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Historic Hotels in Key West

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Featured Key West Historic Hotels

The Mansion on the Sea - Southernmost House in the USA
The Mansion on the Sea - Southernmost House in the USA
3 out of 5
1400 Duval Street, Key West, FL
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, room service, and parking (surcharge). Our guests praise the helpful staff and the property ...
The Mansion on the Sea - Southernmost House in the USA
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
Stay at this 3.5-star 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 ...
Heron House - Adult Only
Heron House Court - Adult Only
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Heron House Court - Adult Only
Fitch Lodge - Key West Historic Inns
Fitch Lodge - Key West Historic Inns
3.5 out of 5
1030 Eaton St, Key West, FL
Fully refundableReserve now, pay when you stay
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 clean rooms in ...
Fitch Lodge - Key West Historic Inns
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
The Marker Key West Harbor Resort
The Marquesa Hotel
The Marquesa Hotel
3.5 out of 5
600 Fleming Street, Key West, FL
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy 3 outdoor pools, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the ...
The Marquesa Hotel
Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
3.5 out of 5
601 Caroline St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our ...
Ridley House - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 out of 5
811 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our ...
Ella's Cottages - Key West Historic Inns
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
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. ...
Duval House
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
1500 Reynolds Street, Key West, FL
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 Southernmost ...
Casa Marina Key West, Curio Collection by Hilton
Island City House Hotel
Island City House Hotel
3 out of 5
411 William Street, Key West, FL
Stay at this hotel in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
Island City House Hotel
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
La Concha Key West, Autograph Collection
Lowest 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.