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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 hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
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 free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
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
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
Fully refundableReserve now, pay when you stay
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 Southernmost Point
- Hotels near Mallory Square
- 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 Butterfly and Nature Conservatory
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum
- Hotels near Saint Mary Star of the Sea
- Hotels near Key West Shipwreck Museum
- Hotels near Simonton Beach
- Hotels near Key West Historic Seaport
- Hotels near Key West Cemetery
- Hotels near Sails To Rails Museum at Flagler Station
- Hotels near Jackson Square
- Hotels near Curry Mansion Museum
Cities near Key West Historic District
- Key West Hotels (0.24 mi)
- Florida Keys Hotels (43.19 mi)
- Summerland Key Hotels (23.36 mi)
- Stock Island Hotels (3.81 mi)
- Cudjoe Key Hotels (20.45 mi)
- Sugarloaf Key Hotels (16.71 mi)
- South Florida Hotels (134.57 mi)
- Raccoon Key Hotels (4.3 mi)
- Southeastern United States Hotels (586.07 mi)
- Gulf of Mexico Hotels (536.15 mi)
- Dredgers Key Hotels (2.27 mi)
- Cow Key Hotels (3.6 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 and Guesthouses
- Casa Marina Key West, Curio Collection by Hilton
- Hyatt Centric Key West Resort and Spa
- La Concha Key West, Autograph Collection
- Pier House Resort & Spa
- The Reach Key West, Curio Collection by Hilton
- The Marker Key West Harbor Resort
- The Southernmost Inn - Adults Only
- Southwinds Motel
- Fitch Lodge - Key West Historic Inns
- NYAH Key West - Adults Only
- Winslow's Bungalows - Key West Historic Inns
- Ocean Key Resort - A Noble House Resort
- The Palms Hotel
- Lighthouse Hotel - Key West Historic Inns