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
￥6,797
per adult
94% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
￥10,879
per traveler
92% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
￥10,993
per adult
88% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
￥11,198
per adult
76% of travellers recommend
Miami to Key West Day Trip with Activity Options
￥6,244
per adult
84% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,901
per adult
88% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ￥22,273 per night from Sep 16 to Sep 17
￥22,273
￥36,270 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ￥37,663 per night from Sep 27 to Sep 28
￥37,663
￥52,720 total
Sep 27 - Sep 28
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 South Beach ...
8.4/10 Very Good! (905 reviews)
"The location is fantastic, and the staff is wonderful. I’m already planning to return!"
Reviewed on Sep 10, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is ￥19,097 per night from Sep 14 to Sep 15
￥19,097
￥26,660 total
Sep 14 - Sep 15
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! (1,380 reviews)
"SOUTHWINDS MOTEL WAS AN ABSOLUTELY PERFECT TO STAY IN KW!!!! The amenities were perfect, the moring breakfast was just perfect, and thee LOCATION IS SUPER GREAT. Literally minutes from everywhere. WE WILL BE BACK, FOR SURE!!!!!"
Reviewed on Sep 9, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ￥27,628 per night from Sep 22 to Sep 23
￥27,628
￥41,430 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is ￥30,664 per night from Sep 13 to Sep 14
￥30,664
￥42,261 total
Sep 13 - Sep 14
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 ...
9.2/10 Wonderful! (1,410 reviews)
"I would stay here and recommend people to stay here again. The grounds are tucked into the property with trees, hammock chairs. The breakfast is exceptional for a free daily breakfast bartenders are friendly. The pools are relaxing. Everything‘s well kept. There’s not a lot of noise or overly restrictive ..."
Reviewed on Sep 9, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is ￥18,067 per night from Sep 29 to Sep 30
￥18,067
￥22,359 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
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.
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.
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.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
