Old Town Key West
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
P4,293
per adult
88% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
P7,437
per adult
98% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
P4,373
per adult
76% of travellers recommend
Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!
P8,410
per traveler
94% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
P2,814
per adult
92% of travellers recommend
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is P10,262 per night from Sep 30 to Oct 1
P10,262
per night
Sep 30 - Oct 1
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 ...
8.6/10 Excellent! (3,636 reviews)
"A+"
Reviewed on Sep 28, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is P14,285 per night from Oct 6 to Oct 7
P14,285
per night
Oct 6 - Oct 7
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! (943 reviews)
"They should advice the beach is close"
Reviewed on Sep 29, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is P8,059 per night from Sep 30 to Oct 1
P8,059
per night
Sep 30 - Oct 1
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! (1,390 reviews)
"I always enjoy staying at South Winds. They treat you good, I hate to see the historic motel demolished in next few years, that of KW will not be the same. 4 **** stars"
Reviewed on Sep 28, 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is P12,495 per night from Sep 30 to Oct 1
P12,495
per night
Sep 30 - Oct 1
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 ...
9.2/10 Wonderful! (1,429 reviews)
"Good location, walking distance to most of the Old Town. Good breakfast. Lots of outdoor furniture for lounging under tropical trees. Most rooms have covered decks with outdoor furniture so you can still be outdoors if you're waiting out a rainstorm. My bathroom floor needed mopping before I got ..."
Reviewed on Sep 28, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundable
The price is P12,436 per night from Oct 8 to Oct 9
P12,436
per night
Oct 8 - Oct 9
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! (1,034 reviews)
"Beach and service"
Reviewed on Sep 26, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is P16,181 per night from Sep 30 to Oct 1
P16,181
per night
Sep 30 - Oct 1
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.
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.
