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  1. The Southernmost Inn-Adults Only

    Uptown - Upper Duval
    Free Cancellation
    Reserve now, pay later
    4.1 out of 5 Very Good (1,009 reviews)
    We have 3 left at
    Price was $609Price is now $509
    per night
    $599 total
    Includes taxes & fees
    More information about The Southernmost Inn-Adults Only, Opens in a new window
  2. Ibis Bay Beach Resort

    Key West
    Free Cancellation
    Reserve now, pay later
    4.0 out of 5 Very Good (1,828 reviews)
    We have 5 left at
    Price was $519Price is now $499
    per night
    $581 total
    Includes taxes & fees
    More information about Ibis Bay Beach Resort, Opens in a new window
  3. Pier House Resort & Spa

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.5 out of 5 Wonderful (1,006 reviews)
    We have 1 left at
    Price is $689
    per night
    $825 total
    Includes taxes & fees
    More information about Pier House Resort & Spa, Opens in a new window
  4. Duval Inn

    Downtown
    4.3 out of 5 Excellent (413 reviews)
    We have 1 left at
    Price is $419
    per night
    $494 total
    Includes taxes & fees
    More information about Duval Inn, Opens in a new window
  5. The Palms Hotel

    The Meadows
    Breakfast included
    Reserve now, pay later
    3.9 out of 5 Good (612 reviews)
    We have 1 left at
    Price is $302
    per night
    $360 total
    Includes taxes & fees
    More information about The Palms Hotel, Opens in a new window
  6. New Orleans House - Gay Men Adult Resort

    Downtown
    Breakfast included
    4.1 out of 5 Very Good (156 reviews)
    We have 1 left at
    Price is $296
    per night
    $348 total
    Includes taxes & fees
    More information about New Orleans House - Gay Men Adult Resort, Opens in a new window
  7. La Pensione Inn B&B

    Key West Historic District
    4.4 out of 5 Excellent (793 reviews)
    We have 1 left at
    Price is $429
    per night
    $511 total
    Includes taxes & fees
    More information about La Pensione Inn B&B, Opens in a new window
  8. The Cabana Inn Key West-Adults Only

    Downtown
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (1,001 reviews)
    We have 1 left at
    Price was $799Price is now $699
    per night
    $813 total
    Includes taxes & fees
    More information about The Cabana Inn Key West-Adults Only, Opens in a new window
  9. Southwinds Motel

    Uptown - Upper Duval
    Free Cancellation
    4.2 out of 5 Very Good (1,003 reviews)
    We have 2 left at
    Price is $329
    per night
    $390 total
    Includes taxes & fees
    More information about Southwinds Motel, Opens in a new window
  10. Duval House

    Downtown
    4.6 out of 5 Wonderful (824 reviews)
    We have 1 left at
    Price is $339
    per night
    $403 total
    Includes taxes & fees
    More information about Duval House, Opens in a new window
  11. The Garden House

    Historic Seaport
    4.6 out of 5 Wonderful (220 reviews)
    We have 1 left at
    Price was $329Price is now $309
    per night
    $369 total
    Includes taxes & fees
    More information about The Garden House, Opens in a new window
  12. Island City House Hotel

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.7 out of 5 Exceptional (661 reviews)
    We have 1 left at
    Price is $545
    per night
    $613 total
    Includes taxes & fees
    More information about Island City House Hotel, Opens in a new window
  13. Westwinds Inn

    Historic Seaport
    Breakfast included
    4.1 out of 5 Very Good (321 reviews)
    We have 1 left at
    Price is $385
    per night
    $431 total
    Includes taxes & fees
    More information about Westwinds Inn, Opens in a new window
  14. The Inn on Fleming

    Historic Seaport
    4.6 out of 5 Wonderful (381 reviews)
    We have 1 left at
    Price is $379
    per night
    $426 total
    Includes taxes & fees
    More information about The Inn on Fleming, Opens in a new window
  15. Crowne Plaza Key West-La Concha

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.0 out of 5 Very Good (1,241 reviews)
    We have 7 left at
    Price is $479
    per night
    $579 total
    Includes taxes & fees
    More information about Crowne Plaza Key West-La Concha, Opens in a new window
  16. An Island Oasis

    Uptown - Upper Duval
    Free Cancellation
    4.2 out of 5 Very Good (76 reviews)
    We have 1 left at
    Price is $459
    per night
    $516 total
    Includes taxes & fees
    More information about An Island Oasis, Opens in a new window
  17. Seascape Tropical Inn

    Downtown
    4.4 out of 5 Excellent (244 reviews)
    We have 1 left at
    Price is $449
    per night
    $528 total
    Includes taxes & fees
    More information about Seascape Tropical Inn, Opens in a new window
  18. Almond Tree Inn

    Downtown
    Free Cancellation
    Reserve now, pay later
    4.9 out of 5 Exceptional (1,003 reviews)
    We have 1 left at 24% off at
    Price was $754Price is now $573
    per night
    $645 total
    Includes taxes & fees
    More information about Almond Tree Inn, Opens in a new window
  19. Coco Plum Inn

    Downtown
    4.8 out of 5 Exceptional (136 reviews)
    We have 1 left at
    Price was $384Price is now $346
    per night
    $389 total
    Includes taxes & fees
    More information about Coco Plum Inn, Opens in a new window
  20. Colors on White

    Key West Historic District
    Free Cancellation
    4.2 out of 5 Very Good (66 reviews)
    We have 1 left at
    Price is $449
    per night
    $505 total
    Includes taxes & fees
    More information about Colors on White, Opens in a new window