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Hotels near Old Town Key West
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $144 per night from Sep 24 to Sep 25
CA $144
CA $178 total
Sep 24 - Sep 25
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 ...
"We stay at The Douglas House often and it’s always perfect! This time was no exception - great staff, clean rooms and well kept property. Location is perfect for easily getting anywhere on the island! We will definitely be back, hopefully soon!"
Reviewed on Sep 23, 2026
Silver Palms Inn & Historic Homes
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Sep 28 to Sep 29
CA $113
CA $222 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
"More than we could have imagined! From the made to order omelets to the clean rooms and helpful staff, everything was superb! Kudos!"
Reviewed on Sep 22, 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 $323 per night from Sep 28 to Sep 29
CA $323
CA $434 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 ...
"This property was the perfect spot for seeing all of Key West. We had a brief problem with our door and the team was so responsive and apologetic and offered things to make it right. Have already recommended to friends and family in the 24hrs of being home."
Reviewed on Sep 23, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $363 per night from Sep 24 to Sep 25
CA $363
CA $464 total
Sep 24 - Sep 25
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. ...
"Always love staying at the Opal."
Reviewed on Sep 21, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Sep 30 to Oct 1
CA $225
CA $356 total
Sep 30 - Oct 1
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 ...
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Reviewed on Sep 23, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $175 per night from Sep 24 to Sep 25
CA $175
CA $245 total
Sep 24 - Sep 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. ...
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"
Reviewed on Sep 23, 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 $280 per night from Oct 1 to Oct 2
CA $280
CA $410 total
Oct 1 - Oct 2
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 wonderful. However, this place needs some physical help. Old tile in bathroom, ice maker broken, lots of noise, and always remember that Key West has the worse beaches. The water was dirty and smelly."
Reviewed on Sep 22, 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 $283 per night from Sep 30 to Oct 1
CA $283
CA $414 total
Sep 30 - Oct 1
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 ...
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
Reviewed on Sep 23, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Sep 27 to Sep 28
CA $100
CA $176 total
Sep 27 - Sep 28
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 rooms are very clean it’s very quiet and the pools are nice and clean very enjoyable stay"
Reviewed on Sep 22, 2026
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Recent Old Town Key West hotel reviews by fellow wanderers
Douglas House - Adults Only
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"We stay at The Douglas House often and it’s always perfect! This time was no exception - great staff, clean rooms and well kept property. Location is perfect for easily getting anywhere on the island! We will definitely be back, hopefully soon!"
A verified traveller stayed at Douglas House - Adults Only
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