracuda! An occasional manatee will swim right up the ship to say hi! It’s not just a vacation but a once in a lifetime experience! The Unforgettable offers three levels of living space and all the amenities you could want! Inside the yacht you will find a spacious galley and dining area that is complete with cookware, utensils and dishware with serving for 6. The main salon, adjacent to the beautiful dining room, has two large couches, and recliner. The Owner suite (master) has a king bed with a spacious his and hers bathroom, including a huge bathtub! The port cabin is an Ozzy and Harriet style suite with two twin beds. The starboard cabin is identical to the port cabin, each with own private bath with shower. With 3 bedrooms and 3 bathrooms, the Unforgettable is can accommodate upto 6 guests, 7-8 is possible with pullout couch for an additional fee. Still have work to be done while you're on vacation? Sit on the upper deck with your laptop surrounded by crystal clear water and luxury yachts! The most relaxing “office” you will ever experience! Features: •3 bedrooms, 3 baths •Open main salon with two couches, and recliner •TV in each bedroom and main salon •Full galley kitchen with mini refrigerator/freezer, 4 burner electric stove top, oven and microwave, 2 sinks and cookware •Tons of storage space •Fully air conditioned •Outdoor deck seating Amenities: •Linens and bath towels •Soaps and shampoo •Cookware, cutlery and dishware •Coffee •Free WiFi Outside pool, laundry facilities, Matt's Stock Island Kitchen & Bar, Hogfish Bar & Grill, The Salty Oyster, and The Captain's Lounge. Free shuttle service to downtown Key West from 9:30am - 8:30pm. Please follow directions on all posted signs. Access to the engine compartments or mechanical compartments is prohibited. We will meet you upon your arrival and show you to the ship, as well as provide instructions on how to use various systems, such as TV, plumbing, etc. A crew member will stay aboard in the crew cabins to make sure guests have a trouble free stay and assist as necessary. This listing is for dockside only. There is a daily rate to set sail. Please let us know in advance if you would like to include this. You can add 2 stand up paddle boards ($150) and /or a kayak ($100) for your entire stay. Please let us know if you'd like us to add this to your quote. Boat toilets are different then home. Please do not put anything in the toilet unless it has been eaten first, this includes toilet paper. There are waste baskets in each bathroom to deposit used toilet paper. Unclogging toilet fee is $150.00. Not pet or kid friendly
<< GULFSIDE VISTAS @ THE ANNEX >> Oceanfront Penthouse & Pool + LAST KEY SERVICE...
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Minimum Stay: 10 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.8 (78 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 6
Condo (1620 sq. ft.) in Key West, FL
0 miles from Key West
"Gulfside Vistas" is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of "Gulfside Vistas", and two spacious balconies as well. THE LIVING AREA... You can see the ocean from any point in the open plan living area, and it is full of light. Sunsets are especially breathtaking. The kitchen of "Gulfside Vistas" has granite counter tops and upgraded appliances, including the Sub-Zero refrigerator. There's even a bar with seating for four. The 50" flat screen TV and stereo are great for those nights you aren't out on the town. The living room has a couch that pulls out into a sleeper sofa that can accommodate an extra two guests. There's a powder room in the hall for the convenience of your guests. THE POOL & THE BEACH... The Community Pool is right downstairs, located directly on the waterfront. There are plenty of chaises for your comfort, and a cabana with restrooms for your convenience. Fort Zachary Taylor State Park is a half mile away, with the prettiest beach in Key West. THE ACCOMMODATIONS... >> Master Bedroom: King bed, direct access to the sundeck, large closets, and an en-suite bathroom with twin vanities, a tub, and a shower. >> Second Bedroom: Two Twins OR One King bed, a flat screen TV, large closets, and an en-suite bathroom with a shower and tub combination. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Fully Fenced & Landscaped Private Yard >> Large Community Pool Access >> Two Covered Off-street Parking Spaces Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 6 adults
<< LA VIE EN ROSE @ BEACHSIDE >> Modern Home & Large Pool + LAST KEY SERVICES...
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Minimum Stay: 10 nights
Check-in: 15:00
Check-out: 11:00
Rating: 5 (9 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 4 Bathrooms, Sleeps 10
House (2608 sq. ft.) in Key West, FL
0 miles from Key West
"La Vie En Rose" is a classic mid-century modern home set in the Beachside district of Key West, just a couple blocks from Smathers Beach on Rose Street. As the lyrics to that sweet love song go, you'll be in 'a world apart'. You'll also be close to the new fitness trail, bocce courts and Salute, a great beachfront restaurant. Surrounded by a privacy wall, this two-story, four-bedroom home boasts a lushly landscaped front and backyard, spacious brick patio, free form swimming pool and Jacuzzi. THE LOCATION... The Beachside neighborhood of Old Town Key West is a quiet, mostly residential neighborhood on the southern side of the island. Just a couple blocks from the west end of Smathers Beach off Atlantic Blvd, and just down the street from Higgs Beach, "La Vie En Rose" is a dream for beach-lovers who prefer to pack their coolers and towels and walk the few steps down to the sand and water. Watch the sunset from Smathers beach or the White Street Pier just around the corner. Take the short stroll to Salute for a beachside meal, or bike ride down to Duval Street or the Historic Seaport for the most popular Key West attractions. THE LIVING AREA & KITCHEN... "La Vie En Rose" is handsomely yet simply furnished in a style that reflects its modern architectural roots. There is plenty of space to spread out in the living area, which is surrounded by French doors on three sides, with a spiral staircase that is pure mid century modern. The kitchen is just off the first living area, with stainless steel appliances and all of the tools and equipment you will need to create a gourmet meal. The dining area is just across from the kitchen, with space for up to six diners at the dining table. There are three more stools at the kitchen bar for extra guests or a casual bite. At the back of the house is a home office with a full bathroom. THE POOL & GROUNDS... You can really live outside in this back yard, with plenty of space providing great sunlight all day. The pool is heated for the winter, chilled for the summer and is very large, even big enough for swimming laps. The hot tub is great after a long hard day of shopping in town. When you've had enough sun, have a drink under the shady palm trees. THE ACCOMMODATIONS... >> First Master Suite: Located on the First Floor with a King bed, a large flat screen TV, and an en suite bathroom with a shower and tub combination. >> Second Bedroom: Located on the First Floor with a Queen bed, a flat screen TV and access to the full shared bathroom in the hall with a shower and tub combination. >> Third Bedroom: Located on the First Floor with Two Twins OR One King bed, a flat screen TV, and access to the full shared bathroom in the hall with a shower and tub combination. >> Second Master Suite: Located on the Second Floor with a King bed, a large flat-screen TV, sitting area, plenty of dresser and closet space, and an en suite bathroom with a bathtub and shower. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Fully Fenced & Lushly Landscaped Private Yard >> Private Heated Pool (with Chiller for Summer Months) >> Jacuzzi Spa >> Off-street Parking in Driveway >> Propane BBQ Grill Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 10 adults >> Pets Allowed
LAST MINUTE SPECIALS...CHECK AVAILABLE DATES FOR SAVINGS
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Check-in: 16:00
Check-out: 10:00
Rating: 4.7 (57 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo (1357 sq. ft.) in Key West, FL
0 miles from Key West
Comfort and Tranquility: Enjoy a tropical view of the tropical gardens; the deep blue Ocean and sparkling salt water pool.....There is nothing like it...anywhere. You don't have to spend a fortune to enjoy a spacious, clean and comfortable Key West condo. Enjoy your PRIVATE BALCONY with tropical views of the Ocean and the nature preserve. This is a two bedroom two bath spacious condo. Enjoy the King Memory foam Master Bed. The second bedroom offers a pillow top Queen with an additional Twin for sleeping flexibility. There is also a Queen sleeper sofa in the living room. This is Key West's most coveted location. Nestles between two of Key West's best beaches, Smathers Beach is just a 20 yard walk on the side walk. We are within 2 miles of most locations on the island. Enjoy the nightlife and excitement of Duval Street (restaurants, bars, live entertainment). Scuba Diving, Jet Skiing, Kayak Rentals, Deep-Sea Fishing, Cruises. Close to 18-Hole Golf Course, Moped/ Bicycle Rentals, Airplane/Seaplane Tours. The warm tropical breezes, the blue green water. It's a rhythm. A rhythm set into motion over a century ago by pirates, artists, writers and other champions of leisure. Today that same rhythm beckons you to discover the charm and grace of Key West in a new and distinctive setting... The Condominiums of 1800 Atlantic. We hope that you will enjoy staying directly on the ocean and enjoy the beautiful views and you will agree that Paradise now has been found. This is a two-bedroom, two-bath condominium located on the coveted Nature Preserve Side with 1350 square feet of living space. Enjoy the tranquility of the ocean views and windswept palms from your own 35-foot balcony on the edge of civilization. Each room has ceiling to floor windows that deliver the view and sounds nature to our guests. Master bedroom with king-size bed. as an added plus the second bedroom has a Queen and a twin bed . Queen-size sleeper sofa in great room. Every sleeping area has its flat screen TV and WiFi. This is Oceanfront Key West Resort Living: The property features an Olympic sized pool fronting the Atlantic Ocean. A 12-person Jacuzzi awaits. Sauna in pool-side locker rooms. Several picnic and barbecue areas surrounded by the native tropical gardens. Water sports,Snorkeling and the Coral Reef are all available to our guests. Smather's Beach is our next door neighbor. The weekly rate is available to our guests who are staying from Saturday to Saturday.
"VILLA AZUL" ~ Beautiful Unit Located in Truman Annex - Walk to all the Fun!
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Minimum Stay: 3 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (24 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
Condo (780 sq. ft.) in Key West, FL
0 miles from Key West
COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborhood.  You will enjoy being in the heart of Old Town Key West with food and fun just a short walk or bike ride away.   FURNISHINGS…. The Villa Azul offers an open floor plan with comfortable furnishings fitting of Island life.  There is ample seating for your group to enjoy and relax together.  Step into a fully equipped kitchen with new quartz countertops for the group that likes to cook together.   SLEEPING ARRANGEMENTS…. Two bedrooms and two baths help make your stay a breeze.  The master suite offers a comfortable king size bed with its own bathroom as well as French doors leading to the deck.  The guest bedroom has a queen size bed with views of lush scenery.  Each bedroom has its own closet with plenty of hanging space.   DETAILS AND AMENITIES…. Settled in the manicured, gated community of The Shipyard, this location offers guests a peaceful spot to relax just a block from all the action.  You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more.  The Shipyard also offers a beautiful community pool lined with lounge chairs for soaking up the sun.  Parking can be an issue in Old Town, but this condo comes with its own designated parking space. OUTDOOR LIVING…. Open the French doors to the back deck letting in the great breezes and sunshine.  This wonderful extension to the living space has seating to enjoy your morning coffee, catch some rays, or wind down with a cocktail. ***PLEASE BE ADVISED: The pool at this community will be under renovation beginning June 10th for approximately 3 weeks due to resurfacing of the deck. We have taken this into consideration with the posted rates during that time period.
DESIGN YOUR OWN WATER ADVENTURE
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Minimum Stay: 10 nights
Check-in: 17:00
Check-out: 12:00
Rating: 3.5 (4 reviews)
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
Boat (250 sq. ft.) in Key West, FL
0 miles from Key West
A well appointed and renovated 36' Morgan Out Island Sloop, at ANCHOR a few hundred yards off Key West Harbor in the anchorage area. Beamy and very spacious-more than enough room for a family or close friends- 4 MAXIMUM."Four Sail" is also sail ready and available for privately arranged charters when available at an extra cost, depending on the season, and weather permitting. A TWO NIGHT MINIMUM required for sailing activity. For ONE NIGHT STAYS, Taxi is available for private charter tours by ADVANCED ARRANGEMENTS. Snacks, coffee etc complimentary. The Island Water Taxi is available for checking in and out between 5-7pm and 10-12 am DISCOUNTED FOR MY GUESTS.For transport outside of those windows is a COST item.Running hours are 10am-10pm by appointment. While visiting, sunset sails, afternoon or night excursions, harbor tours, swimming, water skiing, snorkeling, etc are all possibilities if pre arranged, through a number of vendors. NO EXCESSIVE LUGGAGE OR COOLERS. For legal and safety reasons due to anchorage location, there will be NO swimming or fishing from the boat, and no BAREBOATING. Solar showers on deck. Be mindful that your experience is basically "camping out on the water". This is not a luxury hotel. If we cant fulfill your extracurriculur demands, there are numerous commercial charters to choose from. MAXIMUM STAY 4 nights and bookings will not be approved outside of 90 days notice. Any MEDICAL CONDITIONS must be disclosed before approval and can be reason for denial at the discretion of the Captain and owner of the boat.
Endless dreams a boat on a mooring in Key West
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Minimum Stay: 4 nights
Check-in: 16:00
Check-out: 11:00
Rating: 2.8 (4 reviews)
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 2
Yacht in Key West, FL
0 miles from Key West
A 34 foot sailboat on a mooring in the harbor of Key West the boat has 2 good size beds a bigger than usual cockpit area 6 foot two Headroom there is also a boat bathroom and shower. This is an entire boat not a shared boat everybody who goes onto the boat must know how to swim and be in good condition as weather conditions sometimes scary It is really essentially camping but if the weather is cooperative most people find it something they are glad they've done. The bedding is fresh the linen is fresh for every new customer. There is no air conditioning or hot water but even in the summer after 10 p.m. it is quite Pleasant you'd even want a blanket the taxi ride at approximately 10 in the morning drops you off right in the heart of downtown Key West. Any cooking must be done outside for Fire Reasons just remember it's camping
Sago Palm in the Truman Annex
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Minimum Stay: 1 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 4
House in Key West, FL
0 miles from Key West
The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located less than a half mile from one of the best beaches on the island. The Presidents Walk properties are two level townhouses which have private courtyards on the first level and balconies on the second level. Outdoor Grill. All properties are outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, off street parking and pool access.
<< PORTSIDE PEARL @ THE SEAPORT >> Upscale Island Living Only 1 Block off Duval + LAST KEY SERVICES...
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Minimum Stay: 3 nights
Pets Allowed: NO
Smoking Allowed: NO
3 Bedrooms, 3.5 Bathrooms, Sleeps 8
Townhome (2541 sq. ft.) in Key West, FL
0 miles from Key West
Amidst the precious sights and sounds of historic Old Town Key West is a brand-new development called Old Town Villas, constructed smack dab in the middle of the Historic Seaport. The 'gem' of this new development is "Portside Pearl," a freshly built townhome offering the luxury of brand-new construction in an unbeatable location. Discover for yourself Old Town's most treasured restaurants, shops, and attractions, all within steps of your front door. Typically, a prime location comes with noise, but not at this newly constructed home - you cannot hear a sound from inside! Additional benefits of a month in "Portside Pearl" include: >> Two separate living areas >> Three spacious bedrooms, each with an en suite bathroom >> A private elevator reaching ground floor to top floor >> A very unique private two-car garage in Key West! >> Access to the large community pool located steps away A stay in this high-end Key West home also includes Last Key Realty's Five Star Guest Services, known for providing memorable Key West vacations. THE LOCATION... Old Town Villas is a unique gated community just developed in a prime area of Old Town Key West. The brand-new construction is to the highest standard with top of the line finishes throughout. There are 20 townhomes with one large shared pool, all accessible by electronic parking gates to which you will have your own key. You'll be in the epicenter of Key West, just a few steps from all of the favorite spots of the Historic Seaport and Duval Street. Take a stroll down to local favorites like A&B Lobster, Pepe's, Sloppy Joe's, Hog's Breath, and Schooner Wharf all within a few blocks. Take a bike ride down to one of the nicest beaches in Key West, Fort Zachary Taylor State Park Beach, just a half-mile down the road. While you won't need a car to get around from this phenomenal location, your private two-car garage provides off-street parking for your golf carts, mopeds, bicycles or however you choose to get around Key West while here. THE COMMUNITY POOL... Soak up the sun at the large Community Pool, located just steps away from your front door. There are chaise lounges surrounding the pool for your comfort and a large cabana with restrooms for your convenience. THE LIVING AREAS & KITCHEN... Use the private elevator to access every level of this home without the use of stairs. The first living level features a spacious sitting room, dining area, and a top of the line gourmet kitchen. The sitting room has a large flat screen SMART TV, comfortable seating options, and a balcony. The gourmet kitchen has beautiful granite countertops and is fully equipped with stainless steel appliances and all of the tools needed to prepare a meal from home (when you resist the urge to eat out at one of the many surrounding restaurants). Hop in the elevator (or get your steps in using the stairs) and head up to the top floor where you'll find an additional living area with vaulted ceilings, a large flat screen SMART TV, and plenty of comfortable seating. This room can also be used as the perfect office should business also be required during your vacation time. This floor also includes a Key West staple - a full wet bar - as well as a convenient half bathroom. At one end of the living room is a balcony and at the other end is a large outdoor terrace with some of the most spectacular views of the Seaport to be found in Key West. This top floor terrace is complete with outdoor seating and dining for a sunset cocktail overlooking the wharf. THE ACCOMMODATIONS... >> First Master Suite: Located on the Third Floor with a King bed, a flat screen TV, a large walk-in closet, a private balcony, and an en-suite bathroom with dual sinks, a garden tub, and a shower. >> Second Master Suite: Located on the Third Floor with a King bed, a flat screen TV, a large walk-in closet, a private balcony, and an en-suite bathroom with a large glass shower. >> Third Bedroom: Located on the Second Floor (off the kitchen) with Two Twin beds OR One King bed, a flat screen TV, two closets, and an en-suite bathroom with a shower. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat & A/C >> Ceiling Fans >> Flat Screen State-of-the Art HD TVs in all bedrooms and main living area >> Fully Equipped Chef's Kitchen with Stainless Steel Appliances >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access and full cable is included >> Full Time Concierge Service In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Community Pool Access >> Private Elevator >> Off-Street Parking in Private 2 Car Garage >> Gated Community with Electronic Entry Gates Other notes: >> In person welcome when possible, after hours check in available >> Interim housekeeping provided upon request >> Pets allowed >> This property will accommodate 8 adults
Oceanview home with expansive decks and private pool in lush landscaping
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Minimum Stay: 1 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.9 (7 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 8
House (3965 sq. ft.) in Key West, FL
0 miles from Key West
"Banana Breeze" is an upscale escape by the sea, and considered by some to be a hidden gem. Tucked away in your own oasis in a private waterfront retreat, with your own heated pool. Look out at the open water views while enjoying the professionally decorated interior and spacious outdoor patio. Imagine relaxing at "Banana Breeze" with friends, family or both while listening to island music and casting away into delightful bliss. * The City of Key West requires this home lease for a minimum of 28 nights. Key Cove estates is an exclusive group of homes all located on the waterfront and provides hard to find privacy. Centrally located in the middle of Key West, you and your guests will have the convenience of walking to grocery stores as well as shopping just across the street. Old Town, Key West's Historic area is just a few minutes away by transportation. Whether you bring your own vehicle or rent one of the many local options like mopeds, electric cars, or bikes, you can easily park in one of two garages or your own private driveway. The first floor of the home is located atop of a grand set of exterior stairs which lead you to the front door, through which you will find a expansive floorplan consisting of a professional kitchen fully functional for even the most advanced chefs. This area also consists of a large living room and dining area suitable for all your guests to congregate. The far wall is comprised of glass doors allowing breathtaking views at the Florida Bay and the waters edge below. This floor as a whole is your central area for entertaining guests and gathering families together. Accommodations This home has two master suites located on the top floor. The first master bedroom has a King sized bed and a beautiful en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate facilities room. The bedroom opens out to your waterfront balcony, with gorgeous water view. The other master suite is down the opposite hallway, with a King sized bed and an en-suite bathroom with a large Jacuzzi tub. This master suite has a large walk-in closet, and a glass sliding door with access to the same waterfront balcony. The third bedroom is beside the second master suite, with two twin beds that may be converted into 1 King upon request and has its own full bathroom. On the main floor there is a fourth bedroom with two twin beds that also seamlessly convert to a King bed, upon request and a half bathroom down the hall for convenience. Outdoor Entertaining On the ground floor is one of the highlights of this home: the outdoor landing and entertainment area with a heated kidney shaped pool. The outdoor dining area comfortably seats six for an outdoor meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade. The backyard is complete with a large propane grill for BBQs. Additional space under the house also offers another covered indoor/outdoor area for playing, additional storage, etc. Each floor has its own outdoor area with furnishings for what ever your mood might be. Whether you'd like to entertain a larger group on the ground floor, or have a more intimate occasion on the first floor balcony overlooking the water, or if you'd simply like to take in the morning views while sipping coffee out your master suite, Banana Breeze offers numerous different options AMENITIES... Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 8-10 adults. **28 NIGHT MIN STAY REQUIRED**
"CORAL CABANA" ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
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Minimum Stay: 1 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (53 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 3 Bathrooms, Sleeps 8
Townhome (1420 sq. ft.) in Key West, FL
0 miles from Key West
GATED COMMUNITY, CLOSE TO BOATING AND GOLFING... Coral Cabana, in the Coral Hammock Community is a gorgeous three bedroom, three bath townhome with over 2,000 square feet of indoor/outdoor living space. A tranquil pool view can be easily appreciated by relaxing on either the upper or lower balcony. FURNISHINGS... Coral Cabana was newly decorated in 2017 and offered at a terrific price for a winning combination and a great way to indulge in all that Key West has to offer.  The kitchen furnishing were just updated in 2017.  This home has three full bedrooms each with , as well as three full bathrooms and is offered at a terrific price for a winning combination and a great way to indulge in all that Key West has to offer. SLEEPING Comfortably sleeps 6 - 8 people so it is ideal for a families traveling with seniors or couples traveling together. The Master Suite is a king with en suite bathroom with a conventional tub/shower combination.  The 1st floor bedroom has a queen size bed & full bathroom with tiled shower.  The 2nd floor bedroom has two twin size beds (which can be doubled to create a King size bed) and a full en suite bathroom with soaking tub and separate shower.  There is also a custom Carolina Chair queen size sleeper sofa in the living room. POOL AND OUTDOOR LIVING... With its gated entryway and lush landscaped grounds this home boasts panoramic tropical garden views and a convenient pool side location. The resort sized heated swimming pool invites you to soak up the sun while enjoying our island’s warm breeze. The Key West Golf Course is just a stone’s throw away. For the boaters out there, Coral Cabana is also centrally located to 3 different marinas. ENJOY ALL THE ISLAND HAS TO OFFER!
The Duval Roost: 2 Bed / 1 Bath in the middle of Duval Street
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Minimum Stay: 4 - 6 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.7 (9 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
Condo in Key West, FL
0 miles from Key West
Snuggled halfway up our island's famous Duval Street and perched above the crowds is this fantastic 2 Bedroom 1 Bathroom condo aptly named, The Duval Roost. Sitting pretty much at the center-point of Duval Street, your vacation will feel like a 'Choose your own Adventure" book as you decide your choices spanning the wide gambit of Sloppy all the way to butterfly! [That's a right to Sloppy Joe's or a left to the Butterfly Conservatory] This condo is literally in the middle of the action but set just far enough away to be that needed sanctuary from the party just around the corner. The condo's balcony overlooks Key Lime Plaza, including the fantastic Onlywood Italian Restaurant and the Cuban Coffee Queen Coffee Company. The Duval Roost accommodates 4 people. The space includes a full kitchen, complete with all of the necessary cookware and dishes, a full refrigerator, a microwave, coffee maker, toaster, and a blender. There is also an in-unit washer and dryer. A parking space is included in the parking lot just outside of the unit.
Margaritas in Paradise A411: 2 BR, 2 BA Condominium in Key West, Sleeps 6
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Minimum Stay: 4 - 6 nights
Check-in: 16:00
Check-out: 10:00
Rating: 5 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo in Key West, FL
0 miles from Key West
This is a beautifully renovated high end luxurious monthly rental at 1800 Atlantic. The moment you walk in you will appreciate the attention to detail. Enjoy the lovely views of the complex and Atlantic ocean from the private balcony. The master bedroom suite has a brand new king size bed. The renovated bathroom features a large walk in shower and double vanity. The guest bedroom features a king size bed also. There is a fully size fully equipped kitchen with all stainless appliances. Each room has a flat screen TV and the unit has wireless internet access. There is also a full size washer dryer for your convenience. This property has a 28 day minimum stay requirement.
Oceanfront, Resort-like luxury home with private pool & lush landscaping
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 4 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
If you’re looking for an upscale escape by the sea, 3/4 Time is your Key West hidden gem. Enjoy the island life in your own oasis tucked away from the bustle of Old Town in a private waterfront retreat, with your own private waterfront pool. Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be at 3/4 Time. ***This home is available for lease by the month, in accordance with local ordinances strictly enforced by the City of Key West. The minimum lease is for 27 nights in February and for 29 nights during any other period. LOCATION: This home is located in the community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such grocery stores and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. The excitement of downtown Old Town is just a few minutes away by car, moped, or bicycle. This home includes plenty of off-street parking in the private garages, as well as private driveways. LIVING AREA & KITCHEN: The main entrance to this home is at the top of the stairs leading from the ground level. This home’s highlight is the wall of floor-to-ceiling windows facing the water to provide the optimal view from every part of the house. The large open plan living room has a spacious seating area with plush couches around a large, wall mounted, HD flat screen Smart TV. One of the couches also pulls out to a Queen-sized sleeper sofa for additional guests. There is a dining table with seating for up to 8 diners, with additional seating at the kitchen bar. The gourmet kitchen has state-of-the-art appliances and is fully equipped with all of the tools and utensils one could want or need. The sliding glass doors open up to a wide waterfront deck with additional space for a light meal, coffee, a glass of wine, or just taking in the waterfront view. ACCOMMODATIONS: This home has three en-suite rooms, both of which are located on the top floor. The first master bedroom has a King size bed, a large wall mounted flat-screen HD TV, and a beautiful two-room en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate room for the facilities. The first master bedroom also has a wall of floor-to-ceiling glass doors opening out to your waterfront balcony, with gorgeous water views. The second master suite is down the opposite hallway, with a King size bed and an en-suite bathroom. The second master suite also has a wall mounted flat-screen HD TV, large walk-in closet, and a glass sliding door with access to the waterfront balcony. The third bedroom is beside the second master suite, with one full bed and a flat screen TV. On the main floor there is a fourth bedroom with two twin beds that can be seamlessly converted to a King bed, upon request. This bedroom also has a wall mounted flat screen TV, and a full bathroom down the hall for convenience. LANAI: Out back is the covered outdoor dining area comfortably seats six and has ample room for entertaining. With visiting heron on the tropical greenery that surround the back yard, your guest will enjoy the natural splendor 3/4 Time and Key West have to offer. Enjoy the brand new, modern pool with a dip area, which of course is heated for an added level of comfort. The backyard is complete with a large propane grill, outdoor furniture, and lounge chairs. Additional space under the house also offers another covered indoor/outdoor area for playing, additional storage, etc.
<< RIVIERA AMERICANA @ THE BEACH >> Panoramic Ocean Views + LAST KEY SERVICES...
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Minimum Stay: 5 - 6 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.7 (13 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
Condo (2000 sq. ft.) in Key West, FL
0 miles from Key West
A stay in Key West calls for a light and airy oasis, with breathtaking water views and an easy beach location to fully enjoy the ultimate of island life in America. "Riviera Americana" is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. THE LIVING AREA & KITCHEN... "Riviera Americana" is lovingly decorated to reflect the ambiance of an upscale coastal destination with a modern feel. The living room is filled with light. There's a large flat screen TV, for those times you aren't marveling at the view beyond your balcony. The living room of has plenty of comfortable seating for the group to gather, and the sofa pulls out to a Queen sized sleeper for extra guests. The kitchen is fully appointed and has everything a good chef would need to prepare any meal, including upgraded appliances. There's a dining table with seating for six inside, or an outdoor dining set on the breezy balcony of "Riviera Americana" for a meal overlooking the gorgeous waters of Key West. THE POOL, THE BEACH & TENNIS... 1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. From the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site. THE ACCOMMODATIONS... >> Master Bedroom: King bed, large flat screen TV, direct access to the balcony with panoramic views, and an en suite with an oversized shower. >> Second Bedroom: Queen bed, flat screen TV, direct access to the balcony, and access to the full second bathroom. >> Third Bedroom: Two Twin beds or One King bed, direct access to the balcony, and access to the full second bathroom. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Community Pool Access >> Community Jacuzzi Access >> Assigned off-street carport for 1 car >> Key West's only clay tennis courts >> Handball courts >> Fitness Center >> Dry Saunas >> Picnic areas with BBQs >> Recreation rooms available for private parties Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 8 adults
<< AMAZING PRICE DEC 2018 MONTHLY OCEAN VIEW CONDO RENTAL ONLY $6000 BOOK NOW
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (5 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
Condo in Key West, FL
0 miles from Key West
Beautifully renovated 2 bedroom 2 bath penthouse overlooking the Atlantic Ocean and Smathers Beach. Fabulous kitchen with stainless appliances and granite counter tops. Enjoy the amazing sunrise from the balcony of Awaken to Morning reflections. Recently renovated the master suite has a luxurious walk in shower. King size bed with a flat screen TV for relaxing. The guest bedroom has a queen bed. High speed wireless internet. No attention to detail has been spared. Call today and book your piece of paradise. This property has a 28 day minimum stay requirement.
Dolphin Watch in the Truman Annex
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4 (3 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
RECENTLY UPDATED & VERY LUXURIOUS water front home located in the heart of downtown Key West within walking distance to all downtown attractions and the famous Fort Zachary Taylor Beach. This home has 2 master ensuites with king beds, and there is a total of 4 bedrooms and 3 baths. The second level offers open living and kitchen area, master bedroom with ensuite bath and a great view of the ocean. From the second floor you can enjoy the fantastic view of the harbor and sunsets from the balcony that also has a spiral staircase that leads to the private pool area. Downstairs you have the 2nd king master bedroom with ensuite bath that leads directly to the pool and 2 additional guest bedrooms and full bath. The first guest room has a queen bed and the second guest room has two twin beds that can be converted into a king. Don't miss out on this home as it is one of the few Private Homes in Key West that has a view of the water and located in the Prime Location area here at the Truman Annex Community!
Quiet, elegant, Key West Condo close to the Ocean
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.6 (30 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo (800 sq. ft.) in Key West, FL
0 miles from Key West
This 2 bedroom (one King and one Queen, plus Queen size pull out couch in the living room), 2 bathroom unit offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located one mile from Smathers Beach, two miles from Higgs Beach and just minutes away from the Key West Lighthouse Museum. Many species of birds inhabit the salt ponds preserve that borders this property.
New to the Rental Market! - Post and Beam Beach House with Heated Pool
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Minimum Stay: 5 - 6 nights
Check-in: 16:00
Check-out: 11:00
Rating: 5 (2 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 10
House (2800 sq. ft.) in Key West, FL
0 miles from Key West
NEW ON THE RENTAL MARKET This recently renovated four bedroom, three bathroom traditional shotgun house with a twist, has a master suite which can be accessed both privately and through the main house. The home has a spacious post and beam addition that opens onto an outdoor area with a heated, saltwater pool. Play bocce on the back lawn or sip Gin and Tonics while lounging poolside. The open plan kitchen with state of the art appliances is a playground for the passionate chef, and the large great room is ideal for entertaining friends and family. Blu on White is a home that is designed with comfort and relaxation in mind. Recline in the antique Chinese opium bed or venture to one of Key West's world-class restaurants. This unique property is ideally situated on the island with the beach just a few blocks away, and Cuban coffee shops steps from the house; Con Leche, Buccis, and Cheese bread abound.
Starrs Atlantic Oasis C138: 2 BR, 2 BA Condominium in Key West, Sleeps 6
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Minimum Stay: 3 nights
Check-in: 16:00
Check-out: 10:00
Rating: 5 (2 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo in Key West, FL
0 miles from Key West
Beautiful 2 bedroom 2 bath unit, with a lovely view of the Atlantic Ocean. This unit is an extra large floor plan with a slighly large balcony. Access the Balcony from both bedrooms and the living room. There is a full size fully equipped eat in Kitchen and a Full size washer dryer. Enjoy all the comforts of home with a fabulous view. Rentals during Jan - April must arrive the 1st of the month for a full month. The remainder of the year is negotiable. Key West is a playground for all to enjoy, famous for its literary experts, artists, theatre and museums. Many water activities for all to enjoy. For the dare devil amongst you how about a Sky Diving adventure. Superb restaurants, relaxed atmosphere, live bands, safe environment and the perfect winter temperatures in the only frost free city in the US. Come visit and we guarantee you will not regret it. This property has a 28 day minimum stay requirement.
Fun in the Sun in the Truman Annex
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Check-in: 16:00
Check-out: 10:00
Rating: 4 (1 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 6
House in Key West, FL
0 miles from Key West
This stately 2 bedroom townhouse in the President's Walk area of Porter Lane is furnished with tropical and luxury decor, and is loaded with amenities such as TV's in each bedroom. The community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located about ¼ mile from one of the best beaches on the island, Fort Zachary State Park. This President's Walk town home is two level which has a beautiful private courtyard on the first level and a balcony on the second level. It is outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, off street parking and pool access right around the corner.
<< VIVA MARGARITA! @ OLD TOWN >> Large Home & Pool Near Duval + LAST KEY SERVICE...
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Minimum Stay: 6 nights
Check-in: 15:00
Check-out: 11:00
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 4.5 Bathrooms, Sleeps 8
House (2412 sq. ft.) in Key West, FL
0 miles from Key West
Key West is the mecca for those seeking to live life the way it is supposed to be lived: in the sunshine with a cold drink in hand. "Viva Margarita!" was designed to house those sun-seekers. This tropically decorated three-story home has an open living plan and a beautiful private pool and Jacuzzi area that is ideal for relaxing in your own private oasis, Margarita in hand (rocks or blended!) You'll be just a few blocks from some of Key West's most famous restaurants: El Siboney, Flaming Buoy, La-Te-Da, Louie's Backyard, Salute and Seven Fish to name just a few. Take the guess work out of your vacation home search and spend a month in "Viva Margarita!" - salt or no salt. THE LIVING AREA & KITCHEN... Upon entering the home, you'll notice the open layout of the living area, perfect for entertaining. The living room has a large flat screen TV and plenty of comfortable beachy seating. The dining table seats six, and is located between the living room and the fully equipped kitchen. The kitchen has every tool and appliance needed to prepare a meal from the comforts of home. There is also a powder room located off the living room. THE PRIVATE POOL, JACUZZI, & POOL HOUSE... Just out the back-sliding doors is where happy hour takes place at "Viva Margarita!" Enjoy floating in your very own private pool with a drink in hand, or relax in the Jacuzzi spa that can be heated for a soothing hot tub, or kept cool with jets for cooling off in the summer months. The pool deck is spacious, with a propane BBQ grill, outdoor dining set, and comfortable patio furniture. The lush landscaping that surrounds the deck provides plenty of privacy. On the other side of the pool deck is a unique pool house, perfect to escape the sun or find some privacy from a crowded house (should happy hour not do the trick.) The air-conditioned pool house has a sofa, a full bathroom and even a wet bar with a mini fridge and a sink. THE ACCOMMODATIONS... "Viva Margarita!" has three separate bedrooms in the main house: >> First Bedroom: Located on the Second Floor with a Queen bed, spacious closet space, flat screen TV, balcony access, and an en-suite bathroom with a walk-in shower and a garden tub. >> Second Bedroom: Located on the Second Floor with a Queen bed, full closet, flat screen TV, balcony access, and an en-suite bathroom with a walk-in shower. >> Master Suite: Located on the Third Floor with a King bed, flat screen TV, plenty of closet space, an en-suite bathroom with a walk-in shower and a tub, and a private sitting room. The sitting room could also serve as a small bedroom for kids or extra guests as it is complete with a Queen-sized daybed, a large flat screen TV with gaming system, and a desk in case work requires a quick break from happy hour life (but hopefully not too much work!) ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat & A/C >> Ceiling Fans >> Flat Screen Cable TVs in Living Room & All Bedrooms >> Fully-Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access and full cable is included >> Full Time Concierge Service In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Fully Fenced & Landscaped Backyard >> Private Heated Pool >> Jacuzzi Spa >> Propane BBQ Grill >> Off-Street Parking Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 8 adults >> Pets Allowed
The Maloney // A Historic Luxury Apartment
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Minimum Stay: 29 - 30 nights
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Apartment in Key West, FL
0 miles from Key West
History + Luxury. The Maloney offers a unique experience for the discerning traveler visiting our iconic island city. The perfect complement of historic architecture and modern upgrades, creates an authentic luxury experience. Woven throughout this 2,000+ square foot luxury penthouse is a story that can only be received by experience. From idyllic Key West mornings at the Maloney, where the soft light of sunrise meanders through the 19th century brick framed windows, offering the perfect paring for a velvety cup of cafe con leche and a slow drip of energy to start your day. To vibrant Key West evenings, where the curated collection of local paintings and carvings compete with the glow of the 100 year-old Dade county pine floors, making the perfect setting to host a quiet dinner or serve cocktails to friends, all the while debating whether it is a piece on the walls, or the boards on the floors, that is the most intriguing piece of art in the house. Our story, our history, is waiting for your experience. The Maloney encompasses the entire second story of the historic red brick building on the corner of Fleming and Simonton. Originally, built in 1908 as the first pharmacy in Key West, the building now houses two penthouse units and a first-floor clothing and arts boutique. **The Maloney is only available as a monthly rental at this time. All bookings require a 30-day minimum stay.**
Pelican Landing Dominica Retreat
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Minimum Stay: 2 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.3 (56 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 8
Condo (1215 sq. ft.) in Key West, FL
0 miles from Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. No Birthday Bachelor or Bachelorette parties. Only one dog per unit under 25lbs will be accepted with pet fee and completed pet screening at Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or a penthouse for up to twelve guests you will enjoy your stay at Pelican Landing. If traveling with a boat, the facility is boat accessible by powerboat only, because a fixed bridge offers only an 18-foot clearance. The marina offers 16 boat slips accommodating vessels up to 35 feet with a 13-foot beam. Clean your catch at the dock’s fish cleaning station available to all our guests. Then take a few steps to the open-air poolside grill and learn the meaning of fresh fish. Pelican Landing is a short walk to a marina where world-class fishing and scuba charters can be engaged. After spending some time on the water, you might want to enjoy the charms of Old Town and Duval Street. Luckily, a quick bicycle ride is all it takes. Our facility is located just one short mile the Duval Street area. Across the street from Pelican Landing is Bayview Park where you can play tennis, shoot hoops, or just hang out. Retreats (for 6 – 8 people) feature two bedrooms and two private baths. The master bedroom has a king bed, the guest bedroom has two queen beds, and the living room has a queen sleeper sofa with a dining area. This unit has a fully equipped kitchen including microwave, blender, dishwasher, washer/dryer, and breakfast bar. Living room and one bedroom has sliding glass doors which open onto a private balcony overlooking the water. Other room features are central A/C, ceiling fans, large walk-in closets, cable TV in living room and bedrooms, iron and ironing board, hair dryer, and beach towels. Pelican Landing’s heated swimming pool is surrounded by a sundeck. There is a minimum stay requirement on weekends, during special events and holidays, and during season. One boat slip is included with this Retreat. Each Retreat can only accommodate one boat; no exceptions. Trailer parking is not available on property. Trailer parking and additional boat slips are available across the harbor at the City of Key West Marina. Please contact the dock master’s office to make arrangements for trailer storage and/or additional boat slips at.
Spinnaker-Waterfront Monthly Vacation Rental 2 bedroom, 2 bath-Shared Pool
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Minimum Stay: 2 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
Condo in Key West, FL
0 miles from Key West
Harbour Place Condominiums: View passing ships and sunsets from your own deck or balcony in the Truman Annex's most prestigious building, the former U.S. Naval Headquarters in Key West. Take in the sunshine from the lap pool overlooking the ever changing waterfront. Stroll out the private gates and you're at the harbor, just steps from the sights and sounds of Mallory Square, downtown tourist attractions, Key West's best beaches, and Old Town's fabulous restaurants. This is a beautiful 2 bedroom, 2 bath condo on the first floor. The open floor plan lets you open the doors and let the breeze sail right in. There is a large shared pool and a parking place if needed.
<< LA GRANDE REUNION @ OLD TOWN >> Private Estate & Pool + LAST KEY SERVICES...
Property Photo
Minimum Stay: 5 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (9 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
5 Bedrooms, 5.5 Bathrooms, Sleeps 10
House (2354 sq. ft.) in Key West, FL
0 miles from Key West
Traveling with a large group requires a special home. To maximize comfort, large common areas are offered both indoor and outdoor. Private bedroom accommodations with en-suite bathrooms and TVs are a must for your group. And don't forget about the location! This home is easily accessible to the favorites of Old Town for when the group (finally) reaches a decision on dinner plans. "La Grande Reunion" was designed with the ultimate in comfort for a large group getaway in mind and delivers on all of these necessities. "La Grande Reunion" is newly renovated and furnished to the highest standard, in a prime location and includes Last Key Realty's Five Star Guest Services for what is sure to make your stay in Key West a memorable one. THE LOCATION... This home is in the very heart of Old Town Key West and all of its tropical island action. You are just steps in either direction from all of the shops, restaurants, and sites of Duval Street and Mallory Square. Take a stroll down to the some of the best of Key West, with local favorites such as The Green Parrot, Antonia's, Willie T's and La Trattoria all within a block or two of your front door. Ride bikes down to one of the nicest beaches of Key West; Fort Zachary Taylor, just a half-mile down the road. Despite the fabulous location, "La Grande Reunion" comes with off-street parking in the form of two exclusive spaces in the lot next door monitored by a full time attendant. THE LIVING AREA & KITCHEN... Entering through the front door you know immediately you are in a special home. The original Dade County Pine decorates the walls of this classic home. The open living plan includes a grand living area a large flat screen TV, comfortable furnishings, a chef's kitchen with state of the art appliances, an indoor dining area and French doors to a beautiful covered lanai with a view of the pool. The kitchen is open to the living area and equipped with luxury appliances and plenty of cabinet space full of all of the tools you'll need for a gourmet meal. The dining table has space for 6 and there is additional seating at the kitchen island. There is also a half bathroom in the hall for convenience. The whole group will be living in comfort even inside on the seldom rainy day. THE POOL AREA & COVERED DINING AREA... Through the French doors of the living area & kitchen you'll find the outdoor oasis, one of the highlights of this home. The covered outdoor dining area and the spacious pool are perfect for the whole gang to enjoy a day in the sun together. The covered outdoor dining area comfortably seats six. The pool is lovely, with a very sunny deck and plenty of comfortable chaises surrounding. The backyard is complete with a large propane grill for an outdoor bar-b-que by the pool. The yard is fully fenced for privacy. THE ACCOMMODATIONS... This home has five large bedrooms, each with an en-suite bathroom for the perfect mix of togetherness and privacy necessary for a large group stay. First Floor >> Bedroom #1: Queen bed, flat screen TV, and an en suite bathroom with a shower and tub combination. >> Bedroom #2: Two Twins OR One King bed, flat screen TV, and an en suite bathroom with a shower. Second Floor >> Bedroom #3: King bed, flat screen TV, large walk-in closet, direct access to the private sun deck, and en suite bathroom with twin vanities and a shower. Third Floor >> Bedroom #4: King bed, flat screen TV, and an en suite bathroom with a shower. >> Bedroom #5: Two Twins OR One King bed, flat screen TV, and an en suite bathroom with a shower. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Fully Fenced & Lushly Landscaped Private Yard >> Private Heated Pool >> Off-street Parking in Guarded Lot >> Propane BBQ Grill Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 10 adults >> Pets Allowed
<< VILLA BAHAMA @ THE ANNEX >> Townhome Near Duval & Beach + LAST KEY SERVICES...
Property Photo
Minimum Stay: 5 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (61 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 6
Townhome (1216 sq. ft.) in Key West, FL
0 miles from Key West
"Villa Bahama" is located at The Foundry in the Truman Annex, Key West's most exclusive gated community. You'll be just around the block from Mallory Square, Duval Street and all the attractions Key West has to offer, yet you'll benefit from the peace and quiet that the Truman Annex is known for. Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations. THE LIVING AREA... "Villa Bahama" has been furnished to a very high standard, in the lush tropical style inspired by Tommy Bahama. In fact, the Tommy Bahama influence is evident throughout this home. The living area is an open plan, with 11-foot ceilings, and the double French doors provide lots of light. There's plenty of comfortable seating and a flat screen TV. The sleep sofa will accommodate extra guests. There's convenient powder room on the first floor. The kitchen has a top-of-the-line stove, oven and refrigerator, with granite counter tops and all the small appliances one might need. You'll have your own private courtyard out front, with a gas BBQ. THE POOL AREA... The landscaped community pool is just across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door. THE ACCOMMODATIONS... >> Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a shower and tub combination. >> Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a shower and tub combination. Each floor closes off with its own separate door as well for extra privacy. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Community Pool Access >> Propane BBQ Grill >> Assigned Off-street Parking for 1 Car Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 6 adults
Pelican Landing Abaco Retreat
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Minimum Stay: 2 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.4 (64 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 8
Condo (1352 sq. ft.) in Key West, FL
0 miles from Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. No Birthday Bachelor or Bachelorette parties. Only one dog per unit under 25lbs will be accepted with pet fee and completed pet screening at Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or a penthouse for up to twelve guests you will enjoy your stay at Pelican Landing. If traveling with a boat, the facility is boat accessible by powerboat only, because a fixed bridge offers only an 18-foot clearance. The marina offers 16 boat slips accommodating vessels up to 35 feet with a 13-foot beam. Clean your catch at the dock’s fish cleaning station available to all our guests. Then take a few steps to the open-air poolside grill and learn the meaning of fresh fish. Pelican Landing is a short walk to a marina where world-class fishing and scuba charters can be engaged. After spending some time on the water, you might want to enjoy the charms of Old Town and Duval Street. Luckily, a quick bicycle ride is all it takes. Our facility is located just one short mile the Duval Street area. Across the street from Pelican Landing is Bayview Park where you can play tennis, shoot hoops, or just hang out. Retreats (for 6 – 8 people) feature two bedrooms and two private baths. The master bedroom has a king bed, the guest bedroom has two queen beds, and the living room has a queen sleeper sofa with a dining area. This unit has a fully equipped kitchen including microwave, blender, dishwasher, washer/dryer, and breakfast bar. Living room and one bedroom has sliding glass doors which open onto a private balcony overlooking the water. Other room features are central A/C, ceiling fans, large walk-in closets, cable TV in living room and bedrooms, iron and ironing board, hair dryer, and beach towels. Pelican Landing’s heated swimming pool is surrounded by a sundeck. There is a minimum stay requirement on weekends, during special events and holidays, and during season. One boat slip is included with this Retreat. Each Retreat can only accommodate one boat; no exceptions. Trailer parking is not available on property. Trailer parking and additional boat slips are available across the harbor at the City of Key West Marina. Please contact the dock master’s office to make arrangements for trailer storage and/or additional boat slips at.
A Beautiful Life in the Truman Annex
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Minimum Stay: 5 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (6 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 6
House in Key West, FL
0 miles from Key West
A Beautiful Life is tucked away at the end of quiet Porter Lane in the award-winning gated community of the Truman Annex known as President's Walk. This wonderful 2 bedroom, 2 and 1/2 bathroom getaway has recently been updated! Enjoy the lovely open style kitchen with views to the charming rear deck. Newer flat screen TVs are included in the living room and both bedrooms. This oasis in Old Town Key West's premier gated community also features crown molding, transom glass accents, tile floors, custom built-ins and four sets of covered decks. Walk to Duval Street, shopping, restaurants, and Fort Zachary Taylor State Park and Beach. The properties are also located less than a half mile from one of the best beaches on the island. The Presidents Walk properties are outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, assigned off street parking and pool access.
Smathers Retreat on the Atlantic C239: 2 BR, 2 BA Condominium in Key West, Sleeps 6
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Minimum Stay: 3 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.1 (12 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 6
Condo (1357 sq. ft.) in Key West, FL
0 miles from Key West
Spectacular 2 bedroom 2 bath ocean-view overlooking the famous Smathers Beach, Enjoy the balmy ocean breezes from your private balcony and watch the world go by. This unit features 2 bedrooms, one king and one queen. For your convenience there are 2 roll-away beds for extra guests. Full size Kitchen. All the amenities you would need for a comfortable relaxing vacation on the island of Key West. If you are driving our property comes with a free assigned parking space so no crazy parking fee's. Leave your car at home as no where is more than a short walk or bike ride away. We can have rental bikes delivered to the property for your convenience. There are so many fabulous restaurants you can literally eat your way around Key West Enjoy our amazing reefs, snorkel, dive or take a glass bottom boat tour. Enjoy our world renowned sunsets. You will be back and we will welcome you. People fall in love with Key West and the life style. We look forward to your return. Full size washer & dryer also. Wireless Internet This property has a 5 night minimum stay requirement during the high season, any time of the week. There may be some times that a shorter gap will occur and we will then be willing to make an exception to the rule, you will be unable to book this online so please either call or e-mail us.
Hearts & Palms House-Quaint 3BD/3Bath Monthly Home Rental - Private Pool
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Minimum Stay: 7 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 3 Bathrooms, Sleeps 6
House in Key West, FL
0 miles from Key West
MONTHLY RENTAL ONLY Come and enjoy this quaint home on Elizabeth Street that boasts high ceilings and the original Dade County Pine wood walls. The main house has 2 bedrooms with each having it's own en suite bathroom. The guest cottage has a Queen bed and it's on en suite bathroom. This house offers a great location, only blocks away from the Atlantic Ocean and the famous Duval Street. Elizabeth house offers a large kitchen with an open living/dining area and French doors that lead out to the brick patio. Enjoy your mornings on the side porch while having your morning coffee or sit on the front porch for a beautiful breeze. This spacious private backyard hosts a large outdoor table that seats 8 to enjoy an AL Dante meal in the evenings along with a gas BBQ. The backyard also offers an outdoor shower to rinse off after a long day at the beach. Amenities: Off Street Parking A/C WiFi/Cable (Living Room TV only) Washer/Dryer BBQ Monthly Rental Only No Pets allowed
Aquamarine Delight on the Ocean C333: 2 BR, 2 BA Condominium in Key West, Sleeps 4
Property Photo
Minimum Stay: 7 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
Condo in Key West, FL
0 miles from Key West
Enjoy ocean views from this bright and airy 3rd floor unit. This newly renovated unit comes fully equipped with attention to your every need. King bed in the master and queen bed in the guest room will make your stay comfortable. This unit comes complete with in unit washer/dryer, wireless internet, assigned parking spot and all the amenities 1800 Atlantic has to offer. You’ll love this “Slice of Paradise”. This property has a 28 day minimum stay requirement.
Queen Emma in the Truman Annex
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Minimum Stay: 4 - 6 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.2 (5 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
This beautifully finished and decorated four bedroom, three bath home has classic Key West architecture and is located on a charming tree lined street in Truman Annex. The custom designed two story home has an open floor plan on the main level with separate living and dining areas. Plus a full bath and guest bedroom. The huge porch, perfect for entertaining overlooks the large rear yard with pool and is accessed from the living area through two sets of French doors. Upstairs the spacious master suite opens to a private porch and the two guest rooms share a bath and porch.
"VILLAGE ROOSTER" ~ Quaint Cottage in Bahama Village Steps from the FUN!
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Minimum Stay: 2 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4 (3 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
House (730 sq. ft.) in Key West, FL
0 miles from Key West
BAHAMA VILLAGE TREASURE... This pet friendly Old Town Key West home is just steps from the award winning restaurants and charming boutiques of Petronia Street in historic Bahama Village. The Village Rooster greets you with a charming front porch and quaint entry. AMENITIES AND FURNISHINGS... Village Rooster boasts an open living area and spacious kitchen plus two bedrooms and 2 fulls baths. The spacious back deck is a perfect place to read a book and relax in one of the lounge chairs.  Or you can easily entertain and grill under the covered porch.    OUTDOOR LIVING... This property is truly walking distance to anything Old Town has to offer. You are just around the corner from the famous Southernmost Point, Hemingway House, Duval Street, Lighthouse Museum, Beaches, amazing restaurants and local boutiques. STEP INTO THE
Shipyard 253 - 2 Bedroom Condo with a Shared Pool
Property Photo
Minimum Stay: 2 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (55 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 5
Condo (646 sq. ft.) in Key West, FL
0 miles from Key West
7 night minimum stay condo upstairs unit with 2 bedrooms and 1 Bathroom upstairs spacious unit with 1 queen, 2 twins and 1 pullout sofa. . The unit comes with one assigned parking spot. There is alot to see and do in historic Key West. Enjoy touring noted Key West attractions including the Hemingway House, Southernmost Point, Truman's Little White House and Mel Fisher's Treasure Museum. After a morning of sightseeing, go for a dip in the shared pool or take a ten minute walk and beach it at Fort Zachary Taylor State Park, the best swimming beach in Key West. End the day with a pleasant sunset sail on a catamaran docked at the nearby marina - or join the crowd for the not-to-be-missed sunset party that happens every evening at Mallory Square. Whatever you choose to do, save your money on a rental car - everything is just a walk or bike ride away! So whether you are looking to party or just relax and enjoy the laid-back atmosphere of funky, historic Key West, this is the place! Our fully-equipped, comfortably furnished condo is sure to meet your every need. Grab your shorts and sandals, and head south to experience a little taste of Paradise!
<< SUNSET REVERIE @ SUNSET MARINA >> Bay Condo / Pool & Spa + LAST KEY SERVICES...
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Minimum Stay: 7 nights
Check-in: 15:00
Check-out: 11:00
Rating: 5 (6 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 6
Condo (1658 sq. ft.) in Key West, FL
0 miles from Key West
"Sunset Reverie" is located in Sunset Marina, a gated community located on Stock Island right off the entrance to Key West. The location is a great balance between being secluded in a private community yet still only a short Uber ride into the best of Old Town Key West. With your rental home at Sunset Marina you'll have plenty of space for parking, both covered garage space and visitor space, as well as access to the private waterfront community pool and spa. THE LIVING AREA... This distinctive 1658 square foot condo is an end unit with commanding views of the sunsets over the Florida Bay. "Sunset Reverie" has been meticulously designed and furnished to a level you will seldom see in a vacation home, with thoughtful details everywhere you look. There's plenty of room for everyone at "Sunset Reverie", with a large main balcony, open living area with a huge flat screen TV and separate bar area. The kitchen is completely equipped, with everything a good chef would need to prepare the most ambitious meals and even room for some sous-chefs. THE ACCOMMODATIONS... >> Master Bedroom: King bed, flat screen TV, direct access to the main balcony, private waterfront balcony, large walk-in closet, and an en-suite bathroom with twin vanities, an oversized shower and a Jacuzzi tub. >> Second Bedroom: Two Twins OR One King bed, flat screen TV, private waterfront balcony, and access to the shared full bathroom in the hall. >> Third Bedroom: Queen bed, flat screen TV, private waterfront balcony, and direct access to the shared full bathroom. THE HEATED COMMUNITY POOL & JACUZZI... The community pool area is a beautiful place to spend the day, with its setting right on the waterfront facing the marina and Florida Bay beyond. You can swim in the pool or relax in the oversized Jacuzzi. There are plenty of chaises and sitting areas and a cabana for your convenience. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Community Pool Access >> Community Jacuzzi Access >> Assigned off-street covered parking for 1 car >> Electric BBQ Grill >> Community Picnic areas with BBQ Grills Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 6 adults >> Pets Allowed
Blue Lagoon in the Truman Annex
Property Photo
Minimum Stay: 7 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.5 (2 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
House in Key West, FL
0 miles from Key West
This cheery property located on Southard Street features three bedrooms, one on the first level and two on on the second. There is a lovely kitchen, dining and living room which flows out through two sets of French doors onto the covered rear deck and hot tub. The private parking is very conveniently located in the rear and is covered. There is a side bricked patio perfect for a quiet read, or a game of corn hole! The two spacious bedrooms on the second floor share the the bath and have the laundry center close by. The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located less one mile from one of the best beaches on the island. All properties are outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, and pool access.
Key West Downtown Restored Historic Home
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Minimum Stay: 1 - 3 nights
Check-in: 15:00
Check-out: 12:00
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
3 Bedrooms, 1 Bathrooms, Sleeps 6
House (1100 sq. ft.) in Key West, FL
0 miles from Key West
First floor large apartment boasts all new, high end finishes, furniture and fixtures. In the quiet and exclusive Casa Marina neighborhood. Beaches, grocery store and many fine restaurants are all within just a pleasant walk. Duval is just far enough away at about four blocks. Very large deck and front yard in addition to covered front porch with porch swing afford plenty of options to enjoy the beautiful outdoors.
"THE NAUTILUS" ~ Updated 2 bed, 2.5 bath in Truman Annex w/ pool & Gas Grill
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Minimum Stay: 2 - 5 nights
Check-in: 16:00
Check-out: 10:00
Rating: 4.5 (4 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 4
Townhome (960 sq. ft.) in Key West, FL
0 miles from Key West
SURROUNDED BY HISTORY AND BEAUTY... Nestled in Truman Annex along President’s Walk you will find The Nautilus; a sophisticated unit with comfort and luxury plus the convenience of an Old Town location and walking distance to Fort Zachary Taylor Beach, the museums on Whitehead, and the famous Duval Street.     FURNISHINGS... This two bedroom two and a half bath has been updated with tiled floors, stainless steel appliances, and flat screen TVs.  Cook your favorite meal in the kitchen using the supplied pots, pans, utensils, and serving ware just like you were in your own home.  There is even a stackable washer and dryer for your convenience.   OUTDOOR AMENITIES... The balconies offer great views of the neighborhood while French doors open to the back patio, which presents a serene setting to entertain friends.  Dine al fresco using the grill to prepare your fresh catch straight from the local fishermen.  The community pool is a great place to get some sun or cool off from the heat.  RELAX IN STYLE...
Poolside Hangover at the Truman Annex
Property Photo
Minimum Stay: 1 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
House in Key West, FL
0 miles from Key West
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and close to all of the Old Town Key West attractions. The properties are also located 1 mile from one of the best beaches on the island. All properties are outfitted with washer/dryer, pots & pans, towels & linens, condo has central air conditioning, off street parking and community pool access This is a second floor unit with 2 bedrooms and 2 bathrooms.
Starshine in the Truman Annex
Property Photo
Minimum Stay: 3 - 7 nights
Check-in: 16:00
Check-out: 10:00
Rating: 3 (1 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
House in Key West, FL
0 miles from Key West
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. The Shipyard units are single level condominiums which have private courtyards on the first level or balconies on the second level. All properties are outfitted with washer/dryer, pots & pans, towels & linens, have central air conditioning, off street parking and pool access
<< EDEN @ THE ANNEX >> Old Town Villa / Pool / Near Duval + LAST KEY SERVICES...
Property Photo
Minimum Stay: 1 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.8 (48 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1.5 Bathrooms, Sleeps 5
Townhome (960 sq. ft.) in Key West, FL
0 miles from Key West
"Eden @ The Annex" is a charming townhome in Truman Annex, a gated community located in the very heart of Old Town Key West. You'll be just steps from Mallory Square, Duval Street and all the attractions Key West has to offer. Yet, "Eden @ The Annex" is on a quiet pedestrian lane where you'll have all of the peace and quiet that comes with a gated community. THE LIVING AREA... The living room of "Eden @ The Annex" has a large double set of French doors so you can enjoy those wonderful tropical breezes, and a large Hi-Def flat screen TV for those evenings when you need a break from the excitement of Old Town. The sofa converts to a queen bed for the convenience of your guests. There's a dining table that seats 6, and the kitchen is fully equipped to satisfy the most demanding chef. You'll also be able to dine outside on the sunny back deck if you would like. THE ACCOMMODATIONS... >> Master Bedroom: Queen bed, a large flat screen TV, an overhead fan, plenty of closet space, and a private balcony. >> Second Bedroom: Two Twin beds OR One King bed, a flat screen TV, an overhead fan, and a large closet. The shared hall bathroom has twin vanities and a shower/tub combo. THE COMMUNITY POOL & FORT ZACHARY TAYLOR STATE PARK... The community pool is right around the corner, with plenty of chaises. There is a cabana with restrooms for your convenience. Fort Zachary Taylor Park is less than a half mile away, with the prettiest beach in Key West. ALL LAST KEY VACATION HOMES INCLUDE: >> Washer & Dryer >> Central Heat and A/C >> Ceiling Fans >> Flat Screen TVs in Living Room & All Bedrooms >> Fully Equipped Kitchen >> Basic stock of spices >> Starter supply of paper products >> Starter set of cleaning products >> Linens and Towels provided >> Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: >> Fully Fenced & Landscaped Private Yard >> Community Pool Access >> Assigned off-street carport for 1 car Other notes: >> Interim housekeeping provided upon request >> This property will accommodate up to 5 adults
"PINEAPPLE COTTAGE" ~ Adorable, Updated Cottage in Old Town with Pool!
Property Photo
Minimum Stay: 5 nights
Check-in: 16:00
Check-out: 10:00
Rating: 5 (2 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
Cottage (544 sq. ft.) in Key West, FL
0 miles from Key West
RELAXED DOWNTOWN LIVING... Envelop yourself in true island living in this cute cottage just for the two of you. Located one block from Duval with charming porch and shared heated pool. Walk or stroll to dining, night life, galleries, shopping, and be at fabulous Ft. Zachary beach beach in minutes. FURNISHINGS... Cozy one queen bedroom and one bath.  Great open floor plan with hardwood floors, plenty of Key West sunshine and blue skies through the large windows. Flat screens in the living and bedroom.  Well stocked kitchen to use your culinary skills.  Washer and dryer.   NEIGHBORHOOD ATTRACTIONS... Stroll through Bahama Village located in downtown Key West; aptly named because of it's many inhabitants that are of Bahamian decent. This lively neighborhood offers many popular restaurants such as Blue Heaven, Santiago's Bodega and La Creppiere. You can also find many small boutiques filled with treasures made by local artisans, some specialty wares and even antiques.  Directly across from Hemingway's Home, Moon Dog restaurant and steps from the Southernmost Point. INDULGE IN DOWNTOWN LIVING...
Worlds End in the Truman Annex
Property Photo
Minimum Stay: 1 - 3 nights
Check-in: 16:00
Check-out: 10:00
Rating: 5 (1 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2.5 Bathrooms, Sleeps 6
House in Key West, FL
0 miles from Key West
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water and sunset views from the large and luxurious pool area. This beautifully decorated stately Condo has wonderful views of the Pool and Water views along the length of the historic administration building. This community is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1 mile from one of the best beaches on the island. This unique property is outfitted with washer/dryer, pots & pans, towels & linens,central air conditioning, off street parking and pool
42 ft Sailboat Currently Out Of Service-Check Back With Us
Property Photo
Check-in: Flexible
Check-out: 11:00
Rating: 4.4 (5 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 4
Boat (600 sq. ft.) in Key West, FL
0 miles from Key West
Vacation Sailing Time Charter on your own private sailing vessel for a specific period of time with a customized sailing itinerary. Sunset sailing for two nights and 4 hour snorkeling 3-5 or more nights. Bird watching during migration month of November makes the charter that is included more exciting. Turtles, dolphins and reef fish will make the possibility to encounter life at sea a great adventure. For a limited time, special rates for November. Now Moon Dance will feature a full boat fishing license for your charter. Have peace of mind with smoke detectors and carbon dioxide detectors through out the boat with 3 mounted visible fire extinguishers in the vessel. Book now off season rates 2 night minimum. NOTE: should you want to book holidays or our festival please plan 3 nights minimum . NOTE: please let us know if more than two people are with you, so that we can prepare your extra bedding and towels. This boat can accommodate a family, or two couples with two more singles, but we must know number of people. Up to six maximum depending on the group. $45 per person per night over two. Beautiful State Park Fort Zachary Taylor is perfect to take a taxi or bicycle and spend the entire day as a fully functioning all day away with showers, bathroom/changing rooms, all day picnic areas, all day small food vendor. Rent umbrellas or a lounge chair. Your Time Charter is on your schedule. Your captain will take direction from you for your family or friends. Start with this popular Basic Time Charter, 2 nights with a sunset 2-hour sail. Three nights for special festivals and holidays. Customize your charter to add another two hours for 250 dollars more to schedule a 4-hour sail to the reefs with snorkeling gear included. This is one of the many options you may add later at a discount rate. Upgrade to as many nights or more sailing at a special low rate, as you like. Design a Sailing Time Charter that suits your personal requirements. Depending on the length of time you choose, add more nights or more sailing at a discount. Plan to upgrade to a half day 4-hour sail or a full day 8-hour sail for time to go snorkeling the reefs, learning sailing techniques, fishing, beachcombing, exploring or bird watching near uninhabited islands. Want more adventure? Ask about an at sea on the anchor under the stars excursion with provisions included with crew. Go sailing with a USCG licensed captain and knowledgeable helpful first mate. Our Docks are in The Historic Seaport, in downtown Key West. Sailing departure is up to your family, corporate team or friends. If you have a family that wants something fun and explores outdoors, this is it. If your corporate group wants to schedule a sailing team building exercise, Time Charters can match your needs. Meals are on your own unless arranged with your crew in advance for your Time Charters. Check for special inclusive details. Charter Boat has electricity, running water, 2 bathrooms with holding tanks, air conditioning at the dock, propane stove, coffee pot, electricity, 6’3” headroom and everything you will need for your chartering experience. Owners/Guests Personal Marina Based Showers, Laundry mat and Toilets. Restaurants, also enjoy outdoor music, a pool and a small pocket style beach close by. (Maximum preferred is, 2 couples or 4 adults or parents with 2 children couches make for a maximum of si passengers; talk to us about your number of guests). PLEASE ADVISE US HOW MANY PASSENGERS WE DO SET UP LINENS AND TOWELS ACCORDING TO NUMBER OF PEOPLE. NOTE: ONLY $45 PER PERSON PER PERSON PER NIGHT FOR CHARTER TOWELS AND LINENS. RATES ARE BASED ON DOUBLE OCCUPANCY - (TWO PEOPLE). Tell us if you are a couple or two individual traveling on vacation. Moon Dance is a 42 foot large roomy Irwin. Stable and family friendly, Moon Dance has a comfortable salon for family and friends to kick back and enjoy their Time Charter. Families love the private cabins for them with their own space to relax with mom and dad in a large v birth and personal bathroom plus the kids are able to have their own cabin with a single bunk and a small snug double and bathroom to change clothes after a fun time at the reefs. If Key West is calling your name with mild subtropical temperatures average most every day, a Time Charter with this sailing adventure and fun could be what you want. Charter Moon Dance and sail aboard a sailboat like a local! This is a working sailboat with diesel engine and sail ready. Similar to what might be called glamping, camping or recreational vehicle life style for the adventurous vacation. What this is not is a glass and chrome lifestyle of the rich and famous and is designed for comfort but in a kicked back relaxed fashion. This is more of a locals life, limit your luggage as soft sailor style or think of it as camping on the water with your time charter trip included for sailing. Enjoy a sailing Time Charter for your next visit to Key West. Live the life of an old town sailor aboard this 42 ft. Irwin Sailboat- heavy and reliable, less movement with teak and fiber glass construction. Families feel safe and comfortable. There is a constant breeze from the Gulf Stream to the Gulf of Mexico. Cooler temperatures in summer than you would expect. October through December can be some of the best weather with immediate access from your dock to all that is fun about downtown Key West. Key West is an island, 130 miles “at sea”. Located in famous Key West Historic Seaport two blocks from downtown. Sub tropical environment, laid back living like a local, it’s flip flops, or walking shoes, bring two sets of swim wear or shorts and t-shirts, tropical long cotton dresses, basic casual wear everywhere, no need to fuss over your hair. Ladies find the relaxed styles clip up or tie back hair, or let hair dry natural. Flip flops or sandals are normal in any place you wish to dine or shop. This Sailboat is set up for both local Time Charters and long-distance Time Charters, with fully operating kitchenette and boat style bathrooms. The land based marina bathroom has a private entrance and is best for long hot showers and morning after coffee to freshen up. Boat showers and toilets for quick visits are easy to operate. Use your hair dryer only at the land-based marina due to limits on electric cord to boat. Romantic getaway charters, or family Time Charters are available. Bring your bucket list buddies, friends or the office. Let’s go sailing! We have USCG licensed captains who know the secret spots and qualified first mates that will swim with your children to make sure that they are having fun while being safe on a USCG Federally documented vessel. Just a short walk to all the sites and sounds that Key West, the island and what the CITY is known for. All about a ten-minute stroll away to the downtown nightly Sunset Festival on Mallory Square, all the museums, and all the festivals. A beautiful State Park on the ocean is near by. Air Conditioning, water and electricity in port. Direct Current batteries are for charters off docks. Please let us know if any medical issues requiring more power. Swimming pools nearby when you make a food and beverage purchase as their guests. Our Company is licensed by the City of Key West as a Time Charter operation. Also, being properly insured including for snorkeling means that this is a trusted professional Company for Time Charters since 1995. Weddings, Anniversaries, mile marker Birthdays, Honeymoons, Key West Adventures overnight at anchor or extended sailing are just a few choices you may upgrade to as a customized Time Charter. We do all types of sailboat Time Charters. Ask for specific rates for what you wish to add to your Basic Charter. Tell us what your special occasion is and what you wish to do. Always alert us as to any medical concerns of your family. Often our guests tell us we are their bucket list trip. We want to insure your trip is safe, fun and we are properly prepared for any personal needs. Connections for your cell phones and laptops welcome. If you have any questions- Just ask. Our charter boats leave the docks often and the boats are low-tech for that reason. Pack light, two bathing suits, two shorts, flip flops, a couple of t-shirts, a pair of exercise long pants, light jacket and walking shoes all that is needed to enjoy a Time Charter with us in the Key West downtown area and the historic marina where you are close to walking to museums, sunset celebration, all the famous sites are steps away. Look us up on GOOGLE MAPS behind Waterfront Brewery, The Historic Seaport, Key West, FL 33040. Stock Island is 3 miles away. Key West - the City and the island is only two by four miles wide. If this is where you want to stay, know that there are several islands that share the same zip code as far away as ten miles from Key West the actual town and island. Know before you go. Our central location at the end of the chain of the Florida Keys makes it easy to make charter sailing choices into the Gulf of Mexico or the Atlantic as to the weather and tides or your whim. Often imitated seldom duplicated located on the island in the City of Key West! Charter the whole boat. One of the best kept secrets in downtown Old Key West, in the famous Key West Historic Seaport Marina. Live in the dream and see the sea. Capt. Albert - owner since 1995
     

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