Find a cheap Hotel in Old Town Key West
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Hotels near Old Town Key West
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $345 per night from Sep 28 to Sep 29
CA $345
CA $442 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
"Location, clean"
Reviewed on Sep 21, 2025
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Sep 30 to Oct 1
CA $220
CA $317 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this 4-star 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 ...
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Reviewed on Sep 22, 2025
Lighthouse Hotel - Key West Historic Inns
902 Whitehead St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Oct 1 to Oct 2
CA $211
CA $307 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition ...
"Second mother / daughter trip to Key West - first time staying at Lighthouse Hotel. We loved it! The hotel is charming and the location is perfect. The staff was super friendly and answered all of our questions. Pool area and bar is great and we enjoyed a nice breakfast every morning before venturing ..."
Reviewed on Sep 22, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $246 per night from Oct 13 to Oct 14
CA $246
CA $370 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."
Reviewed on Sep 21, 2025
Southwinds Motel
1321 Simonton Street, Key West, FL
The price is CA $173 per night from Sep 30 to Oct 1
CA $173
CA $234 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
"The room was nice, & the area was fairly good. Near the Southernmost Point marker. Only downside was the water pressure was pretty weak."
Reviewed on Sep 22, 2025
The Palms Hotel
820 White St, Key West, FL
The price is CA $149 per night from Sep 30 to Oct 1
CA $149
CA $199 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this 3-star guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
"Great place to stay, friendly, clean, economical."
Reviewed on Sep 22, 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 $281 per night from Oct 2 to Oct 3
CA $281
CA $399 total
Oct 2 - Oct 3
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
"Everything was good, good location, private beach good food at marlins good service with the waiter filip"
Reviewed on Sep 22, 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 $250 per night from Oct 14 to Oct 15
CA $250
CA $364 total
Oct 14 - Oct 15
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
"Elevator was broken but other than that enjoyed our stay"
Reviewed on Sep 18, 2025
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 28 to Sep 29
CA $123
CA $201 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
"Handy for popular local area"
Reviewed on Sep 20, 2025
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Recent Old Town Key West hotel reviews by fellow wanderers
Southwinds Motel
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The room was nice, & the area was fairly good. Near the Southernmost Point marker. Only downside was the water pressure was pretty weak."
A verified traveller stayed at Southwinds Motel
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