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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,330 reviews)
"😎"
Reviewed on Jul 12, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,629 reviews)
"Everyone at Southern most was friendly and the property was great. We would definitely come back again but we would not drive"
Reviewed on Jul 15, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,462 reviews)
"Very clean , breakfast great"
Reviewed on Jul 14, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,682 reviews)
Friendly staff.
"Very good. Nice hotel/resot. Clean and very accommodating."
Reviewed on Jul 13, 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,750 reviews)
"The rooms are more like a condo with space to move around. We were on the end and it was very quiet. Room service was great and friendly. They made sure we had everything we needed. A welcoming cocktail and daily cookies were yummy. We enjoyed the iguanas throughout the property and even gave a couple ..."
Reviewed on Jul 13, 2025

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,136 reviews)
"Good location. Nice staff"
Reviewed on Jul 11, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,756 reviews)
"Great hotel great experience the staff amazing I ll come back soon!"
Reviewed on Jul 13, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
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 ...
7.6/10 Good! (1,045 reviews)
"Good hotel and it includes breakfast!"
Reviewed on Jul 13, 2025

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (230 reviews)
"Room with balcony and ocean view the best. Staff was very nice and always kind and helpful. Breakfast buffet had a great variety with an omelet station.It was all you could eat and worth every penny. The beach was clean with beach longe chairs. Valet parking personnel took care of our new vehicle ..."
Reviewed on Jul 13, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,022 reviews)
"Staff was great and super helpful, bars and restaurants were great and the guest relations was outstanding"
Reviewed on Jul 13, 2025

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,014 reviews)
"Staff was very pleasant"
Reviewed on Jul 12, 2025

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
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. ...
9/10 Wonderful! (1,021 reviews)
"Beautiful and clean. Perfect vacation spot."
Reviewed on Jul 12, 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.
Top Booked Hotels in Fleming Key
- Beachside Resort & Residences
- Southernmost Beach Resort and Guesthouses
- Blue Flamingo Resort Key West
- Oceans Edge Key West Resort, Hotel & Marina
- Fairfield Inn and Suites by Marriott Key West
- Havana Cabana at Key West
- Hilton Garden Inn Key West / The Keys Collection
- Casa Marina Key West, Curio Collection by Hilton
- The Perry Hotel & Marina Key West
- The Reach Key West, Curio Collection by Hilton
- Parrot Key Hotel & Villas
- La Concha Key West, Autograph Collection
- Hampton Inn Key West FL
- Ibis Bay Beach Resort
- Pier House Resort & Spa
- Hotels near Duval Street
- Hotels near Southernmost Point
- Hotels near Mallory Square
- Hotels near Smathers Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Golf Club
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum