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Hotels near Old Town Key West
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $164 per night from Jul 20 to Jul 21
CA $164
CA $203 total
Jul 20 - Jul 21
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 ...
"Feels like an inn"
Reviewed on Jul 17, 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 $229 per night from Jul 20 to Jul 21
CA $229
CA $329 total
Jul 20 - Jul 21
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 ...
"We enjoyed our stay at the Winslow Bungalows! Our room was spacious, comfortable and clean. The staff was helpful and easy to talk to! We enjoyed breakfast and the breakfast menu!"
Reviewed on Jul 17, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Aug 10 to Aug 11
CA $224
CA $355 total
Aug 10 - Aug 11
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 ...
"/"
Reviewed on Jul 17, 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 $264 per night from Aug 17 to Aug 18
CA $264
CA $391 total
Aug 17 - Aug 18
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 ...
"Beach View excellent"
Reviewed on Jul 16, 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 $307 per night from Aug 11 to Aug 12
CA $307
CA $440 total
Aug 11 - Aug 12
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 ...
"Beach view was unobstructed."
Reviewed on Jul 17, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 20 to Jul 21
CA $152
CA $234 total
Jul 20 - Jul 21
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. ...
"Staff was very helpful and professional!!"
Reviewed on Jul 16, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $176 per night from Aug 16 to Aug 17
CA $176
CA $245 total
Aug 16 - Aug 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. ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $364 per night from Aug 16 to Aug 17
CA $364
CA $464 total
Aug 16 - Aug 17
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. ...
Heron House - Adult Only
512 Simonton St Key West FL
The price is CA $167 per night from Jul 22 to Jul 23
CA $167
CA $235 total
Jul 22 - Jul 23
includes taxes & fees
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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Recent Old Town Key West hotel reviews by fellow wanderers
Bishop Hotel Key West
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Fantastic hotel! Everyone was kind, accommodating, and the room was beautiful. I loved the pool and the bar, and it was in a fantastic central location. Definitely will be our go to for our next visit!"
A verified traveller stayed at Bishop Hotel Key West
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