Old Town Key West Travel Guide
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
฿1,418
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,856
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿1,096
per adult
82% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,269
per traveller
92% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
฿3,972
per adult
98% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
฿5,078
per adult
86% of travellers recommend
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿3,994 per night from 28 Oct to 29 Oct
฿3,994
฿7,077 total
28 Oct - 29 Oct
includes taxes & fees
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 their ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ฿8,294 per night from 2 Nov to 3 Nov
฿8,294
฿11,610 total
2 Nov - 3 Nov
includes taxes & fees
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 Point ...
8.4/10 Very good! (990 reviews)
"Great hotel and conveniently located in Key West! We truly enjoyed our time there"
Reviewed on 25 Oct 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is ฿4,085 per night from 27 Oct to 28 Oct
฿4,085
฿6,116 total
27 Oct - 28 Oct
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 their reviews. ...
8.4/10 Very good! (1,455 reviews)
"This is a small, boutique type inn. There are steep steps to the second and third floors so if you have heavy luggage, be careful. The continental breakfast was pretty good, you can make your own waffles. The “happy hour “ was cheese, nuts, some stale crackers and wine. Great location on the ..."
Reviewed on 26 Oct 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is ฿6,753 per night from 27 Oct to 28 Oct
฿6,753
฿9,306 total
27 Oct - 28 Oct
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (1,469 reviews)
"Breakfast was varied and fresh. Housekeeping did a great job keeping our room clean. Would definitely stay again."
Reviewed on 25 Oct 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is ฿8,745 per night from 27 Oct to 28 Oct
฿8,745
฿11,168 total
27 Oct - 28 Oct
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 their reviews. ...
9.2/10 Wonderful! (1,218 reviews)
"Amazing property located at the tip of the keys. Very convenient to the strip and also a lot of shops."
Reviewed on 26 Oct 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ฿6,213 per night from 27 Oct to 28 Oct
฿6,213
฿9,268 total
27 Oct - 28 Oct
includes taxes & fees
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 property ...
8.6/10 Excellent! (1,062 reviews)
"It was welled cared for and the staff was very helpful."
Reviewed on 26 Oct 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 for the activities you enjoy most.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places 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.
