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Featured Key West Family Hotels
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool ...
Santa Maria Suites
1401 Simonton St Key West FL
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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 ...
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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (2,960 reviews)
Nice clean room, scenic views, accessible area
Reviewed on Dec 30, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,813 reviews)
The hotel is perfect for the price. Only disappointment was show service which might be due to the holiday season.
Reviewed on Jan 1, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,297 reviews)
Great place to view sun rise from, great pool and bar area, close to Duval street!! the breakfast and staff were excellent!
Reviewed on Dec 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
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
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. ...
Alexander Palms Court
715 South St Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms 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.
- Top Hotels by Star Rating
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Hotels by Star Rating
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- Hotels with a Pool in Key West
- Beach Hotels in Key West
- Historic Hotels in Key West
- Hotels with Free Parking in Key West
- Romantic Hotels in Key West
- Apartment Hotel in Key West
- Hotels with Hot Tubs in Key West
- Luxury Hotels in Key West
- Resorts & Hotels with Spas in Key West
- Hotel Wedding Venues in Key West
Other Accommodation Types
Top Points of Interests in Key West
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near Dry Tortugas National Park
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Golf Club
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Tropical Forest and Botanical Garden
- 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 Fort Jefferson
Cities near Key West
- Florida Keys Hotels (43.43 mi)
- Summerland Key Hotels (23.6 mi)
- Big Pine Key Hotels (29.23 mi)
- Stock Island Hotels (4.05 mi)
- South Florida Hotels (134.72 mi)
- Cudjoe Key Hotels (20.7 mi)
- Sugarloaf Key Hotels (16.95 mi)
- Little Torch Key Hotels (26.99 mi)
- Ramrod Key Hotels (25.45 mi)
- Raccoon Key Hotels (4.54 mi)
- Southeastern United States Hotels (586.1 mi)
- Dredgers Key Hotels (2.63 mi)
- Cow Key Hotels (3.84 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Lower Keys Hotels (21.17 mi)
- Fleming Key Hotels (1.79 mi)
- Big Torch Key Hotels (25.39 mi)
- No Name Key Hotels (31.44 mi)
- The South Hotels (780.85 mi)