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  1. Amsterdam's Curry Mansion Inn

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.7 out of 5 Exceptional (195 reviews)
    We have 1 left at
    Price is $489
    per night
    $550 total
    Includes taxes & fees
    More information about Amsterdam's Curry Mansion Inn, Opens in a new window
  2. NYAH Key West-Adults Only

    Historic Seaport
    Breakfast included
    4.2 out of 5 Very Good (1,001 reviews)
    We have 6 left at 10% off at
    Price was $612Price is now $551
    per night
    $647 total
    Includes taxes & fees
    More information about NYAH Key West-Adults Only, Opens in a new window
  3. The Marker Key West Harbor Resort

    Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (1,002 reviews)
    We have 4 left at 10% off at
    Price was $1,549Price is now $1,394
    per night
    $1,619 total
    Includes taxes & fees
    More information about The Marker Key West Harbor Resort, Opens in a new window
  4. Pegasus International Hotel

    Downtown, 0.34 mi from Historic Seaport
    3.8 out of 5 Good (509 reviews)
    We have 1 left at
    Price was $649Price is now $559
    per night
    $651 total
    Includes taxes & fees
    More information about Pegasus International Hotel, Opens in a new window
  5. The Cabana Inn Key West-Adults Only

    Downtown, 0.36 mi from Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (1,000 reviews)
    We have 1 left at
    Price is $799
    per night
    $926 total
    Includes taxes & fees
    More information about The Cabana Inn Key West-Adults Only, Opens in a new window
  6. New Orleans House - Gay Men Adult Resort

    Downtown, 0.47 mi from Historic Seaport
    Breakfast included
    4.1 out of 5 Very Good (158 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. Silver Palms Inn

    Key West Historic District, 0.62 mi from Historic Seaport
    Free Cancellation
    4.6 out of 5 Wonderful (1,074 reviews)
    We have 2 left at
    Price is $789
    per night
    $916 total
    Includes taxes & fees
    More information about Silver Palms Inn, Opens in a new window
  8. The Southernmost Inn-Adults Only

    Uptown - Upper Duval, 0.84 mi from Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.1 out of 5 Very Good (1,002 reviews)
    We have 2 left at
    Price is $700
    per night
    $814 total
    Includes taxes & fees
    More information about The Southernmost Inn-Adults Only, Opens in a new window
  9. Southernmost Beach Resort

    Uptown - Upper Duval, 0.91 mi from Historic Seaport
    Free Cancellation
    Reserve now, pay later
    4.2 out of 5 Very Good (2,638 reviews)
    We have 2 left at 10% off at
    Price was $1,519Price is now $1,367
    per night
    $1,589 total
    Includes taxes & fees
    More information about Southernmost Beach Resort, Opens in a new window
  10. Pier House Resort & Spa

    Historic Seaport
    Mar 18 - Mar 19
    This property requires you to stay at least 7 nights. Try adding more nights.
    4.5 out of 5 Wonderful (1,003 reviews)
    Unavailable
    More information about Pier House Resort & Spa, Opens in a new window
  11. Crowne Plaza Key West-La Concha

    Historic Seaport
    Mar 18 - Mar 19
    4.0 out of 5 Very Good (1,240 reviews)
    We are sold out
    More information about Crowne Plaza Key West-La Concha, Opens in a new window
  12. Ocean Key Resort - A Noble House Resort

    Historic Seaport
    Mar 18 - Mar 19
    4.6 out of 5 Wonderful (999 reviews)
    We are sold out
    More information about Ocean Key Resort - A Noble House Resort, Opens in a new window
  13. Hyatt Centric Key West Resort and Spa

    Historic Seaport
    Mar 18 - Mar 19
    This property requires you to stay at least 5 nights. Try adding more nights.
    4.3 out of 5 Excellent (999 reviews)
    Unavailable
    More information about Hyatt Centric Key West Resort and Spa, Opens in a new window
  14. Heron House Court - Adult Only

    Historic Seaport
    Mar 18 - Mar 19
    4.5 out of 5 Wonderful (1,004 reviews)
    We are sold out
    More information about Heron House Court - Adult Only, Opens in a new window
  15. The Marquesa Hotel

    Historic Seaport
    Mar 18 - Mar 19
    This property requires you to stay at least 3 nights. Try adding more nights.
    4.8 out of 5 Exceptional (427 reviews)
    Unavailable
    More information about The Marquesa Hotel, Opens in a new window
  16. The Garden House

    Historic Seaport
    Mar 18 - Mar 19
    4.6 out of 5 Wonderful (220 reviews)
    We are sold out
    More information about The Garden House, Opens in a new window
  17. Simonton Court Historic Inn & Guesthouse

    Historic Seaport
    Mar 18 - Mar 19
    This property requires you to stay at least 15 nights. Try adding more nights.
    4.8 out of 5 Exceptional (81 reviews)
    Unavailable
    More information about Simonton Court Historic Inn & Guesthouse, Opens in a new window
  18. The Knowles House

    Historic Seaport
    Mar 18 - Mar 19
    4.7 out of 5 Exceptional (130 reviews)
    We are sold out
    More information about The Knowles House, Opens in a new window
  19. The Inn on Fleming

    Historic Seaport
    Mar 18 - Mar 19
    4.6 out of 5 Wonderful (383 reviews)
    We are sold out
    More information about The Inn on Fleming, Opens in a new window
  20. Island City House Hotel

    Historic Seaport
    Mar 18 - Mar 19
    4.7 out of 5 Exceptional (667 reviews)
    We are sold out
    More information about Island City House Hotel, Opens in a new window