Old Town Key West
Key West
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
CA $83
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $77
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $75
per adult
92% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $299 per night from Nov 30 to Dec 1
CA $299
CA $445 total
Nov 30 - Dec 1
includes taxes & 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 ...
8.6/10 Excellent! (3,660 reviews)
"Staff were not the most pleasant especially the bartenders and attendant at the beach"
Reviewed on Nov 11, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $322 per night from Nov 23 to Nov 24
CA $322
CA $457 total
Nov 23 - Nov 24
includes taxes & 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 Southernmost Inn - Adults Only
525 United Street Key West FL
The price is CA $241 per night from Nov 29 to Nov 30
CA $241
CA $335 total
Nov 29 - Nov 30
includes taxes & 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! (1,462 reviews)
"The rooms were small, but totally usable for our needs. We had one of the better rooms with a back porch next to the pool. We enjoyed coffee there every morning. Our friends' room was across the hall, a little smaller, without the porch. The beds were very comfortable. Location was excellent, everything ..."
Reviewed on Nov 11, 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is CA $284 per night from Nov 17 to Nov 18
CA $284
CA $391 total
Nov 17 - Nov 18
includes taxes & 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 ...
9.2/10 Wonderful! (1,489 reviews)
"Perfect for a girls trip! The beautiful bungalows feel so private and are very photogenic. The roosters walking around are actually adorable and the rooms are nice and clean. Wonderful experience! (Only suggestion is that the bartenders shouldn’t ask for room numbers out loud- have it written to ..."
Reviewed on Nov 11, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is CA $333 per night from Nov 30 to Dec 1
CA $333
CA $471 total
Nov 30 - Dec 1
includes taxes & 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 ...
Southwinds Motel
1321 Simonton Street Key West FL
Fully refundable
The price is CA $219 per night from Dec 2 to Dec 3
CA $219
CA $294 total
Dec 2 - Dec 3
includes taxes & 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! (1,405 reviews)
"Convenient to everything but not in the heart of old town so it is a little quieter. Close to convenience store close to liquor store close to cafés and local restaurants and bars. Close to South Beach and dog Beach."
Reviewed on Nov 11, 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.
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.
