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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 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 ...

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. ...

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 bar in our reviews. Popular ...

Fitch Lodge - Key West Historic Inns
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 ...

Heron House Court - Adult Only
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. ...

Orchid Key Inn - Adults Only
1004 Duval St, Key West, FL
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 pool in our reviews. ...

Almond Tree Inn Hotel - Adults Only
512 Truman Ave, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...

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 ...

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 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 ...

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 ...

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 ...
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 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 ...
9.2/10 Wonderful! (1,004 reviews)
"Got this place at the last minute and was very pleasantly surprised. Its location is great, it’s clean, the pool is awesome, and the omlettes in the morning are delicious. So much nicer than the pics show."
Reviewed on Mar 27, 2025

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
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. ...
8/10 Very Good! (1,030 reviews)
"I thought the property overall was nice, the pools were well kept. I did feel that the rooms were a lot smaller than they looked online; however, the staff was very helpful! My stay was great!"
Reviewed on Mar 25, 2025

Pier House Resort & Spa
1 Duval St, Key West, FL
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. ...
9/10 Wonderful! (1,010 reviews)
"The staff was friendly and helpful. The property is not new but very well maintained. Location cannot be beat if you want to be on the water and in Old Town. It felt safe and the amenities hours overlap so you can be an early morning or late night person. Book ahead if you want Spa massage services. ..."
Reviewed on Mar 29, 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 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 ...

Duval Inn
511 Angela Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a garden, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions ...

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.
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 Southernmost Point
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- 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 Key West Shipwreck Museum
- Hotels near Audubon House and Tropical Gardens
- Hotels near Saint Mary Star of the Sea
- Hotels near Mel Fisher Maritime Museum
- Hotels near Simonton Beach
- Hotels near Key West Historic Seaport
- Hotels near Curry Mansion Museum
- Hotels near Key West Cemetery
- Hotels near Schooner Western Union
- 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)
- Gulf of Mexico Hotels (536.15 mi)
- Southeastern United States Hotels (586.07 mi)
- Raccoon Key Hotels (4.3 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)
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 Gulf of Mexico
- Car rentals in Southeastern United States
- Car rentals in Raccoon Key
- Car rentals in Dredgers Key
- Car rentals in Cow Key
- Car rentals in Lower Keys
- Car rentals in Fleming Key
- Car rentals in The South
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Key West Historic District
- Southernmost Beach Resort
- Pier House Resort & Spa
- Casa Marina Key West, Curio Collection by Hilton
- La Concha Key West, Autograph Collection
- Hyatt Centric Key West Resort and Spa
- The Reach Key West, Curio Collection by Hilton
- NYAH Key West - Adults Only
- The Southernmost Inn - Adults Only
- Southwinds Motel
- Eden House
- The Marker Key West Harbor Resort
- Heron House Court - Adult Only
- Heron House - Adult Only