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  1. The Saint Hotel Key West, Autograph Collection

    Historic Seaport, 0.26 mi from Truman Annex
    4.5 out of 5 Wonderful (269 reviews)
    We have 2 left at
    Price is $593
    per night
    $667 total
    Includes taxes & fees
    More information about The Saint Hotel Key West, Autograph Collection, Opens in a new window
  2. The Cabana Inn Key West-Adults Only

    Downtown, 0.28 mi from Truman Annex
    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
  3. Coco Plum Inn

    Downtown, 0.28 mi from Truman Annex
    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
  4. Crowne Plaza Key West-La Concha

    Historic Seaport, 0.3 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.0 out of 5 Very Good (1,242 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
  5. Pegasus International Hotel

    Downtown, 0.35 mi from Truman Annex
    3.8 out of 5 Good (509 reviews)
    We have 1 left at
    Price is $429
    per night
    $505 total
    Includes taxes & fees
    More information about Pegasus International Hotel, Opens in a new window
  6. Simonton Court Historic Inn & Guesthouse

    Historic Seaport, 0.39 mi from Truman Annex
    Breakfast included
    Reserve now, pay later
    4.8 out of 5 Exceptional (81 reviews)
    We have 1 left at
    Price is $469
    per night
    $528 total
    Includes taxes & fees
    More information about Simonton Court Historic Inn & Guesthouse, Opens in a new window
  7. Duval Inn

    Downtown, 0.41 mi from Truman Annex
    4.3 out of 5 Excellent (413 reviews)
    We have 1 left at
    Price is $449
    per night
    $528 total
    Includes taxes & fees
    More information about Duval Inn, Opens in a new window
  8. Kimpton Ridley House

    Historic Seaport, 0.43 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.5 out of 5 Wonderful (477 reviews)
    We have 3 left at
    Price was $499Price is now $470
    per night
    $563 total
    Includes taxes & fees
    More information about Kimpton Ridley House, Opens in a new window
  9. New Orleans House - Gay Men Adult Resort

    Downtown, 0.43 mi from Truman Annex
    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
  10. Pier House Resort & Spa

    Historic Seaport, 0.45 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.5 out of 5 Wonderful (1,008 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
  11. Ocean Key Resort - A Noble House Resort

    Historic Seaport, 0.45 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.6 out of 5 Wonderful (1,003 reviews)
    We have 1 left at
    Price is $849
    per night
    $1,005 total
    Includes taxes & fees
    More information about Ocean Key Resort - A Noble House Resort, Opens in a new window
  12. Duval House

    Downtown, 0.46 mi from Truman Annex
    4.6 out of 5 Wonderful (825 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
  13. Seascape Tropical Inn

    Downtown, 0.48 mi from Truman Annex
    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
  14. The Garden House

    Historic Seaport, 0.49 mi from Truman Annex
    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
  15. Wicker Guesthouse

    Downtown, 0.52 mi from Truman Annex
    Free Cancellation
    3.8 out of 5 Good (499 reviews)
    We have 1 left at
    Price is $469
    per night
    $528 total
    Includes taxes & fees
    More information about Wicker Guesthouse, Opens in a new window
  16. Hyatt Centric Key West Resort and Spa

    Historic Seaport, 0.53 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.3 out of 5 Excellent (1,003 reviews)
    We have 2 left at
    Price was $959Price is now $729
    per night
    $871 total
    Includes taxes & fees
    More information about Hyatt Centric Key West Resort and Spa, Opens in a new window
  17. Paradise Inn Key West-Adults Only

    Downtown, 0.55 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.6 out of 5 Wonderful (996 reviews)
    We have 1 left at
    Price is $692
    per night
    $805 total
    Includes taxes & fees
    More information about Paradise Inn Key West-Adults Only, Opens in a new window
  18. Island City House Hotel

    Historic Seaport, 0.57 mi from Truman Annex
    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
  19. Almond Tree Inn

    Downtown, 0.58 mi from Truman Annex
    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
  20. The Marker Key West Harbor Resort

    Historic Seaport, 0.59 mi from Truman Annex
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (1,004 reviews)
    We have 1 left at 10% off at
    Price was $1,499Price is now $1,349
    per night
    $1,568 total
    Includes taxes & fees
    More information about The Marker Key West Harbor Resort, Opens in a new window