3 Lux Ensuites Walk Boat Island IslamoradaVilla

Situated near Hurricane Monument, the villa has 4 bedrooms and 4 bathrooms.

FromUS$ 583 /nightSelect

Tropical Oasis, Huge Pool In Old Town Sleeps 12+ Villa Key WestVilla

This villa is a 10-minute drive from Key West Shipwreck Treasure Museum and offers windsurfing, snorkeling and diving.

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Casa Del SolVilla

Featuring possibility to try windsurfing, snorkeling and diving, this villa is set in Downtown Key West district close to Classic Harbor Line.

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Waypoint OneVilla

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Oceans Edge ClubhouseVilla

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Coral Queen PalmVilla

FromUS$ 134 /nightSelect

Casa De SunshineVilla

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Amada GrenadaVilla

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Palmyra House - Luxury Private Waterfront Home With Sunset Views 5 Bdrm 3 BthVilla

You can relax by a swimming pool in the Palmyra House - Luxury Private Waterfront Home With Sunset Views 5 Bdrm 3 Bth Marathon, located around 1.9 miles from Captain Hook s Marina Dive Center.

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Sea Glass Secrets By Avantstay 3 Mins To BeachVilla

The Sea Glass Secrets By Avantstay 3 Mins To Beach, located steps from Higgs Beach Dog Park, is also at a proximity to The Key West Nature Preserve.

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Key Deer Retreat/Direct Gulf Access/Hot TubVilla

Artists in Paradise Gallery is within 2 miles of the key Deer Retreat/direct gulf access/hot tub, while Grimal Grove is a 10-minute drive away.

FromUS$ 280 /nightSelect

Shell House 4Br-4,5BaVilla

Located 10 minutes' stroll from American Outdoors, the Shell House 4 Bedroom Home With Resort Privileges features a swimming pool for guests to relax in.

FromUS$ 1 724 /nightSelect

Sandcastle 4Br-4,5BaVilla

Offering a heated pool, the beachfront Sandcastle 4 Bedroom Home With Resort Privileges is about a 25-minute walk from Dolphins Plus Key Largo.

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Twilight 4Br-4,5BaVilla

While staying at the Twilight 4 Bedroom Home With Resort Privileges Key Largo you are invited to discover YMCA Park, set approximately 2.1 miles away, or Tavernier Towne II Shopping Center, which is a 10-minute stroll away.

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Sea-Esta 3Br-2,5BaVilla

Located 2.4 miles from Key Largo, the beachfront Sea-Esta 3 Bedroom Home With Resort Privileges features a swimming pool.

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Two J'S ParadiseVilla

The Two J'S Paradise Key Largo is a short distance from Cayman Salvage Master which leads directly onto USCG Duane.

FromUS$ 406 /nightSelect

Beauty And SeaVilla

Eaa Air Museum is approximately 1.7 miles from the Beauty And Sea Marathon and The Turtle Hospital is about 2.1 miles away.

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Sea EscapeVilla

The Sea Escape is a perfect vacation spot a 10-minute drive from Little Crawl Key and other Key Colony Beach landmarks.

FromUS$ 309 /nightSelect

Atlantic Oasis - Private Pool Parking & DowntownVilla

San Carlos Institute is around 1.5 miles from the Atlantic Oasis - Private Pool Parking & Downtown and Truman Little White House is 1.7 miles away.

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Reef HouseVilla

Conch Key, Florida is 1.9 miles from this villa that offers 2 bedrooms along with a full kitchen.

FromUS$ 303 /nightSelect

Coconut HouseVilla

Nestled in the Duck Key district of Duck Key, the Coconut House is within 0.2 miles of The Calm Waters Spa.

FromUS$ 205 /nightSelect

The Ebberly House By Brightwild - Amazing Pool In Gated CommunityVilla

Featuring a sunny patio along with 6 bedrooms, this villa is set 1.1 miles from Key West Tropical Forest and Botanical Garden.

FromUS$ 2 132 /nightSelect

Sunny Key Largo Home With Golf Cart And KayaksVilla

The Sunny Key Largo Home with Golf Cart and Kayaks is a perfect vacation spot 1.3 miles from Dagny Johnson Key Largo Hammock Botanical State Park and other Key Largo landmarks.

FromUS$ 358 /nightSelect

Waterfront Anchor House With Boat Basin & RampVilla

The Waterfront Anchor House With Boat Basin & Ramp! is set approximately a 15-minute walk from Little Torch Key and around 2.6 miles from Niles Channel.

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Waterfront Captain House With Boat Basin & RampVilla

National Key Deer Refuge is around a 25-minute walk from the Waterfront Captain House With Boat Basin & Ramp! Summerland Key, while Grimal Grove is approximately 10 minutes' drive away.

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Waterfront Beach House With Dock & Heated PoolVilla

Newfound Harbor Keys and Adolphus Busch are located 2.9 miles and 2.2 miles from the Waterfront Beach House With Dock & Heated Pool! respectively.

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Waterfront Haven House With Boat Basin & RampVilla

Doctors Arm is also set around 2.9 miles from the Waterfront Haven House With Boat Basin & Ramp!.

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New The Windrose House By Brightwild - Pool & PetsVilla

White Street Pier is approximately 4.1 miles from the New The Windrose House by Brightwild - Pool & Pets Key West, while Safe Harbor is a 20-minute walk away.

FromUS$ 2 000 /nightSelect

Waterfront Cozy Cottage With Boat Ramp & DockVilla

The Waterfront Cozy Cottage with Boat Ramp & Dock! is set around 2.9 miles from Newfound Harbor Keys and about 2.8 miles from Big Pine Key Park.

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Tollgate TidesVilla

Set approximately 5 minutes' walk from Anne's Beach, the rooms in the Tollgate Tides Islamorada have views of sea.

FromUS$ 162 /nightSelect

Relaxing 2 2 Get Away In The Lower Keys! HomeVilla

Ramrod Key is within 1.9 miles of the Relaxing 2 2 Get Away in the Lower Keys! home Summerland Key and features shopping and dining.

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Shipyard Treasure By Avantstay Communal Pool Gated Community Great Location Week Long StaysVilla

Located in the center of Key West, the Shipyard Treasure by AvantStay Communal Pool Gated Community Great Location Week Long Stays offers fast access to Key West Aquarium within a 16-minute walk.

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Dune Wind South By Avantstay Communal Pool Hot Tub Gated Community Close To Smathers Beach Month Long Stays OnlyVilla

Located 0.4 miles from Key West Garden Club, the Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only is within 0.4 miles of West Martello Tower.

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Breezy Bungalow By Avantstay Close 2 Zachary Taylor State Park Beach W Shared Pool Week Long StaysVilla

While staying at the Breezy Bungalow by AvantStay Close 2 Zachary Taylor State Park Beach w Shared Pool Week Long Stays you are invited to discover Key West Shipwreck Treasure Museum, set 0.7 miles away, or Audubon House and Tropical Gardens, which is 0.6 miles away.

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New The Altair House By Brightwild - Fire Pit Pool & Hot TubVilla

FromUS$ 2 979 /nightSelect

Egret HouseVilla

The Egret House is set about 4.3 miles from Southernmost Point and around a 15-minute walk from Sheriff s Animal Farm.

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Cozy Tropical Paradise In Middle Keys, Excellent Location In The Marathon.Villa

The Cozy Tropical Paradise In Middle Keys, Excellent Location In The Marathon. is set 1.8 miles from Sombrero Reef and around 2 miles from Sombrero Beach.

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The Resting PelicanVilla

FromUS$ 493 /nightSelect

The Crestwood House - Private Heated Pool & ParkingVilla

You can relax by a private pool in the Crestwood House - Private Heated Pool & Parking Key West, located approximately 20 minutes by foot from Safe Harbor.

FromUS$ 2 674 /nightSelect

Casa Blue Pelican.Villa

FromUS$ 546 /nightSelect

New! Completely Renovated / Close To EverythingVilla

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Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays OnlyVilla

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Boot Key Harbor Retreat Whole HouseVilla

FromUS$ 330 /nightSelect

Tropical GetawayVilla

FromUS$ 314 /nightSelect

Mojito Breeze Getaway HomeVilla

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Key Colony Beach W/Private Dock & Pool!Villa

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Islamorada Modern Penthouse With Private BeachVilla

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Sunkissed Vacation RentalVilla

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Coastal Charm HideawayVilla

FromUS$ 212 /nightSelect

Tropical VibesVilla

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Dock HolidayVilla

FromUS$ 269 /nightSelect

Captains QuartersVilla

FromUS$ 346 /nightSelect

Coconut CottageVilla

FromUS$ 231 /nightSelect

Fisherman'S RetreatVilla

FromUS$ 243 /nightSelect

Lobster Lodge And Manatee ManorVilla

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Waterfront - Complete RemodelVilla

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Turquoise Turtle ManorVilla

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Tranquil Waterside Haven 28 Night MinimumVilla

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C Est La VieVilla

FromUS$ 380 /nightSelect

Key West Paradise With Private Pool And Ocean ViewVilla

FromUS$ 932 /nightSelect

Sunny BankVilla

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Big View HideawayVilla

FromUS$ 282 /nightSelect

Pelican'S Roost, Waterfront Comfort At Venture OutVilla

FromUS$ 422 /nightSelect

The North StarVilla

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Little Slice Of ParadiseVilla

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Relaxing Island Home Great Location StylishVilla

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Breezy KeysVilla

FromUS$ 443 /nightSelect

Saylor'S BayVilla

FromUS$ 415 /nightSelect

Sunshine Stunner & CasitaVilla

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Beach House GetawayVilla

FromUS$ 791 /nightSelect

Old Town Home A Short Walk To Duval Couples OasisVilla

The villa is set near Classic Harbor Line and has 2 bedrooms.

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Bachelorparty Hq For 16-Feet To Duval-Pool-Hot TubVilla

FromUS$ 8 289 /nightSelect

Casa Azul By Brightwild-Open Concept Home With PoolVilla

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Palms By The WaterVilla

FromUS$ 239 /nightSelect

Ocean View With Pool, 4 Bedroom Vila Near Key WestVilla

FromUS$ 745 /nightSelect

New Villa Duval By Brightwild - On Duval Street Pool & ParkingVilla

FromUS$ 929 /nightSelect

The Bent CoconutVilla

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New Renovated Waterfront Kcb Home 2/2 -30 Ft Dock W/ Pool And Beach AccessVilla

FromUS$ 325 /nightSelect

Orange Blossom RetreatVilla

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Beachfront Villa At Islamorada By The GlamhomesVilla

FromUS$ 3 835 /nightSelect

Exclusive Couples Getaway!/ Sleeps 6 GuestsVilla

FromUS$ 273 /nightSelect

Key Lime TimeVilla

FromUS$ 313 /nightSelect

Carpe DiumVilla

Situated near Smathers Beach, the villa has 2 bedrooms and 2 bathrooms.

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Blue Haven Unit B416Villa

FromUS$ 970 /nightSelect

Mar Y Sol Ocean FrontVilla

FromUS$ 1 005 /nightSelect

Meyers Island Oasis On AtlanticVilla

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South BeachsideVilla

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Botanical Island DelightVilla

FromUS$ 683 /nightSelect

Casa Pap Del MarVilla

FromUS$ 1 061 /nightSelect

Magical Ocean PenthouseVilla

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Anchor Drop Key WestVilla

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Julia Whitehead Guest SuitesVilla

FromUS$ 458 /nightSelect

Paradise At SunsetVilla

FromUS$ 440 /nightSelect

Catch N' Relax 1044Villa

FromUS$ 626 /nightSelect

Dolphin DreamsVilla

FromUS$ 237 /nightSelect

Oleander Hideaway Waterfront HomeVilla

FromUS$ 445 /nightSelect

Villa Bella Newly Remodeled With Private Dock And Pool & Cabana Club Access - 7 Night Minimum StayVilla

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Casita De Catherine By Avantstay 1 Block To Duval St W Hot TubVilla

FromUS$ 446 /nightSelect

Casa De Rosalie By Avantstay Great Location W Pool Bbq Outdoor Dining Month Long Stays OnlyVilla

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New Hidden Oasis By Brightwild- Waterfall Pool Close To BeachVilla

FromUS$ 854 /nightSelect

Vacation Homes in Florida Keys

Search among 641 available vacation homes in Florida Keys from 50+ providers