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 $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $63
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 $232 per night from Sep 28 to Sep 29
CA $232
CA $365 total
Sep 28 - Sep 29
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 ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $331 per night from Sep 29 to Sep 30
CA $331
CA $468 total
Sep 29 - Sep 30
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 ...
8.4/10 Very good! (938 reviews)
"We rented a beach front room paying $1,200 a night. The beach is beautiful but you really can’t go into the water because I it is full of rocks. The biggest issue was the staff. The operators were rude and felt like they were annoyed when you asked for any help (at $1,200 per night …) and an engineer ..."
Reviewed on Sep 27, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $176 per night from Sep 28 to Sep 29
CA $176
CA $246 total
Sep 28 - Sep 29
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. ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is CA $283 per night from Sep 28 to Sep 29
CA $283
CA $390 total
Sep 28 - Sep 29
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! (1,428 reviews)
"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. ..."
Reviewed on Sep 24, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is CA $281 per night from Oct 5 to Oct 6
CA $281
CA $412 total
Oct 5 - Oct 6
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 ...
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 CA $366 per night from Sep 28 to Sep 29
CA $366
CA $468 total
Sep 28 - Sep 29
includes taxes & 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.
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.
