Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
The price is CA $480 per night from Feb 22 to Feb 23
CA $480
per night
Feb 22 - Feb 23
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our ...
8.2/10 Very Good! (118 reviews)
Great location. Quiet.
Reviewed on Jan 3, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is CA $437 per night from Feb 9 to Feb 10
CA $437
per night
Feb 9 - Feb 10
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 ...
8.8/10 Excellent! (1,801 reviews)
The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. ...
Reviewed on Feb 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $466 per night from Feb 8 to Feb 9
CA $466
per night
Feb 8 - Feb 9
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! (1,917 reviews)
Very nice stay, staff was wonderful, rooms very nice and it was easy to get another room when our plane experience a weather delay.
Reviewed on Feb 5, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is CA $450 per night from Feb 8 to Feb 9
CA $450
per night
Feb 8 - Feb 9
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 ...
8/10 Very Good! (1,004 reviews)
Flawless.
Reviewed on Feb 2, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $441 per night from Feb 8 to Feb 9
CA $441
per night
Feb 8 - Feb 9
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,677 reviews)
Loved the ambience, the pool area, and view of water. Tv did not work at first, but was fixed within 30 minutes. Guest staff was very nice. Size of room and view was lovely, but bathroom door was damaged in corner and keurig/type coffee pot did not work. Thought resort fees were high.
Reviewed on Feb 4, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is CA $517 per night from Mar 5 to Mar 6
CA $517
per night
Mar 5 - Mar 6
Book a stay at this 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! (1,202 reviews)
The Perry Hotel was a great experience. Traveled with a friend and stayed in a Mangrove room. Rooms were clean and well cared for. Pool and outside area is clean too. Although outside of downtown, there is a free shuttle that takes you downtown. If you are planning a specific time to go into town, ...
Reviewed on Feb 1, 2026
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.
Other neighbourhoods around Cutthroat Harbor Estates
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.
