Find a cheap Hotel in Old Town Key West
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Hotels near Old Town Key West

Duval House
815 Duval St, Key West, FL
The price is CA $210 per night from Nov 17 to Nov 18
CA $210
CA $267 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
Beautiful property, courtyard is amazing. Breakfast staff were great. Close to everything.
Reviewed on Nov 9, 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 $279 per night from Nov 30 to Dec 1
CA $279
CA $384 total
Nov 30 - Dec 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 ...
Great setting and overall experience. Beautiful grounds!
Reviewed on Nov 12, 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 $321 per night from Nov 19 to Nov 20
CA $321
CA $432 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
Such a nice please thank you so much !
Reviewed on Nov 7, 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 $448 total
Dec 14 - Dec 15
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 ...
Everthing was great
Reviewed on Nov 11, 2025

Southwinds Motel
1321 Simonton Street, Key West, FL
The price is CA $202 per night from Nov 18 to Nov 19
CA $202
CA $275 total
Nov 18 - Nov 19
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. ...
Roomwas clean! Great location
Reviewed on Nov 11, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $248 per night from Nov 30 to Dec 1
CA $248
CA $381 total
Nov 30 - Dec 1
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. ...
Excellent amenities, good location. Friendly staff. Very good bar staff and pool side kitchen fare.
Reviewed on Nov 9, 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 $327 per night from Nov 23 to Nov 24
CA $327
CA $452 total
Nov 23 - Nov 24
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 ...
It was great
Reviewed on Nov 10, 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 $344 per night from Dec 14 to Dec 15
CA $344
CA $471 total
Dec 14 - Dec 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 ...
Clean spacious room, friendly & helpful staff, food & beverages top notch, security & privacy of property
Reviewed on Nov 8, 2025

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Nov 17 to Nov 18
CA $167
CA $251 total
Nov 17 - Nov 18
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. ...
The room was clean but small, you could tell the building was older but had been updated. Staff was very friendly and helpful
Reviewed on Nov 10, 2025
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Recent Old Town Key West hotel reviews by fellow wanderers

Winslow's Bungalows - Key West Historic Inns
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Great setting and overall experience. Beautiful grounds!"
A verified traveller stayed at Winslow's Bungalows - Key West Historic Inns
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