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Hotels near Old Town Key West
Bishop Hotel Key West
822 Fleming St Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Duval Street and Southernmost Point are located ...
"The hotel was absolutely lovely. It was very clean and cozy. The pool was private and peaceful. The staff were very friendly and helpful and our room had everything that we needed. Our room was cleaned everyday and we always had extra towels. The location was perfect, walking distance from everything ..."
Reviewed on Jun 14, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $174 per night from Jun 23 to Jun 24
CA $174
CA $216 total
Jun 23 - Jun 24
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Southernmost Point and Duval Street are located ...
"Great atmosphere. Staff was always available to help. It’s such a relaxing, secluded place to stay. Note: free parking in front of the hotel. We didn’t move our car for the whole trip. It’s better to walk, bike, uber to where you want to go."
Reviewed on Jun 14, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is CA $362 per night from Jun 23 to Jun 24
CA $362
CA $463 total
Jun 23 - Jun 24
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. ...
"Loved the location. On-site restaurant is fabulous"
Reviewed on Jun 15, 2026
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Jun 29 to Jun 30
CA $255
CA $358 total
Jun 29 - Jun 30
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
"Everything was great, there was one girl at the bar who seemed to be pretty new with not a ton of experience but other then that everything was great would for sure go back"
Reviewed on Jun 15, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Jun 22 to Jun 23
CA $285
CA $423 total
Jun 22 - Jun 23
includes taxes & fees
Book a stay at this beach 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 ...
"I was disappointed with my stay at Southernmost Resort. The smell from the seaweed along the beach was overwhelming and made it difficult to enjoy the outdoor areas. Unfortunately, the beach was not usable during our visit because of the conditions and time of year. I also noticed housekeeping staff ..."
Reviewed on Jun 15, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Jun 22 to Jun 23
CA $256
CA $382 total
Jun 22 - Jun 23
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 ...
"Stay was great but skip the shop. Way overpriced."
Reviewed on Jun 15, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $188 per night from Jun 16 to Jun 17
CA $188
CA $258 total
Jun 16 - Jun 17
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. ...
"The room was clean and nice. I liked having a refrigerator, coffee maker and microwave. It was a little warm in the room but it was extremely hot outside. We didn’t take advantage of the breakfast."
Reviewed on Jun 15, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Jun 23 to Jun 24
CA $313
CA $446 total
Jun 23 - Jun 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 Southernmost Point and Duval ...
"We liked the resort"
Reviewed on Jun 15, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Jun 16 to Jun 17
CA $161
CA $244 total
Jun 16 - Jun 17
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. ...
"⭐️⭐️⭐️⭐️⭐️ Our stay at the Southernmost Point Guest House & Adult Inn was excellent! The property was very clean, quiet, and relaxing. We loved having two pools to enjoy during our stay. The breakfast was perfect with plenty of options, not if you are a heavy eater 😉 We stayed in a King Suite, which ..."
Reviewed on Jun 15, 2026
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Recent Old Town Key West hotel reviews by fellow wanderers
Opal Key Resort & Marina, Key West
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Loved the location. On-site restaurant is fabulous"
A verified traveller stayed at Opal Key Resort & Marina, Key West
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