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  1. Duval House

    Duval House

    Downtown Key West
    Pool
    4.6/5Wonderful(1,001 reviews)4.6 out of 5 Wonderful (1,001 reviews)
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  2. Hampton Inn Key West FL

    Hampton Inn Key West FL

    Key West
    Breakfast included
    Pool
    Fully refundable
    4.4/5Excellent(1,123 reviews)4.4 out of 5 Excellent (1,123 reviews)
    We have 1 left at
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  3. L'Habitation Guest House

    L'Habitation Guest House

    Historic Seaport
    Breakfast included
    4.6/5Wonderful(516 reviews)4.6 out of 5 Wonderful (516 reviews)
    modMember Discount available
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  4. You could save 10% or more right now

    You could save 10% or more right now

    Unlock Member Discounts and save on thousands of properties, all backed by our Price Match Guarantee.
  5. Weatherstation Inn

    Weatherstation Inn

    Bahama Village
    Breakfast included
    Pool
    Fully refundable
    4.6/5Wonderful(694 reviews)4.6 out of 5 Wonderful (694 reviews)
    We have 1 left at
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  6. Authors of Key West Guest House

    Authors of Key West Guest House

    The Meadows
    Breakfast included
    Pool
    4.5/5Wonderful(959 reviews)4.5 out of 5 Wonderful (959 reviews)
    modMember Discount available
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  7. Southernmost Beach Resort

    Southernmost Beach Resort

    Uptown - Upper Duval
    Pool
    Fully refundable
    4.0/5Very Good(1,935 reviews)4.0 out of 5 Very Good (1,935 reviews)
    30% off
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  8. The Southernmost Inn - Adults Only

    The Southernmost Inn - Adults Only

    Uptown - Upper Duval
    Breakfast included
    Pool
    Hot tub
    4.0/5Very Good(1,001 reviews)4.0 out of 5 Very Good (1,001 reviews)
    modMember Discount available
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  9. The Cabana Inn Key West - Adults Only

    The Cabana Inn Key West - Adults Only

    Downtown Key West
    Pool
    Hot tub
    Fully refundable
    4.4/5Excellent(1,000 reviews)4.4 out of 5 Excellent (1,000 reviews)
    We have 3 left at 10% off at
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  10. Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    Key West
    Pool
    Hot tub
    4.2/5Very Good(1,001 reviews)4.2 out of 5 Very Good (1,001 reviews)
    We have 5 left at
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  11. Amsterdam's Curry Mansion Inn

    Amsterdam's Curry Mansion Inn

    Historic Seaport
    Breakfast included
    Pool
    Fully refundable
    Reserve now, pay later
    4.7/5Exceptional(342 reviews)4.7 out of 5 Exceptional (342 reviews)
    We have 1 left at
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  12. Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    Key West
    Pool
    4.5/5Wonderful(1,890 reviews)4.5 out of 5 Wonderful (1,890 reviews)
    modMember Discount available
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  13. Simonton Court Historic Inn & Cottages

    Simonton Court Historic Inn & Cottages

    Historic Seaport
    Breakfast included
    Pool
    4.8/5Exceptional(251 reviews)4.8 out of 5 Exceptional (251 reviews)
    We have 1 left at
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  14. Southwinds Motel

    Southwinds Motel

    Uptown - Upper Duval
    Pool
    Fully refundable
    4.2/5Very Good(999 reviews)4.2 out of 5 Very Good (999 reviews)
    We have 1 left at
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  15. "COHIBA" ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!

    "COHIBA" ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!

    Entire apartment
    Sleeps 2, 1 bedroom, 1 bathroom
    Key West Historic District
    Pool
    4.7/5Exceptional(33 reviews)4.7 out of 5 Exceptional (33 reviews)
    More information about "COHIBA" ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!, opens in a new tab
  16. The Palms Hotel

    The Palms Hotel

    The Meadows
    Breakfast included
    Pool
    4.0/5Very Good(983 reviews)4.0 out of 5 Very Good (983 reviews)
    modMember Discount available
    More information about The Palms Hotel, opens in a new tab
  17. The Garden House

    The Garden House

    Historic Seaport
    4.6/5Wonderful(358 reviews)4.6 out of 5 Wonderful (358 reviews)
    We have 1 left at
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  18. Havana Cabana at Key West

    Havana Cabana at Key West

    New Town
    Pool
    Hot tub
    4.3/5Excellent(1,389 reviews)4.3 out of 5 Excellent (1,389 reviews)
    We have 4 left at 18% off at
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  19. NYAH Key West - Adults Only

    NYAH Key West - Adults Only

    Historic Seaport
    Breakfast included
    Pool
    Hot tub
    4.0/5Very Good(1,001 reviews)4.0 out of 5 Very Good (1,001 reviews)
    We have 1 left at
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  20. Paradise Inn Key West - Adults Only

    Paradise Inn Key West - Adults Only

    Downtown Key West
    Pool
    Hot tub
    4.6/5Wonderful(997 reviews)4.6 out of 5 Wonderful (997 reviews)
    modMember Discount available
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  21. The Marker Key West Harbor Resort

    The Marker Key West Harbor Resort

    Historic Seaport
    Pool
    Fully refundable
    4.3/5Excellent(1,001 reviews)4.3 out of 5 Excellent (1,001 reviews)
    We have 7 left at 30% off at
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