Old Town Key West, FL
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
￥6,661
per adult
94% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
￥10,974
per adult
76% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,723
per adult
88% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
￥10,661
per traveler
92% of travellers recommend
Sunset Sail in Key West with Beverages Included
￥12,394
per adult
98% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ￥26,480 per night from Oct 28 to Oct 29
￥26,480
￥41,366 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and 2 poolside bars. Our guests praise the pool and the helpful staff in ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ￥36,191 per night from Oct 29 to Oct 30
￥36,191
￥51,399 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
8.4/10 Very Good! (981 reviews)
"Great location on the water"
Reviewed on Oct 20, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is ￥18,863 per night from Oct 26 to Oct 27
￥18,863
￥28,352 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is ￥26,630 per night from Oct 25 to Oct 26
￥26,630
￥37,984 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is ￥40,995 per night from Oct 26 to Oct 27
￥40,995
￥52,353 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,206 reviews)
"We had no issues. Room clean, restaurant good!"
Reviewed on Oct 20, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is ￥22,001 per night from Oct 26 to Oct 27
￥22,001
￥30,093 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,388 reviews)
"We really enjoyed our stay at Southwinds Motel in Old Key West and would definitely stay here again. The location was excellent, making it easy to get around and enjoy the area. The motel offered a good breakfast, two pools, and pool towels, which were all great perks. We also appreciated the free ..."
Reviewed on Oct 21, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Check Old Town Key West hotel availability
Where to stay in Old Town Key West
Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
