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Key West vacation rentals

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Holiday homes

1207 properties found in Key West

  • Azure Vista Penthouse

    Azure Vista Penthouse

    Downtown Key West
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  • A Peace Of Paradise

    A Peace Of Paradise

    Downtown Key West
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  • The Wicked Tuna By Last Key Realty

    The Wicked Tuna By Last Key Realty

    Downtown Key West
    Featuring a private swimming pool for guests' enjoyment, The Wicked Tuna By Last Key Realty Villa is nestled in the centre of Key West, around 1 km from Mallory Square.
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  • Pelican'S Perch

    Pelican'S Perch

    Downtown Key West
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  • Ocean Isles #98 - Ocean Views, Resort Style Pool

    Ocean Isles #98 - Ocean Views, Resort Style Pool

    10877 Overseas Highway
    Situated around a 15-minute walk from Captain Hook s Marina Dive Center, the 1-bedroom Ocean Isles #98 - Ocean Views, Resort Style Pool Marathon villa entices guests to explore various tourist…
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  • Peachy Keen

    Peachy Keen

    Downtown Key West
    The 3-bedroom Peachy Keen Key West villa is located just a few steps from Key West Lighthouse and Keeper's Quarters Museum and features a swimming pool and a terrace for a relaxing stay.
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  • Key Largo Home With Dock And Private Beach Access

    Key Largo Home With Dock And Private Beach Access

    124 1St Ct
    The 2-bedroom Key Largo Home With Dock And Private Beach Access offers easy access to such tourist spots as Rainbow Reef Dive Center, located 450 metres away.
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    US$ 143 price for 1 night
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  • Margarets Magic Compound By Last Key Realty

    Margarets Magic Compound By Last Key Realty

    Downtown Key West
    Situated in the Downtown Key West district, 6 minutes' walk from 7 Artists & Friends Gallery, the 5-bedroom Margarets Magic Compound By Last Key Realty Villa comes with a private pool for guests to…
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  • Chagall'S Corner

    Chagall'S Corner

    Downtown Key West
    Featuring a swimming pool for guests' relaxation, the 1-bedroom Chagall'S Corner Villa is located only 1 km from Nancy Forrester's Secret Garden. Nestled in the Downtown Key West district of Key West…
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    US$ 578 price for 1 night
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  • Adventures In Sombrero - Waterfron Pool Home, 26' Dock

    Adventures In Sombrero - Waterfron Pool Home, 26' Dock

    241 Sombrero Beach Road
    Located only steps away from Sombrero Reef, Adventures In Sombrero - Waterfron Pool Home, 26' Dock Marathon offers quick access to various city attractions in the vicinity. This 3-bedroom villa…
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  • Sombrero Palms

    Sombrero Palms

    1158 Bulevar De Palmas
    Staying at the 4-bedroom Sombrero Palms Villa Marathon, guests can visit Sombrero Beach, which is only 1.2 km away.
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    US$ 1605 price for 1 night
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  • Cozy Key West Beach Cottage Walk To Beaches!

    Cozy Key West Beach Cottage Walk To Beaches!

    2623 Flagler Ave
    The 2-bedroom Cozy Key West Beach Cottage Walk To Beaches! offers easy access to such tourist spots as Peace Covenant Presbyterian Church, located only a 5-minute walk away.
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    US$ 589 price for 1 night
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  • Emerald Shores - Luxury Oceanfront Rental, Heated Pool & Private Dock. Pets Welcome!

    Emerald Shores - Luxury Oceanfront Rental, Heated Pool & Private Dock. Pets Welcome!

    808 39Th St Gulf
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  • South St Cottage

    South St Cottage

    1305 South Street
    South St, Cottage is located only an 8-minute walk from Higgs Beach and offers a Jacuzzi, ensuring guests a relaxing stay. The 2-bedroom villa features opportunities for windsurfing, snorkelling, and…
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  • Waterfront Gem With Decks, Views And More In Key Largo

    Waterfront Gem With Decks, Views And More In Key Largo

    46 Mutiny Pl
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  • Off The Hook - Luxury Waterfront Pool Home, Kayaks & Bikes, 30' Dock

    Off The Hook - Luxury Waterfront Pool Home, Kayaks & Bikes, 30' Dock

    118 Avenue E
    Staying at the 3-bedroom Off The Hook - Luxury Waterfront Pool Home, Kayaks & Bikes, 30' Dock Marathon, guests can visit Sunset Park, which is approximately a 25-minute walk away. Located a mere 650…
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  • Waterfront Luxury Villa 42 With Sunset Views And Boat Slip Townhouse

    Waterfront Luxury Villa 42 With Sunset Views And Boat Slip Townhouse

    250 Estero Blvd # 602
    At the 3-bedroom Waterfront Luxury Villa 42 With Sunset Views And Boat Slip Townhouse, guests can enjoy cycling and fishing as well as a location just a 9-minute walk from Florida Keys Aquarium…
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    US$ 1042 price for 1 night
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  • Gypsy'S Palace In The Truman Annex

    Gypsy'S Palace In The Truman Annex

    Downtown Key West
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  • Tortugas Harbor Light Suite

    Tortugas Harbor Light Suite

    Downtown Key West
    Located 13 minutes' stroll from the secluded pocket Dog Beach, the 1-bedroom Tortugas Harbor Light Suite villa provides access to a heated pool.
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    US$ 805 price for 1 night
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  • Treehouse Private Village Barnacle Bed And Breakfast Deers

    Treehouse Private Village Barnacle Bed And Breakfast Deers

    1557 Long Beach Drive
    Situated around 10 minutes by car from National Key Deer Refuge Visitor Center, Treehouse Private Village Barnacle Bed And Breakfast Deers villa entices guests to explore various tourist attractions…
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    US$ 450 price for 1 night
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