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Key West vacation rentals

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Holiday homes

1308 properties found in Key West

  • Away From It All

    Away From It All

    620 Thomas St., #283
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  • Villa Del Sol

    Villa Del Sol

    12400 Overseas Hwy #3
    Villa del Sol is located a 10-minute ride from Little Crawl Key Island and provides windsurfing, bowling, and cycling for active guests.
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  • Sun, Sea, And Sky

    Sun, Sea, And Sky

    202-5 Southard Street
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  • Palms 407

    Palms 407

    79901 Overseas Hwy Unit 407
    The 2-bedroom Palms 407 Villa Islamorada entices guests to enjoy snorkelling and is located 3.3 km from such natural sites as Upper Matecumbe Key Island. Offering a hot tub, this accommodation is…
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  • Citrus Queen At Custom House Inn

    Citrus Queen At Custom House Inn

    Duval Street 124
    Citrus Queen At Custom House Inn villa is located merely 1.4 km from Fleming Street and invites guests to enjoy a sunny patio.
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    US$ 792 price for 1 night
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  • 9 Mi To Bahia Honda State Park Big Pine Key Oasis

    9 Mi To Bahia Honda State Park Big Pine Key Oasis

    29179 Rose Dr
    Nestled about 10 minutes by car from Little Torch Key Island, Anglers Oasis with Boat Dock in Big Pine Key! Villa entices guests to explore various tourist destinations nearby.
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  • Julie At Scarlet Mango Inn Key West

    Julie At Scarlet Mango Inn Key West

    Downtown Key West
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  • Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool

    Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool

    150 4Th Street
    The 2-bedroom Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool Key Colony Beach offers proximity to such city sites as Key Colony Beach Marina, located only a 5-minute walk…
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  • Scenic Oceanview Haven, Pool & Beach Access #7

    Scenic Oceanview Haven, Pool & Beach Access #7

    133 Coco Plum Drive 7
    Located a 10-minute ride from Conch-Air Florida Keys Scenic Flights, the spacious 61 m^2 Scenic Oceanview Haven, Pool & Beach Access #7 Apartment Marathon features parking for those who travel by car…
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  • Plantation Tropicale By Last Key Realty

    Plantation Tropicale By Last Key Realty

    1430 Tropical Street
    Situated merely 650 metres from Higgs Beach, Plantation Tropicale By Last Key Realty Villa offers guests to relax by a heated swimming pool. Located about 25 minutes' walk from Jackson Square, the 5…
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    US$ 1619 price for 1 night
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  • Casa Oliviana By Last Key Realty

    Casa Oliviana By Last Key Realty

    Downtown Key West
    Featuring parking, the 4-bedroom Casa Oliviana By Last Key Realty Villa is located in the Downtown Key West district and within 5 minutes' drive of such cultural tourist attractions as Key West…
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  • Mango Cottage

    Mango Cottage

    Downtown Key West
    Mango Cottage Key West provides easy access to various city attractions, such as Wreckers Sloop Mary, situated approximately a 5-minute walk away.
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  • Sea Haven - Waterfront Pool Home, 35' Dock, Steps From Sombrero Beach

    Sea Haven - Waterfront Pool Home, 35' Dock, Steps From Sombrero Beach

    617 Sombrero Beach Road
    Located within 7 km of Captain Hook s Marina Dive Center, the 2-bedroom Sea Haven - Waterfront Pool Home, 35' Dock, Steps From Sombrero Beach Marathon provides access to various tourist attractions…
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  • Little Bay Compound

    Little Bay Compound

    82246 Overseas Highway
    Situated 17 minutes' walk from Upper Matecumbe Key Island, the beachfront Little Bay Compound Villa Islamorada invites guests to relax at a terrace.
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  • Magic In Marathon

    Magic In Marathon

    Marathon, United States
    Situated approximately 25 minutes' walk from Sombrero Reef, the 2-bedroom Magic In Marathon Villa features a terrace with views of the sea. Offering a swimming pool, this Marathon holiday home…
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    US$ 283 price for 1 night
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  • Reef House

    Reef House

    5070 Sunset Village Dr Unit C103
    During the stay at Reef House Villa, guests can indulge in windsurfing, diving, and fisheries or visit Dolphin Research Center, located 3.9 km away.
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    US$ 461 price for 1 night
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  • Seabreeze Haven

    Seabreeze Haven

    9500 Aviation Blvd
    During the stay at Seabreeze Haven Villa Marathon, guests can indulge in hiking, cycling, and fishing or visit Florida Keys Aquarium Encounters, located 25 minutes' walk away.
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    US$ 192 price for 1 night
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  • Heron House - Monthly Rental

    Heron House - Monthly Rental

    12 Bamboo Terrace
    Heron House - Monthly Rental villa provides easy access to various city attractions, such as Key Haven, situated a mere 350 metres away.
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  • An Island Siesta

    An Island Siesta

    12 Whistling Duck Lane
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  • Booty Caye

    Booty Caye

    73 Golf Club Drive
    The 1-bedroom Booty Caye Villa Key West is located a mere 5 minutes on foot from Key Haven and features a swimming pool and a terrace for a relaxing stay. Offering Wi-Fi, the Key West villa is…
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    US$ 179 price for 1 night
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