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Key West vacation rentals

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Holiday homes

631 properties found in Key West

  • Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

    Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

    915 Eisenhower Drive
    Located nearly a 20-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Spacious Updated Waterfront Condo 2X2 Pool Dock villa offers a sunny patio with views of the sea. Staying at…
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  • Carey'S Corner

    Carey'S Corner

    Downtown Key West
    Located in the Downtown Key West district of Key West, the 1-bedroom Carey'S Corner Villa invites guests to unwind at a swimming pool.
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    US$ 358 price for 1 night
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  • Anchor Drop Key West

    Anchor Drop Key West

    1800 Atlantic Blvd, Unit A307
    The 2-bedroom Anchor Drop Key West Villa is located around a 10-minute drive from Florida Keys Eco-Discovery Center and provides a heated swimming pool, ensuring a relaxing stay. Situated within a 10…
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    US$ 708 price for 1 night
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  • Yellowfin Ledge

    Yellowfin Ledge

    Downtown Key West
    Located close to Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Yellowfin Ledge Villa offers quick access to various city attractions in the vicinity.
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    US$ 954 price for 1 night
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  • Dancing Palms

    Dancing Palms

    Downtown Key West
    Featuring a swimming pool for guests' enjoyment, Dancing Palms Villa is nestled in the very heart of Key West, 1.5 km from Truman Little White House. The 2-bedroom villa includes parking and a sunny…
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    US$ 533 price for 1 night
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  • Sombrero Reef Light Suite

    Sombrero Reef Light Suite

    Downtown Key West
    Located in the neighbourhood of Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Sombrero Reef Light Suite villa gives easy access to various tourist attractions in the area.
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    US$ 429 price for 1 night
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  • Royal Palm Suite At Travelers Palm Inn Key West

    Royal Palm Suite At Travelers Palm Inn Key West

    Downtown Key West
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  • New The Windrose House - Pool & Pets

    New The Windrose House - Pool & Pets

    Shoreline Road 3
    Situated within a 15-minute drive of White Street Pier, 6-bedroom New The Windrose House - Pool & Pets Villa provides fitness classes, as well as a fitness centre for active guests. Featuring access…
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    US$ 2971 price for 1 night
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  • Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

    Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

    915 Eisenhower Drive
    Located approximately 15 minutes on foot from the historic Saint Mary Star of the Sea Church, the 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa offers a…
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    US$ 776 price for 1 night
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  • Coral Hammock Poolside Home

    Coral Hammock Poolside Home

    28 Coral Way
    The 3-bedroom Coral Hammock Poolside Home is situated merely a 5-minute walk from FYT Fitness Center, featuring such comforts as Wi-Fi and free private parking.
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    US$ 526 price for 1 night
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  • Alligator Reef Light Suite

    Alligator Reef Light Suite

    Downtown Key West
    The 1-bedroom Alligator Reef Light Suite villa offers quick access to such tourist spots as Key West Lighthouse and Keeper's Quarters Museum, situated just 150 metres away.
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  • Aria At Azul Mansion Key West

    Aria At Azul Mansion Key West

    Downtown Key West

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    US$ 889 price for 1 night
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  • Coastal Comfort

    Coastal Comfort

    2851 Key Cove Dr.
    Coastal Comfort Key West villa offers quick access to such tourist spots as Dive Key West, situated only a 6-minute walk away. Providing guests with Wi-Fi and a car park, this Key West holiday home…
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    US$ 1745 price for 1 night
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  • Flor De Cana At Azul Mansion Key West

    Flor De Cana At Azul Mansion Key West

    Downtown Key West

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    US$ 200 price for 1 night
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  • Evershore House -Pool, Parking, Dock!

    Evershore House -Pool, Parking, Dock!

    Key Haven Terrace 2
    Nestled within 25 minutes' walk of Key West Tropical Forest and Botanical Garden, Evershore House -Pool, Parking, Dock! Villa entices guests to explore various tourist destinations nearby. Featuring…
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    US$ 3115 price for 1 night
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  • The Geiger Suite At Inn On Fleming Key West!

    The Geiger Suite At Inn On Fleming Key West!

    Downtown Key West

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    US$ 402 price for 1 night
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  • Upper Bayview South

    Upper Bayview South

    801 Eisenhower Dr. #10, 10
    Upper Bayview South Villa Key West offers proximity to nearby tourist spots, such as Fleming Street, situated 11 minutes' walk away.
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    US$ 1763 price for 1 night
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  • Duval Delight

    Duval Delight

    Downtown Key West
    Located at a 500-metre distance from Southernmost Point of the Continental US Monument, the 1-bedroom Duval Delight Villa offers quick access to various city attractions in the vicinity.
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    US$ 587 price for 1 night
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  • The Crestwood House - Private Heated Pool & Parking

    The Crestwood House - Private Heated Pool & Parking

    Shoreline Road 17
    Located nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden, 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa offers a patio with views of the sea. Offering…
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    US$ 2726 price for 1 night
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  • Bahama Gardens - Main House

    Bahama Gardens - Main House

    Downtown Key West
    Located within a 5-minute drive of Southernmost Point of the Continental US, the 1-bedroom Bahama Gardens - Main House Villa invites guests to enjoy a plunge pool and a Jacuzzi. Situated in the…
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    US$ 2304 price for 1 night
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