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Hotels near Old Town Key West
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Dec 16 to Dec 17
CA $236
CA $336 total
Dec 16 - Dec 17
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 ...
Would stay again. Great location and nice hotel.
Reviewed on Nov 30, 2025
Ella's Cottages - Key West Historic Inns
811 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $362 per night from Dec 7 to Dec 8
CA $362
CA $478 total
Dec 7 - Dec 8
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Everything was great. Staff were all super helpful. Location fantastic. Breakfast served outside the room on the verander we loved (the health shots were a lovely touch). We had a great stay. Would definitely recommend.
Reviewed on Nov 22, 2025
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $349 per night from Dec 14 to Dec 15
CA $349
CA $447 total
Dec 14 - Dec 15
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. ...
Great location and accommodations… great all around
Reviewed on Dec 1, 2025
Heron House - Adult Only
512 Simonton St Key West FL
The price is CA $288 per night from Dec 12 to Dec 13
CA $288
CA $374 total
Dec 12 - Dec 13
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 ...
Nice place
Reviewed on Dec 1, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Dec 17 to Dec 18
CA $235
CA $367 total
Dec 17 - Dec 18
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 ...
Clean room. Staff was friendly pool and beach were great
Reviewed on Dec 1, 2025
The Palms Hotel
820 White St Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
Room was clean and the grounds were adorable
Reviewed on Dec 2, 2025
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 $260 per night from Dec 18 to Dec 19
CA $260
CA $376 total
Dec 18 - Dec 19
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 ...
The staff was very welcoming. The room had angreat view of the ocean. The location wasneasy to walk to all activities.
Reviewed on Nov 27, 2025
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 $328 per night from Dec 9 to Dec 10
CA $328
CA $453 total
Dec 9 - Dec 10
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 Southernmost ...
This was our first trip back to Casa Marina in the last 20 years and it was as beautiful as we remember. The staff were absolutely fantastic, with a great location and wonderful amenities. Definitely recommend the Casa Marina for family fun or an adult getaway.
Reviewed on Dec 3, 2025
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Dec 4 to Dec 5
CA $148
CA $229 total
Dec 4 - Dec 5
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. ...
Bathroom was cool
Reviewed on Nov 29, 2025
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View all propertiesLowest 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.
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Recent Old Town Key West hotel reviews by fellow wanderers
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"This was our first trip back to Casa Marina in the last 20 years and it was as beautiful as we remember.
The staff were absolutely fantastic, with a great location and wonderful amenities.
Definitely recommend the Casa Marina for family fun or an adult getaway."
A verified traveller from Longwood stayed at Casa Marina Key West, Curio Collection by Hilton
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