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 Jet Ski Tour: The Only 2-Hour Island Lap.
$1,254
per traveler
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
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 ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$272 nightly
The price is $306 total per night from Sep 15 to Sep 16
$306 total
Sep 15 - Sep 16
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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$242 nightly
The price is $272 total per night from Sep 8 to Sep 9
$272 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! (1,023 reviews)
"Everything was great. The air conditioner /central air unit could have been cooler because c it did get hot and muggy in the room/ overnight."
Reviewed on Aug 24, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $163 total per night from Aug 26 to Aug 27
$163 total
Aug 26 - Aug 27
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. ...
Douglas House - Adults Only
419 Amelia St Key West FL
$148 nightly
The price is $166 total per night from Aug 26 to Aug 27
$166 total
Aug 26 - Aug 27
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! (499 reviews)
"Great location. Friendly staff. The room was perfect for what we needed. Very clean and housekeeping was great. I would definitely stay here again."
Reviewed on Aug 25, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
$294 nightly
The price is $331 total per night from Aug 26 to Aug 27
$331 total
Aug 26 - Aug 27
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.
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. 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
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- Visit Ramrod Key
- Visit Boca Chica Key
- Visit Stock Island
- Visit Downtown Key West
- Clarence S. Higgs Memorial Beach Park
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- 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