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Key West vacation rentals

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Holiday homes

1213 properties found in Key West

  • Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

    Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

    84 Johnston Ave Unit #7
    The 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa is located 14 minutes' walk from Matecumbe United Methodist Church and provides a heated swimming pool…
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    US$ 722 price for 1 night
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  • Sirena Key - Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30Min To Key West

    Sirena Key - Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30Min To Key West

    855 E Shore Dr
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  • Parking Pool & Dock - Shellstone House

    Parking Pool & Dock - Shellstone House

    16 Andrea Lane
    The 9-bedroom Parking Pool & Dock - Shellstone House Villa Key West is located around 25 minutes' walk from Key West Golf Club and provides fishing for active guests.
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    US$ 3203 price for 1 night
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  • La Casita By Avantstay

    La Casita By Avantstay

    Duval
    The 0-bedroom La Casita By Avantstay Steps To Duval Street In Key West Month Long Stays Only villa offers proximity to such city sites as The Ernest Hemingway Home and Museum, located around 5…
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  • Baypoint Oasis By Last Key Realty

    Baypoint Oasis By Last Key Realty

    16 Bay Drive
    Situated approximately 10 minutes' drive from the wooden SkyDive Keywest Tower, the 4-bedroom Baypoint Oasis By Last Key Realty Villa entices guests with a Jacuzzi, ensuring a more relaxing stay.
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  • Blue Breeze

    Blue Breeze

    11 Blue Isle Blvd.
    Staying at the 2-bedroom Blue Breeze Villa, guests can easily reach Key Vaca, located nearly 10 minutes away by car.
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  • Sanctuary Bay - Private Waterfront Home, 42' Dock

    Sanctuary Bay - Private Waterfront Home, 42' Dock

    99 Sombrero Boulevard
    Offering a location around a 25-minute walk from Sombrero Beach, the 2-bedroom Sanctuary Bay - Private Waterfront Home, 42' Dock Marathon gives access to various tourist spots in the area.
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    US$ 382 price for 1 night
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  • Casa Cayo Hueso

    Casa Cayo Hueso

    Duval
    Located around a 5-minute walk from Vandenberg Wreck, Casa Cayo Hueso Villa provides guests with a Jacuzzi. The holiday home features opportunities for snorkelling, canoeing, and cycling in the area,…
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  • Southernmost Bliss By Last Key Realty

    Southernmost Bliss By Last Key Realty

    518 Frances Street
    Situated in the Downtown Key West district, a mere 400 metres from Key West Express, Southernmost Bliss By Last Key Realty Villa comes with a swimming pool for guests to unwind.
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  • Boulevard Paradise

    Boulevard Paradise

    2001 Sombrero Boulevard
    Featuring a private swimming pool for guests' relaxation, the 3-bedroom Boulevard Paradise Marathon villa is located within a 6-km distance of The Turtle Hospital. Featuring sea views, the Marathon…
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  • Conch Cottage

    Conch Cottage

    317 Calzada De Bougainvillea
    Located 0.7 km from Sombrero Beach, the 3-bedroom Conch Cottage offers a swimming pool for guests to relax by. Here, business travellers have access to a work desk, as well as general comforts such…
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  • The Lighthouse Penthouse Suite

    The Lighthouse Penthouse Suite

    Duval
    Located a mere 1.1 km from Dog Beach, the 2-bedroom Tortugas Harbor-Sombrero Reef Villa provides access to a heated swimming pool.
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    US$ 1303 price for 1 night
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  • Key Lime Hideaway

    Key Lime Hideaway

    1108 Truman Avenue
    Staying at the 2-bedroom Key Lime Hideaway Villa Key West, guests can easily reach The Oldest House, located around 25 minutes' walk away.
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  • Ocean Isles Pelican Palace

    Ocean Isles Pelican Palace

    10877 Overseas Highway 104
    Staying at the 2-bedroom Ocean Isles Pelican Palace Marathon villa, guests can visit Crane Point Museum and Nature Center, which is nearly 10 minutes' drive away.
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  • Garden Of Emma By Last Key Realty

    Garden Of Emma By Last Key Realty

    518 Emma Street
    Garden Of Emma By Last Key Realty Villa is located 13 minutes on foot from Florida Keys National Marine Sanctuary and provides a swimming pool, ensuring a relaxing stay.
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  • Tropical Breezes

    Tropical Breezes

    620 Thomas Street #294
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  • The Ospreys Nest By Last Key Realty

    The Ospreys Nest By Last Key Realty

    3625 Seaside Drive #411
    Offering a Jacuzzi, The Ospreys Nest By Last Key Realty Villa is located just 1.6 km from Fort East Martello Museum.
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    US$ 719 price for 1 night
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  • 808 Mariners Club

    808 Mariners Club

    97501 Overseas Highway
    The 3-room 808 Mariners Club Apartment Key Largo is located 5 minutes' walk from Blue Fin Rock Harbor Marina and 25 minutes on foot from Dolphins Plus Key Largo. Welcoming guests with a Jacuzzi, this…
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  • Waterfront Key West Oasis W/ Float Dock!

    Waterfront Key West Oasis W/ Float Dock!

    31 Palm Dr
    Waterfront Key West Oasis With Float Dock! Villa is located a minute's walk from Lower Sugarloaf Sound and invites guests to enjoy a terrace.
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  • Old Town Garden Villas

    Old Town Garden Villas

    Duval
    Old Town Garden Villas provides easy access to various city attractions, such as Southernmost Point, situated merely 6 minutes' walk away.
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    US$ 418 price for 1 night
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