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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 Aug 3 to Aug 4
CA $164
CA $202 total
Aug 3 - Aug 4
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 ...
"Great location. Spacious units. Clean property."
Reviewed on Jul 30, 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 $246 per night from Aug 16 to Aug 17
CA $246
CA $348 total
Aug 16 - Aug 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 ...
"Be prepared for the roosters at dawn"
Reviewed on Aug 1, 2026
Heron House - Adult Only
512 Simonton St Key West FL
The price is CA $167 per night from Aug 2 to Aug 3
CA $167
CA $234 total
Aug 2 - Aug 3
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 ...
"Owners and management are very friendly and accommodating."
Reviewed on Aug 1, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Sep 1 to Sep 2
CA $193
CA $320 total
Sep 1 - Sep 2
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 ...
"They did not clean the private beach, so there were mounds of rotting sea grass. Not only was the beach completely unavailable, you could smell the rot at the restaurant and in the rooms across the street - even down the street! While there aren't beaches on the other side of the island, you don't ..."
Reviewed on Jul 31, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $175 per night from Aug 23 to Aug 24
CA $175
CA $245 total
Aug 23 - Aug 24
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. ...
"Good location and price."
Reviewed on Jul 31, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Aug 2 to Aug 3
CA $160
CA $243 total
Aug 2 - Aug 3
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. ...
"Room is clean but small"
Reviewed on Jul 31, 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 $308 per night from Aug 16 to Aug 17
CA $308
CA $441 total
Aug 16 - Aug 17
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 ...
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 $232 per night from Aug 19 to Aug 20
CA $232
CA $356 total
Aug 19 - Aug 20
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 ...
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 Aug 6 to Aug 7
CA $363
CA $463 total
Aug 6 - Aug 7
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. ...
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Recent Old Town Key West hotel reviews by fellow wanderers
Heron House - Adult Only
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Owners and management are very friendly and accommodating."
A verified traveller stayed at Heron House - Adult Only
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