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
$200 nightly
The price is $225 total per night from Sep 1 to Sep 2
$225 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this beach 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
$295 nightly
The price is $332 total per night from Aug 24 to Aug 25
$332 total
Aug 24 - Aug 25
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 ...
8.6/10 Excellent! (829 reviews)
"I like the most is location and their ambience."
Reviewed on Aug 8, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundable
$216 nightly
The price is $243 total per night from Sep 3 to Sep 4
$243 total
Sep 3 - Sep 4
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! (1,010 reviews)
"To get to the room, there was no easy access. At night, the smell was really, really bad all over the place, especially walking into the room and on the pool. It looked a lot better in the pictures. It's an average hotel, maybe worth around a little less than $200 a night, but it's very highly priced ..."
Reviewed on Aug 7, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $163 total per night from Sep 1 to Sep 2
$163 total
Sep 1 - Sep 2
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! (1,371 reviews)
"Old School Cool! Great location and close to many amenities including golf cart rental! Air con was amazing. The bar table area was very useful. Larger TV would have been great!"
Reviewed on Aug 8, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$98 nightly
The price is $110 total per night from Aug 13 to Aug 14
$110 total
Aug 13 - Aug 14
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 ...
9.6/10 Exceptional! (483 reviews)
"All good"
Reviewed on Aug 8, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
$294 nightly
The price is $331 total per night from Aug 10 to Aug 11
$331 total
Aug 10 - Aug 11
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. ...
9.2/10 Wonderful! (1,182 reviews)
"Excellent! Beautiful view, beautiful property! Didn’t want to leave!"
Reviewed on Aug 8, 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.
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
- All inclusive Vacation Packages Key West
- 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
