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  1. Heron House Court - Adult Only

    Historic Seaport
    Free Cancellation
    4.5 out of 5 Wonderful (1,003 reviews)
    We have 2 left at
    Price is $359
    per night
    $419 total
    Includes taxes & fees
    More information about Heron House Court - Adult Only, Opens in a new window
  2. Havana Cabana at Key West

    New Town
    4.3 out of 5 Excellent (1,851 reviews)
    Price is $477
    per night
    $607 total
    Includes taxes & fees
    More information about Havana Cabana at Key West, Opens in a new window
  3. Ocean Key Resort - A Noble House Resort

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.6 out of 5 Wonderful (1,000 reviews)
    We have 1 left at
    Price is $979
    per night
    $1,151 total
    Includes taxes & fees
    More information about Ocean Key Resort - A Noble House Resort, Opens in a new window
  4. Opal Key Resort & Marina, Key West

    Old Town Key West
    Free Cancellation
    4.3 out of 5 Excellent (1,020 reviews)
    We have 1 left at
    Price is $549
    per night
    $657 total
    Includes taxes & fees
    More information about Opal Key Resort & Marina, Key West, Opens in a new window
  5. The Gardens Hotel

    Downtown Key West
    4.8 out of 5 Exceptional (712 reviews)
    We have 1 left at
    Price is $689
    per night
    $775 total
    Includes taxes & fees
    More information about The Gardens Hotel, Opens in a new window
  6. Avalon Bed & Breakfast

    Uptown - Upper Duval
    Free Cancellation
    4.8 out of 5 Exceptional (504 reviews)
    We have 1 left at
    Price is $374
    per night
    $421 total
    Includes taxes & fees
    More information about Avalon Bed & Breakfast, Opens in a new window
  7. Hyatt Centric Key West Resort and Spa

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.3 out of 5 Excellent (999 reviews)
    Price is $764
    per night
    $910 total
    Includes taxes & fees
    More information about Hyatt Centric Key West Resort and Spa, Opens in a new window
  8. Heron House - Adult Only

    Downtown Key West
    Free Cancellation
    4.3 out of 5 Excellent (1,001 reviews)
    We have 1 left at
    Price is $369
    per night
    $430 total
    Includes taxes & fees
    More information about Heron House - Adult Only, Opens in a new window
  9. Ibis Bay Beach Resort

    Key West
    Free Cancellation
    Reserve now, pay later
    3.9 out of 5 Good (1,844 reviews)
    We have 1 left at
    Price is $341
    per night
    $406 total
    Includes taxes & fees
    More information about Ibis Bay Beach Resort, Opens in a new window
  10. Crowne Plaza Key West-La Concha

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.0 out of 5 Very Good (1,289 reviews)
    We have 8 left at
    Price is $619
    per night
    $736 total
    Includes taxes & fees
    More information about Crowne Plaza Key West-La Concha, Opens in a new window
  11. Santa Maria Suites

    Uptown - Upper Duval
    Free Cancellation
    4.8 out of 5 Exceptional (1,000 reviews)
    We have 2 left at
    Price is $1,099
    per night
    $1,281 total
    Includes taxes & fees
    More information about Santa Maria Suites, Opens in a new window
  12. Ambrosia Key West

    Key West Historic District
    Breakfast included
    4.6 out of 5 Wonderful (477 reviews)
    We have 1 left at
    Price is $409
    per night
    $460 total
    Includes taxes & fees
    More information about Ambrosia Key West, Opens in a new window
  13. The Marquesa Hotel

    Historic Seaport
    Free Cancellation
    4.8 out of 5 Exceptional (449 reviews)
    We have 1 left at
    Price is $395
    per night
    $444 total
    Includes taxes & fees
    More information about The Marquesa Hotel, Opens in a new window
  14. Oceans Edge Key West Resort, Hotel & Marina

    Key West
    4.5 out of 5 Wonderful (2,551 reviews)
    We have 1 left at 20% off at
    Price was $599Price is now $479
    per night
    $584 total
    Includes taxes & fees
    More information about Oceans Edge Key West Resort, Hotel & Marina, Opens in a new window
  15. Orchid Key Inn

    Uptown - Upper Duval
    Free Cancellation
    Reserve now, pay later
    4.8 out of 5 Exceptional (995 reviews)
    We have 1 left at 14% off at
    Price was $764Price is now $657
    per night
    $739 total
    Includes taxes & fees
    More information about Orchid Key Inn, Opens in a new window
  16. Island City House Hotel

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.7 out of 5 Exceptional (698 reviews)
    We have 1 left at
    Price is $356
    per night
    $400 total
    Includes taxes & fees
    More information about Island City House Hotel, Opens in a new window
  17. Almond Tree Inn

    Downtown Key West
    Free Cancellation
    Reserve now, pay later
    4.9 out of 5 Exceptional (1,001 reviews)
    We have 2 left at 10% off at
    Price was $759Price is now $683
    per night
    $768 total
    Includes taxes & fees
    More information about Almond Tree Inn, Opens in a new window
  18. The Southernmost Inn-Adults Only

    Uptown - Upper Duval
    Free Cancellation
    Reserve now, pay later
    4.1 out of 5 Very Good (1,003 reviews)
    We have 8 left at
    Price is $559
    per night
    $656 total
    Includes taxes & fees
    More information about The Southernmost Inn-Adults Only, Opens in a new window
  19. Wicker Guesthouse

    Downtown Key West
    Free Cancellation
    3.8 out of 5 Good (528 reviews)
    We have 1 left at
    Price is $429
    per night
    $483 total
    Includes taxes & fees
    More information about Wicker Guesthouse, Opens in a new window
  20. The Perry Hotel Key West

    Key West
    Free Cancellation
    4.6 out of 5 Wonderful (999 reviews)
    Price is $599
    per night
    $721 total
    Includes taxes & fees
    More information about The Perry Hotel Key West, Opens in a new window