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Featured Key West Historic District Family Hotels
Silver Palms Inn
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
Stay at this 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. Popular ...
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 ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Fitch Lodge - Key West Historic Inns
1030 Eaton St Key West FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Heron House Court - Adult Only
412 Frances St Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Orchid Key Inn - Adults Only
1004 Duval St Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
Almond Tree Inn Hotel - Adults Only
512 Truman Ave Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool ...
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 ...
Island City House Hotel
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. ...
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. ...
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. ...
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 ...
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.
Hotels with Pools in Key West Historic District
Silver Palms Inn
830 Truman Ave Key West FL
Stay at this 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. Popular ...
9.2/10 Wonderful! (1,002 reviews)
staff was very helpful and accommodating. Having individual fresh omelets made at poolside was lovely.
Reviewed on Dec 6, 2025
The Southernmost Inn - Adults Only
525 United Street Key West FL
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. ...
8.2/10 Very Good! (1,194 reviews)
The entire property is impressively clean from the room and dining area to the swimming pool. The bathroom is small, but has new and spotless fixtures. The surrounding area is calm and quiet, and the hotel’s close proximity to the beach makes the stay even better.
Reviewed on Dec 3, 2025
Pier House Resort & Spa
1 Duval St Key West FL
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 ...
9/10 Wonderful! (1,000 reviews)
Lovely hotel, great room and ideal location.
Reviewed on Nov 30, 2025
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.
Hotels With Connecting Rooms in Key West Historic District
Fitch Lodge - Key West Historic Inns
1030 Eaton St Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Duval Inn
511 Angela Street Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
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.
Hotels by Star Rating
More Hotel Options
- Hotels with a Pool 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
- 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
Key West Historic District Neighborhoods
Top Points of Interests in Key West Historic District
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Ernest Hemingway Home and Museum
- 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 Audubon House and Tropical Gardens
- Hotels near Key West Historic Seaport
- Hotels near Key West Shipwreck Museum
- Hotels near Mel Fisher Maritime Museum
- Hotels near Key West Cemetery
- Hotels near Simonton Beach
- Hotels near Oldest House Museum and Garden
- Hotels near San Carlos Institute - Casa Cuba
- Hotels near Saint Mary Star of the Sea
- Hotels near Curry Mansion Museum
- 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)
- South Florida Hotels (134.57 mi)
- Sugarloaf Key Hotels (16.71 mi)
- Raccoon Key Hotels (4.3 mi)
- Southeastern United States Hotels (586.07 mi)
- Dredgers Key Hotels (2.41 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)