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Properties in Old Town, Key West, Florida, United States of America. January 25, 2021 through January 25, 2021

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  1. The Southernmost Inn-Adults Only

    Old Town
    Breakfast included
    4.1 out of 5 Very Good (1,008 reviews)
    We have 3 left at
    Price was $609Price is now $559
    per night
    $656 total
    Includes taxes & fees
    More information about The Southernmost Inn-Adults Only, Opens in a new window
  2. Duval Inn

    Old Town
    4.2 out of 5 Very Good (412 reviews)
    We have 1 left at
    Price is $619
    per night
    $719 total
    Includes taxes & fees
    More information about Duval Inn, Opens in a new window
  3. New Orleans House - Gay Men Adult Resort

    Old Town
    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
  4. Duval Gardens

    Old Town
    Free Cancellation
    4.7 out of 5 Exceptional (197 reviews)
    We have 1 left at 10% off at
    Price was $559Price is now $503
    per night
    $566 total
    Includes taxes & fees
    More information about Duval Gardens, Opens in a new window
  5. The Cabana Inn Key West-Adults Only

    Old Town
    4.4 out of 5 Excellent (1,001 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. Paradise Inn Key West-Adults Only

    Old Town
    4.6 out of 5 Wonderful (996 reviews)
    We have 1 left at
    Price is $899
    per night
    $1,038 total
    Includes taxes & fees
    More information about Paradise Inn Key West-Adults Only, Opens in a new window
  7. Pegasus International Hotel

    Old Town
    3.8 out of 5 Good (509 reviews)
    We have 2 left at
    Price is $569
    per night
    $663 total
    Includes taxes & fees
    More information about Pegasus International Hotel, Opens in a new window
  8. La Pensione Inn B&B

    Old Town
    4.4 out of 5 Excellent (793 reviews)
    We have 1 left at
    Price is $619
    per night
    $725 total
    Includes taxes & fees
    More information about La Pensione Inn B&B, Opens in a new window
  9. Seascape Tropical Inn

    Old Town
    4.4 out of 5 Excellent (244 reviews)
    We have 1 left at
    Price is $579
    per night
    $674 total
    Includes taxes & fees
    More information about Seascape Tropical Inn, Opens in a new window
  10. The Reach Key West, Curio Collection by Hilton

    Old Town
    Free Cancellation
    Reserve now, pay later
    4.1 out of 5 Very Good (117 reviews)
    We have 3 left at
    Price is $1,000
    per night
    $1,170 total
    Includes taxes & fees
    More information about The Reach Key West, Curio Collection by Hilton, Opens in a new window
  11. Lovely, Dog-friendly Townhouse w/ Private Pool, Full Kitchen & Beach Access

    Entire home
    Old Town
    4.1 out of 5 Very Good (35 reviews)
    Price is $668
    per night
    $1,186 total
    Includes taxes & fees
    More information about Lovely, Dog-friendly Townhouse w/ Private Pool, Full Kitchen & Beach Access, Opens in a new window
  12. Island City House Hotel

    Historic Seaport, 0.5 mi from Old Town
    4.7 out of 5 Exceptional (661 reviews)
    We have 1 left at
    Price is $610
    per night
    $686 total
    Includes taxes & fees
    More information about Island City House Hotel, Opens in a new window
  13. NYAH Key West-Adults Only

    Historic Seaport, 0.51 mi from Old Town
    Breakfast included
    4.2 out of 5 Very Good (1,004 reviews)
    We have 8 left at
    Price was $540Price is now $419
    per night
    $498 total
    Includes taxes & fees
    More information about NYAH Key West-Adults Only, Opens in a new window
  14. The Marker Key West Harbor Resort

    Historic Seaport, 0.67 mi from Old Town
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (1,002 reviews)
    We have 1 left at 10% off at
    Price was $1,599Price is now $1,439
    per night
    $1,670 total
    Includes taxes & fees
    More information about The Marker Key West Harbor Resort, Opens in a new window
  15. Southernmost Beach Resort

    Old Town
    Mar 6 - Mar 7
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.2 out of 5 Very Good (2,646 reviews)
    Unavailable
    More information about Southernmost Beach Resort, Opens in a new window
  16. Opal Key Resort & Marina, Key West

    Old Town
    Mar 6 - Mar 7
    4.3 out of 5 Excellent (1,051 reviews)
    We are sold out
    More information about Opal Key Resort & Marina, Key West, Opens in a new window
  17. Silver Palms Inn

    Old Town
    Mar 6 - Mar 7
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.6 out of 5 Wonderful (1,077 reviews)
    Unavailable
    More information about Silver Palms Inn, Opens in a new window
  18. Kimpton Winslow's Bungalows

    Old Town
    Mar 6 - Mar 7
    4.6 out of 5 Wonderful (131 reviews)
    We are sold out
    More information about Kimpton Winslow's Bungalows, Opens in a new window
  19. Casa Marina Key West, A Waldorf Astoria Resort

    Old Town
    Mar 6 - Mar 7
    This property requires you to stay at least 5 nights. Try adding more nights.
    3.6 out of 5 Good (1,002 reviews)
    Unavailable
    More information about Casa Marina Key West, A Waldorf Astoria Resort, Opens in a new window
  20. Duval House

    Old Town
    Mar 6 - Mar 7
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.6 out of 5 Wonderful (823 reviews)
    Unavailable
    More information about Duval House, Opens in a new window