Old Town Key West, FL
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Shark and Wildlife Viewing Adventure in Key West
$93
per adult
100% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
96% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$225 nightly
The price is $253 total per night from Aug 10 to Aug 11
$253 total
Aug 10 - Aug 11
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 ...
8.8/10 Excellent! (3,439 reviews)
"found dirty ice bucket in room and every night the ceiling fan and light would come on and stay on or flash on and off. Told the office staff two days in a row and they only wanted to give me resort credit. Not concerned at all that our nights were disrupted at midnight every night! Seems by reading ..."
Reviewed on Jul 9, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$259 nightly
The price is $291 total per night from Jul 12 to Jul 13
$291 total
Jul 12 - Jul 13
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 Southernmost Point and Duval ...
8.6/10 Excellent! (748 reviews)
"Just stay somewhere else and save some money. The staff is dismissive and it is overpriced for the quality of the property."
Reviewed on Jul 10, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundable
$268 nightly
The price is $301 total per night from Aug 9 to Aug 10
$301 total
Aug 9 - Aug 10
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! (1,013 reviews)
"Our first time to Key West….the seaweed was horrendous as was the sewage smell. The room was the nicest thing about the property. Restaurant was way overpriced and wouldn’t split checks for our group of 12. Pool service was the only thing exceptional (Stephanie). Hardest workest woman on the island. ..."
Reviewed on Jul 10, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $164 total per night from Aug 10 to Aug 11
$164 total
Aug 10 - Aug 11
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! (1,358 reviews)
"Good"
Reviewed on Jul 9, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$162 nightly
The price is $182 total per night from Jul 16 to Jul 17
$182 total
Jul 16 - Jul 17
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. ...
8.4/10 Very Good! (1,411 reviews)
"Our overall stay was amazing! Peaceful and friendly staff! Highly recommended’"
Reviewed on Jul 10, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
$294 nightly
The price is $331 total per night from Jul 13 to Jul 14
$331 total
Jul 13 - Jul 14
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! (1,164 reviews)
"Ocean front room - AC was not working upon arrival, saw two cockroaches in the room & one in the corridor - staff came & sprayed and they had to spray the adjoining room too. WiFi was very poor."
Reviewed on Jul 9, 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
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.
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 Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Southernmost Point and Duval Street 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
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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
