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 $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $67
per adult
92% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $96
per adult
88% of travellers recommend
Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $192 per night from Sep 1 to Sep 2
CA $192
CA $318 total
Sep 1 - Sep 2
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 ...
8.8/10 Excellent! (3,512 reviews)
"Everything was great except the $50 a night parking for four nights."
Reviewed on Aug 12, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $315 per night from Aug 24 to Aug 25
CA $315
CA $448 total
Aug 24 - Aug 25
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 ...
8.6/10 Excellent! (845 reviews)
"Everyone on property was super accommodating n friendly hotel was clean n a pleasure to stay at"
Reviewed on Aug 12, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is CA $218 per night from Sep 3 to Sep 4
CA $218
CA $339 total
Sep 3 - Sep 4
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! (1,014 reviews)
"Our room was nice. Very clean and the staff was pleasant. We wish we knew we couldn’t use the beach because of the seaweed."
Reviewed on Aug 11, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $160 per night from Aug 24 to Aug 25
CA $160
CA $227 total
Aug 24 - Aug 25
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! (1,377 reviews)
"Old and worn out! Many physical and administrative issues. Also, extreme fees that were unknown until we arrived. We did not save money (as we thought) by using Expedia! Lots of detailed problems I won’t get into now, just don’t book a room at Southwinds in Key West."
Reviewed on Aug 11, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $120 per night from Aug 25 to Aug 26
CA $120
CA $149 total
Aug 25 - Aug 26
includes taxes & 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! (486 reviews)
"The room was large and clean. We liked the additional coffee station by the pool. The room could of uses a few more towels."
Reviewed on Aug 11, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is CA $361 per night from Aug 13 to Aug 14
CA $361
CA $460 total
Aug 13 - Aug 14
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. ...
9.2/10 Wonderful! (1,180 reviews)
"The staff was accommodating but had a lot of canned answers. Kani our breakfast server was amazing and Mackay the supervisor at breakfast was over the top friendly 😊. But the negatives will keep me from returning. Our room needed many repairs, leaking toilet with wet floor, and ants. Ants everywhere, ..."
Reviewed on Aug 12, 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 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.
