Old Town Key West, FL
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Afternoon Reef Snorkel & Catamaran Sail w/ Open Bar in Key West
$68
per adult
90% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and 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 ...
8.8/10 Excellent! (3,548 reviews)
"Place was clean and the concierge was excellent. Dirty and unusable beach. A lot of hidden fees and what was supposed to be included in the amenities were not all true. For instance, bottled water was to be free, but the fine print of the bottle in the rooms stated five dollars a bottle would be ..."
Reviewed on Aug 20, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundable
$272 nightly
The price is $306 total per night from Sep 13 to Sep 14
$306 total
Sep 13 - Sep 14
Total with taxes and 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! (863 reviews)
"Some of the house keepers didn’t speak English which was occasionally a problem for us and other guests.Also, it would be nice if they had drinks and snacks available 24 hours because the marketplace closes too early and low a bit lacking. Once the marketplace closes closes you’re stuck with the ..."
Reviewed on Aug 20, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$243 nightly
The price is $273 total per night from Sep 8 to Sep 9
$273 total
Sep 8 - Sep 9
Total with taxes and 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 ...
8.6/10 Excellent! (1,014 reviews)
"Toilet was broken. Had to ask for it to be fixed. Plus the resort fees and taxes they add on top of the cost you see when you book will cost you over a hundred dollars a day more at checkout."
Reviewed on Aug 19, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $163 total per night from Sep 8 to Sep 9
$163 total
Sep 8 - Sep 9
Total with taxes and 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! (1,389 reviews)
"This was day 16 of a US road trip and this was BY FAR my favorite stay. 1 block away from Duval St. Free drink tickets. Great bed and pillows. Microwave, fridge. Everything was GREAT! Only downside was we went to bed at 10 and the nearby bar was still playing loud live music, however the loud AC ..."
Reviewed on Aug 20, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$143 nightly
The price is $161 total per night from Sep 1 to Sep 2
$161 total
Sep 1 - Sep 2
Total with taxes and 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 ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
$294 nightly
The price is $331 total per night from Aug 23 to Aug 24
$331 total
Aug 23 - Aug 24
Total with taxes and 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. ...
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.
Where to stay in Old Town Key West
Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Key West
Learn more about Old Town Key West
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 Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Old Town Key West, FL
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- Visit Monroe County
- Visit Cudjoe Key
- Visit Geiger Key
- Visit Dredgers Key
- Visit Uptown - Upper Duval
- Old Town Key West Vacations
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- Visit Ramrod Key
- Visit Boca Chica Key
- Visit Stock Island
- Visit Downtown Key West
- Clarence S. Higgs Memorial Beach Park
- Key West Vacations
- Visit Melody Key
- Visit Sugarloaf Shores
- Visit Sugarloaf Key
- Visit Lower Keys
- Visit Sunset Key
- Visit Big Torch Key
- Visit Lower Florida Keys
- Key West Historic District Vacations
- Visit Truman Annex
- Visit Little Torch Key
- Visit Key West Historic District
- Ernest Hemingway Home and Museum
- Visit Big Pine Key
- Visit Rockland Key
- Visit Eden Pines
- Smathers Beach
- Visit Cow Key
- Visit Fleming Key
- Visit Historic Seaport
- Visit New Town
- Visit Summerland Key
- Visit Bahama Village
- Visit Raccoon Key
- Visit Key West
