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Key West vacation rentals

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Holiday homes

1207 properties found in Key West

  • Coco Plum Palms New Waterfront Pool Spa Dock

    Coco Plum Palms New Waterfront Pool Spa Dock

    120 Avenue East
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  • Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock

    Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock

    12399 Overseas Highway
    Located about 5 minutes' walk from Florida Keys Aquarium Encounters, the 2-bedroom Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock Marathon offers quick access to…
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    US$ 778 price for 1 night
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  • Moon Bay A410

    Moon Bay A410

    104350 Overseas Hwy A410
    The 2-bedroom Moon Bay A410 Villa Key Largo provides easy access to various city attractions, such as Rowell's Waterfront Park, situated approximately a 5-minute walk away.
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    US$ 319 price for 1 night
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  • Wide Water Getaway - Waterfront With Dockage Private Pool And Hot Tub Incredible Water Views Perfect Family Home

    Wide Water Getaway - Waterfront With Dockage Private Pool And Hot Tub Incredible Water Views Perfect Family Home

    58 Coco Plum Drive
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  • Grand Arenas - 120' Dock, Htdpool, Game Room, Bbq, Mini Golf,Baby Items

    Grand Arenas - 120' Dock, Htdpool, Game Room, Bbq, Mini Golf,Baby Items

    161 11Th St
    The beachfront Grand Blue Arenas With Minigolf, Canal, Game Room, 3 Bedrooms And Heated Pool Key Colony Beach villa is located only 1.2 km from San Pablo Catholic Church and provides a private pool…
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    US$ 891 price for 1 night
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  • Sublime Sunsets

    Sublime Sunsets

    Downtown Key West
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  • Marathon Magic

    Marathon Magic

    324 12Th St.
    The 3-bedroom Marathon Magic Villa is located only a few steps from Fanny Keys and offers guests to relish a patio as well as a private swimming pool. Featuring private pool views, this accommodation…
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    US$ 282 price for 1 night
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  • Hemingway'S View

    Hemingway'S View

    Downtown Key West
    The 2-bedroom Hemingway'S View Villa is located approximately a 5-minute drive from the bustling plaza "Mallory Square" and provides a Jacuzzi.
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    US$ 1175 price for 1 night
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  • Nautical Wheeler

    Nautical Wheeler

    2869 Key Cove Drive
    Nautical Wheeler Villa Key West offers quick access to such city attractions as Dive Key West, located a mere 6 minutes' walk away. The holiday home features opportunities for snorkelling and…
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    US$ 2027 price for 1 night
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  • Heavenly Zen By Last Key Realty

    Heavenly Zen By Last Key Realty

    Downtown Key West
    Heavenly Zen By Last Key Realty Villa is located within 10 minutes' walk of the fully accredited Mel Fisher Maritime Heritage Museum and provides a heated pool, ensuring a relaxing stay. The 3…
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  • Tobago House

    Tobago House

    Downtown Key West
    Tobago House Villa is situated within a 500-metre distance of Southernmost Point of the Continental US and provides a Jacuzzi for additional comfort. The 3-bedroom villa features opportunities for…
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  • Waterfront Beach Houses With Dock & Heated Pool

    Waterfront Beach Houses With Dock & Heated Pool

    263 Barry Avenue
    Waterfront Beach House With Dock & Heated Pool Villa is located a 10-minute ride from Coupon Bight Aquatic Preserve and provides an outdoor pool area, ensuring a relaxing stay.
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  • Dolphin Cove- Pet Friendly Waterfront Townhome W Pool

    Dolphin Cove- Pet Friendly Waterfront Townhome W Pool

    96 Avenue C
    Offering a spa centre to ensure a relaxing stay, the 2-bedroom Dolphin Cove- Pet Friendly Waterfront Townhome W Pool Marathon villa is located 450 m from Sombrero Reef.
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  • A Sunkissed Bungalow-B205

    A Sunkissed Bungalow-B205

    2601 S Roosevelt Blvd
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  • Suncoast House -Pool & Boat Dock

    Suncoast House -Pool & Boat Dock

    Shoreline Road 12
    Along with access to such natural sites as Key West Tropical Forest and Botanical Garden, a 25-minute walk away, Suncoast House -Pool & Boat Dock Villa Key West offers a private pool. Located 4 km…
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    US$ 1786 price for 1 night
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  • Dune Wind South By Avantstay Communal Pool Hot Tub Gated Community Close To Smathers Beach Month Long Stays Only

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

    1901 S.Roosevelt Blvd 201S
    Along with access to such natural sites as the secluded pocket Dog Beach, a 10-minute drive away, the 2-bedroom Dune Wind South: Beachside Extended Stay with Pool & Hot Tub villa offers a swimming…
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  • Sea Haven #38

    Sea Haven #38

    38 East Playa Largo Blvd
    Along with proximity to American Outdoors, a 10-minute walk away, the beachfront Sea Haven With Resort Privileges villa offers opportunities for canoeing in the area. Providing guests with Wi-Fi and…
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    US$ 1199 price for 1 night
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  • Tranquil Tides - Luxury Waterfront Pool Home 75' Dock!

    Tranquil Tides - Luxury Waterfront Pool Home 75' Dock!

    236 Pescayo Avenue
    Located around 5 minutes' walk from Captain Hook s Marina Dive Center, the 4-bedroom Tranquil Tides - Luxury Waterfront Pool Home 75' Dock! Marathon gives easy access to various tourist attractions…
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  • Breeze Palm

    Breeze Palm

    840 Shelter Bay Dr
    The 2-bedroom Breeze Palm Villa is located just 5 minutes on foot from Captain Hook s Marina Dive Center and offers guests to relish a sunny patio as well as a heated swimming pool. The accommodation…
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    US$ 171 price for 1 night
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  • Hemingway Hideaway

    Hemingway Hideaway

    Stock Island, United States
    Situated within 15 minutes' walk of Key West Tropical Forest and Botanical Garden, Hemingway Hideaway Villa entices guests to enjoy windsurfing, diving, and cycling in the area.
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    US$ 909 price for 1 night
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