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
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% 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
$211 nightly
The price is $238 total per night from Oct 11 to Oct 12
$238 total
Oct 11 - Oct 12
Total with taxes and fees
Book a 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 ...
8.6/10 Excellent! (3,614 reviews)
"Everything about this place was excellent."
Reviewed on Oct 9, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$182 nightly
The price is $204 total per night from Oct 14 to Oct 15
$204 total
Oct 14 - Oct 15
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 Southernmost ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
$159 nightly
The price is $179 total per night from Oct 14 to Oct 15
$179 total
Oct 14 - Oct 15
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. ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
$225 nightly
The price is $253 total per night from Oct 11 to Oct 12
$253 total
Oct 11 - Oct 12
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
$294 nightly
The price is $331 total per night from Oct 11 to Oct 12
$331 total
Oct 11 - Oct 12
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! (1,203 reviews)
"Had a great time at the facility! It’s in such a nice location, right in the heart of all the action. There was so much to see and do that I didn’t even get to take advantage of everything it had to offer. I’ll definitely do it differently next time. Hopefully, I’ll get the chance to come back!"
Reviewed on Oct 9, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$165 nightly
The price is $185 total per night from Oct 25 to Oct 26
$185 total
Oct 25 - Oct 26
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! (1,383 reviews)
"Close to a lot of places I wanted to see. The ice cream and doughnuts bar was awesome! The was really comfortable."
Reviewed on Oct 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 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.
Old Town Key West, FL
Explore a world of travel with Expedia
- Houseboats in Key West
- Ocean View in Key West
- Sunset Key Hotels
- Key West Historic District Hotels
- Old Town Key West Hotels
- Resorts in Key West
- 4 Star Hotels in Key West
- Truman Annex Hotels
- Best Western Hotels in Key West
- Hotels in Key West
- Highgate Independent Hotels in Key West
- All-Inclusive in Key West
- 3 Star Hotels in Key West
- Downtown Key West Hotels
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights to Stock Island
- Flights to Key West Intl.
- JetBlue Airways Boston (BOS) to Key West (EYW) flights
- Flights to Raccoon Key
- Flights to Key West
- Flights to Fleming Key
- Delta Air Lines Atlanta (ATL) to Key West (EYW) flights
- Flights to Sugarloaf Key
- Visit Key West
- Where to stay in Dredgers Key
- Where to stay in Boca Chica Key
- Where to stay in Lower Sugarloaf Key
- Key West All Inclusive Vacation Packages
- Visit Historic Seaport
- Ernest Hemingway Home & Museum
- Key West All Inclusive Vacation Packages
- Visit Downtown Key West
- Visit Sugarloaf Key
- Visit New Town
- Visit Key West Historic District
- Where to stay in Key Haven
- Fleming Key All Inclusive Vacation Packages
- Visit Uptown - Upper Duval
- Visit Dredgers Key
- Visit Lower Florida Keys
- Mallory Square
- Cow Key Vacations
- Key West All Inclusive Vacation Packages
- Marathon Vacations
- Stock Island All Inclusive Vacation Packages
- Lower Florida Keys All Inclusive Vacation Packages
- Where to stay in Big Pine Key
- Fleming Key All Inclusive Vacation Packages
- Key Haven All Inclusive Vacation Packages
- Clarence S. Higgs Memorial
- Visit Bahama Village
- Key West Vacations
- Duval Street
- Key Haven All Inclusive Vacation Packages
- Where to stay in Sugarloaf Key
- Visit Boca Chica Key
- Visit Truman Annex
- Key West All Inclusive Vacation Packages
- Where to stay in Stock Island
- Big Pine Key Vacations
- Visit Cow Key
- Where to stay in Lower Florida Keys
- Key West All Inclusive Vacation Packages
- Visit Summerland Key
- Visit Fleming Key
- Where to stay in Cudjoe Key
- Old Town Key West Vacations
- Visit Stock Island
- Where to stay in Key West
- Things to do in Ramrod Key
- Things to do in Boca Chica Key
- Things to do in Summerland Key
- Things to do in Stock Island
- Things to do in Cudjoe Key
- Things to do in Big Pine Key
- Things to do in Marathon
- Things to do in Little Torch Key
- Things to do in Key West
- Things to do in Sugarloaf Key
- Things to do in Lower Keys
