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Key West vacation rentals

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Holiday homes

1308 properties found in Key West

  • East Sister Rock Island

    East Sister Rock Island

    99 Ocean E
    The 2-bedroom East Sister Rock Island Villa is located a 10-minute ride from The Turtle Hospital and invites guests to enjoy a terrace. Guests can enjoy snorkelling, diving, and canoeing at the…
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  • Kcb Canal Livin'

    Kcb Canal Livin'

    320 East Ocean Drive
    Ensuring a relaxing stay with a Jacuzzi, the 3-bedroom Kcb Canal Livin' Villa is nestled in the Key Colony district of Key Colony Beach and provides a swimming pool on site. Featuring access to a…
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  • Sweet'S Spot

    Sweet'S Spot

    109 Front Street #309
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  • Florida Keys Getaway With Stunning Ocean Views

    Florida Keys Getaway With Stunning Ocean Views

    65651 Overseas Hwy
    Staying at the 2-bedroom Florida Keys Getaway With Stunning Ocean Views Villa, guests can easily reach Conch Key, Florida, located approximately a 10-minute drive away.
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    US$ 648 price for 1 night
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  • Cayo Calypso By Last Key Realty

    Cayo Calypso By Last Key Realty

    1312 Laird Street
    Cayo Calypso By Last Key Realty Villa is located within a 10-minute drive of Fort East Martello Museum and provides a private swimming pool, ensuring a relaxing stay.
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  • Orange Blossom Retreat

    Orange Blossom Retreat

    172 Orange Blossom Rd
    The 3-bedroom Orange Blossom Retreat Villa is located fairly close to B&B Tavernier Cinema 5 and offers guests to relish a patio as well as an outdoor swimming pool. At the accommodation, located…
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  • The Samana Cay -Private Balcony

    The Samana Cay -Private Balcony

    Seaside Drive 3625
    Featuring a swimming pool for guests' relaxation, 2-bedroom The Samana Cay -Private Balcony Villa is located about 6 km from The Ernest Hemingway Home and Museum. Featuring a patio, the Key West…
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    US$ 402 price for 1 night
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  • Duchess Of Catherine By Last Key Realty

    Duchess Of Catherine By Last Key Realty

    Downtown Key West
    Along with access to such natural sites as Higgs Beach Dog Park, 10 minutes away by car, the 5-bedroom Duchess Of Catherine By Last Key Realty Villa offers a swimming pool. Providing guests with Wi…
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    US$ 2680 price for 1 night
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  • Haven House By Brightwild - Luxury Waterfront

    Haven House By Brightwild - Luxury Waterfront

    Floral Avenue 8
    Nestled around a 20-minute walk from Key West Golf Club, Haven House By Brightwild - Luxury Waterfront Villa entices guests to explore various tourist destinations nearby.
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  • New!The Hideawaypoolpickleballputt-Puttkayaks!

    New!The Hideawaypoolpickleballputt-Puttkayaks!

    58120 Morton Street
    2-bedroom The Hideaway-Private Pool-Grill-Kayak-Tropical! Villa is located 2.9 km from Long Point Key Island and welcomes its guests to enjoy snorkelling.
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    US$ 369 price for 1 night
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  • Tropical Retreat - Pool - Hot Tub - Near Key Largo

    Tropical Retreat - Pool - Hot Tub - Near Key Largo

    17 Center Ln, Key Largo, Fl 33037, Sjedinjene Americke Drzave
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  • Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

    Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

    141 Stromboli Drive
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  • Meyers Island Oasis On Atlantic

    Meyers Island Oasis On Atlantic

    1800 Atlantic Blvd #B316
    Located nearly a 5-minute ride from The Key West Nature Preserve, the 2-bedroom Meyers Island Oasis On Atlantic Villa provides guests with a sauna. Situated within a 10-minute drive from the Key West…
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  • Colony Poolside

    Colony Poolside

    Downtown Key West
    During the stay at Colony Poolside Villa, guests can indulge in windsurfing, snorkelling, and canoeing or visit Mel Fisher Maritime Heritage Museum, located a 14-minute walk away.
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  • Southernmost Retreat

    Southernmost Retreat

    Downtown Key West
    The 2-bedroom Southernmost Retreat Villa offers easy access to such tourist spots as Key West Butterfly and Nature Conservatory, located about a 5-minute ride away.
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  • Tropical Sunsets

    Tropical Sunsets

    7780 Gulfstream Boulevard
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  • A Sanctuary Home

    A Sanctuary Home

    271 Golf Club Drive
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  • Gypsyginny'S Hideaway

    Gypsyginny'S Hideaway

    Downtown Key West
    Staying at the 2-bedroom Gypsyginny'S Hideaway Key West villa, guests can easily reach Fort Zachary Taylor, located approximately 25 minutes' walk away.
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  • Tennessee Williams By Avantstay Funky Design Pool

    Tennessee Williams By Avantstay Funky Design Pool

    Downtown Key West
    Tennessee Williams By Avantstay Funky Design Pool Key West villa offers proximity to nearby tourist spots, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated 1.1 km away.
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  • Marlin Manor - Waterfront Home, 55' Dock, 2Min To Open Ocean!

    Marlin Manor - Waterfront Home, 55' Dock, 2Min To Open Ocean!

    11725 3Rd Avenue Ocean
    Boasting spa therapy and a play area for guests' enjoyment, Marlin Manor - Waterfront Home, 55' Dock, 2Min To Open Ocean! Marathon is located a 6-minute walk from San Pablo Catholic Church.
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