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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 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
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Fully refundableReserve now, pay when you stay
Stay at this guesthouse in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
Stay at this 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 attractions ...
The Marker Key West Harbor Resort
200 William Street 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 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
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 helpful staff and the clean ...
NYAH Key West - Adults Only
420 Margaret Street Key West FL
Fully refundableReserve now, pay when you stay
Stay at this guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. ...
H2O Suites - Adults Only
1212 Simonton Street Key West FL
Book a stay at this 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 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 attractions ...
Eden House
1015 Fleming St Key West FL
Stay at this 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 reviews. ...
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 Ernest Hemingway Home and Museum
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near South Beach
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Shipwreck Museum
- Hotels near Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum
- Hotels near Key West Historic Seaport
- Hotels near Simonton Beach
- Hotels near Key West Cemetery
- Hotels near Saint Mary Star of the Sea
- Hotels near Curry Mansion Museum
- Hotels near Oldest House Museum and Garden
- Hotels near San Carlos Institute - Casa Cuba
- Hotels near Sails To Rails Museum at Flagler Station
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)
- Dredgers Key Hotels (2.41 mi)
- Southeastern United States Hotels (586.07 mi)
- Cow Key Hotels (3.61 mi)
- Gulf of Mexico Hotels (536.15 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
- Hyatt Centric Key West Resort and Spa
- Casa Marina Key West, Curio Collection by Hilton
- La Concha Key West, Autograph Collection
- Winslow's Bungalows - Key West Historic Inns
- The Reach Key West, Curio Collection by Hilton
- Pier House Resort & Spa
- The Southernmost Inn - Adults Only
- The Marker Key West Harbor Resort
- Ocean Key Resort - A Noble House Resort
- Ella's Cottages - Key West Historic Inns
- Southwinds Motel
- NYAH Key West - Adults Only
- Paradise Inn Key West - Adults Only
- The Palms Hotel