Search for Cheap Deals onHotels with Pools in Key West Historic District
Check Last Minute Key West Historic District Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
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
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
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
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.
- Top Hotels by Star Rating
- More Hotel Types
- Popular Neighborhoods
- Popular Attractions
- Nearby Cities
- Top Hotels
Hotels by Star Rating
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 Marker Key West Harbor Resort
- The Reach Key West, Curio Collection by Hilton
- The Southernmost Inn - Adults Only
- Southwinds Motel
- Ocean Key Resort - A Noble House Resort
- Fitch Lodge - Key West Historic Inns
- NYAH Key West - Adults Only
- Winslow's Bungalows - Key West Historic Inns
- The Palms Hotel
- Lighthouse Hotel - Key West Historic Inns