Beacon Reef 501 Villa IslamoradaVilla

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Beacon Reef 307 Villa IslamoradaVilla

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Bay TherapyVilla

FromUS$ 438 /nightSelect

Lilo'S In The KeysVilla

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Casa Bahiamare Stunning Home - 28 Day Minimum, Pool And DockVilla

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Overlooking Marina/Ocean View & Free Golf CartVilla

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Experience Coastal Living At Its Best Florida KeysVilla

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Blue Heron By Avantstay Pool Bbq In Key WestVilla

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Newly Renovated And Cozy Home In The Florida KeysVilla

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Overlooking Saltwater Lagoon Free Golf Cart-KayaksVilla

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Overlooking Lagoon And Pool-Free Golf Cart-KayaksVilla

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Endless SummerlandVilla

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Luxurious HavenVilla

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Tip'Sea Turtle Beach HouseVilla

FromUS$ 145 /nightSelect

The Shimmering SwordfishVilla

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The Orchid HouseVilla

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Heron House By Brightwild - Luxury Waterfront HomeVilla

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Windsor Cottage - Quaint Old Town HomeVilla

FromUS$ 418 /nightSelect

Tropical Key Largo Retreat With Private Dock!Villa

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Private Estate Pool Ocean View 20 Minutes To Key WestVilla

FromUS$ 824 /nightSelect

Largo LullabyVilla

FromUS$ 879 /nightSelect

Tom'S Oceanfront PenthouseVilla

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-Atlantic Sunrise PenthouseVilla

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Tom'S Chicken Coop Key WestVilla

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Nassau Suite Key WestVilla

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Beautiful Downtown Truman Annex CondoVilla

FromUS$ 383 /nightSelect

Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities-Villa

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Anglers Reef Vacation RentalVilla

FromUS$ 495 /nightSelect

Tree Top ParadiseVilla

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Home On The Water In Marathon, FlVilla

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Villa HermosaVilla

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Conch Bar SouthVilla

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Luna Light ~ Waterfront ~ Pool ~ Dock ~ ViewsVilla

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Corner KayVilla

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Fair Wind IIVilla

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Beautiful Newer Home 4 Bedroom 4 Bathroom W/ Pool, Single Level No Stairs To Climb With DockVilla

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Beach, 70Ft Dock, Entire Home, Vaca-23-16Villa

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Mermaid'S Paradise ~ Pool ~ Dock ~ Games ~ ViewsVilla

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Paradise Point ~ Pool ~ Dock ~ Lounges ~ BbqVilla

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Comfortable And Cozy 4 Bedroom 2 1/2 BathroomVilla

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Loggerhead Lagoon - Modern Waterfront HomeVilla

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The Tarpon RetreatVilla

FromUS$ 408 /nightSelect

Cozy 4 Bed 3 Bathroom HomeVilla

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Waterfront House With 37Ft Dock & Cabana ClubVilla

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Blue OceanVilla

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Lighthouse Villa By Avantstay Walk To Southernmost Point W Private Pool Patio Month Long StaysVilla

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Captain'S Quarters MarathonVilla

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Topical DelightVilla

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Heart Of MoradaVilla

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Villas At Hawks Cay ResortVilla

FromUS$ 1 337 /nightSelect

Villa RioloVilla

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Sunshine PlaceVilla

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Rock Harbor P8Villa

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Twice The CharmVilla

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Rock Harbor C9Villa

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West Plaza Del LagoVilla

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Sandglass 4Villa

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Parrot Eyes UpperVilla

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Parrot Eyes LowerVilla

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Parrot EyesVilla

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Palm HarborVilla

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Lazy DayzVilla

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Pelican LandingVilla

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Palms 417Villa

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Palms 407Villa

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Palms 404Villa

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Palms 317Villa

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Palms 314Villa

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Palms 313Villa

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Palms 309Villa

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Palms 301Villa

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Key To My HeartVilla

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Martin Family Fish CampVilla

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Ocean Harbour K31Villa

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Moon Bay A410Villa

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Lyons LandingVilla

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Little Bay CottageVilla

FromUS$ 549 /nightSelect

Little Bay CompoundVilla

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Harbor HouseVilla

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Beacon Reef 222Villa

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Luxury Seaside Escape ~ Heated Pool W Jacuzzi ~ Elevator ~ Dock ~ Scenic ViewsVilla

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The Fisherman'S CottageVilla

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Beacon Reef 503Villa

This villa is a 5-minute drive from Michelle Nicole Lowe Art Gallery and offers snorkeling, diving, and fishing.

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Beacon Reef 406Villa

This villa is a 10-minute drive from Windley Key Fossil Reef Geological State Park and offers windsurfing, snorkeling, and diving.

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Beacon Reef 310Villa

This villa is a 5-minute drive from Upper Matecumbe Key and offers snorkeling, diving, and canoeing.

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Big Pine Key Home On Bogie Channel With Dock And Slip!Villa

Old Wooden Bridge Marina is 0.5 miles from this villa that offers 3 bedrooms along with a full kitchen.

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Tropical Tavernier Retreat With Boat Dock And KayaksVilla

Set within walking distance of Blond Giraffe Key Lime Pie Factory, this villa includes 2 bedrooms and a fully furnished kitchen for guests' convenience.

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Beacon Reef 306Villa

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Beacon Reef 301Villa

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Kokomo- Canal Front 2B/1Bath HomeVilla

Located within a 10-minute drive of National Key Deer Refuge, this villa includes 1 bedrooms.

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Amazing Sunsets And Ocean AccessVilla

Located within a 10-minute drive of Eaa Air Museum, this villa includes 2 bedrooms.

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Luxury Waterfront Oasis W Heated Pool And 50' DockVilla

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Sea Pointe On The CanalVilla

Located 1.6 miles from Eaa Air Museum, villa offers a Jacuzzi and an outdoor swimming pool.

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Sea Pointe & Canal-Side CharismaVilla

This villa with heated swimming pool is located just 5 minutes' walk from Great White Heron National Wildlife Refuge.

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Gemstone IsleVilla

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Salty Slumber Relaxing 2 Bedroom 2 Bath Get Away In The Lower KeysVilla

Located 1.9 miles from Ramrod Key, villa offers a Jacuzzi and a sauna.

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All-In On AlynnVilla

This villa is a 5-minute drive from San Pablo Catholic Church and offers diving, cycling and fishing services.

FromUS$ 601 /nightSelect

Waterfront Key West Oasis With Float Dock!Villa

The villa is set near Lower Sugarloaf Sound and has 3 bedrooms.

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Unity & Autonomy 2 Sides A Beach Duplex & 70' DockVilla

Located within a 10-minute drive of Craig Key, this villa includes 2 bedrooms.

FromUS$ 460 /nightSelect

3 Lux Ensuites Walk Boat IslandVilla

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

FromUS$ 583 /nightSelect

Vacation Homes in Florida Keys

Search among 639 available vacation homes in Florida Keys from 50+ providers