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Featured Key West Historic District Hotels with a Pool
Silver Palms Inn
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the ...
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
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. ...
Pier House Resort & Spa
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
The Cabana Inn Key West - Adults Only
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star guesthouse in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
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 ...
The Marker Key West Harbor Resort
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
Ocean Key Resort - A Noble House Resort
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
La Concha Key West, Autograph Collection
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 ...
NYAH Key West - Adults Only
420 Margaret Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
H2O Suites - Adults Only
1212 Simonton Street, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful ...
Heron House - Adult Only
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 ...
Eden House
1015 Fleming St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our ...
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.
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More Hotel Options in Key West Historic District
- Beach Hotels in Key West Historic District
- Historic Hotels in Key West Historic District
- Romantic Hotels in Key West Historic District
- Hotels with Free Parking in Key West Historic District
- Family Hotels in Key West Historic District
- Apartment Hotel in Key West Historic District
- Luxury Hotels in Key West Historic District
- Hotels with Hot Tubs in Key West Historic District
- Hotel Wedding Venues in Key West Historic District
- Resorts & Hotels with Spas in Key West Historic District
Top Neighborhoods in Key West Historic District
Top Points of Interests in Key West Historic District
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Southernmost Point
- Hotels near South Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum
- Hotels near Key West Shipwreck Museum
- Hotels near Key West Cemetery
- Hotels near Saint Mary Star of the Sea
- Hotels near Simonton Beach
- Hotels near Key West Historic Seaport
- Hotels near Curry Mansion Museum
- Hotels near Oldest House Museum and Garden
- Hotels near San Carlos Institute - Casa Cuba
Cities near Key West Historic District
- Key West Hotels (0.24 mi)
- Florida Keys Hotels (43.19 mi)
- Summerland Key Hotels (23.36 mi)
- South Florida Hotels (134.57 mi)
- Cudjoe Key Hotels (20.45 mi)
- Stock Island Hotels (3.81 mi)
- Sugarloaf Key Hotels (16.71 mi)
- Gulf Coast Hotels (866.21 mi)
- Southeastern United States Hotels (586.07 mi)
- Gulf of Mexico Hotels (536.15 mi)
- Raccoon Key Hotels (4.3 mi)
- Cow Key Hotels (3.6 mi)
- Dredgers Key Hotels (2.27 mi)
- Lower Keys Hotels (20.93 mi)
- Fleming Key Hotels (1.67 mi)
- The South Hotels (780.92 mi)
Most Booked Hotels in Key West Historic District
- Southernmost Beach Resort
- Hyatt Centric Key West Resort and Spa
- La Concha Key West, Autograph Collection
- The Reach Key West, Curio Collection by Hilton
- Casa Marina Key West, Curio Collection by Hilton
- NYAH Key West - Adults Only
- Ocean Key Resort - A Noble House Resort
- Winslow's Bungalows - Key West Historic Inns
- Pier House Resort & Spa
- Southwinds Motel
- The Marker Key West Harbor Resort
- Eden House
- The Southernmost Inn - Adults Only
- The Palms Hotel
Car Rentals Near Key West Historic District
- Car rentals in Key West
- Car rentals in Florida Keys
- Car rentals in Summerland Key
- Car rentals in South Florida
- Car rentals in Cudjoe Key
- Car rentals in Stock Island
- Car rentals in Sugarloaf Key
- Car rentals in Gulf Coast
- Car rentals in Southeastern United States
- Car rentals in Gulf of Mexico
- Car rentals in Raccoon Key
- Car rentals in Cow Key
- Car rentals in Dredgers Key
- Car rentals in Lower Keys
- Car rentals in Fleming Key
- Car rentals in The South
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