Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the property condition in their ...
8.2/10 Very Good! (118 reviews)
Great location. Quiet.
Reviewed on 3 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €399 per night from 9 Feb to 10 Feb
€399
9 Feb - 10 Feb
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
8.8/10 Excellent! (1,801 reviews)
Good location and service
Reviewed on 1 Feb 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €416 per night from 8 Feb to 9 Feb
€416
8 Feb - 9 Feb
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8/10 Very Good! (1,915 reviews)
Great property! We had a junior suite and it was extremely spacious. The staff was very nice and the free shuttle to Duval St was a great perk. My only complaint was that nobody, but nobody told you to make a reservation for the free shuttle. I talked to multiple people at the front desk, concierge ...
Reviewed on 1 Feb 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is €373 per night from 8 Feb to 9 Feb
€373
8 Feb - 9 Feb
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8/10 Very Good! (1,004 reviews)
Flawless.
Reviewed on 2 Feb 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is €401 per night from 8 Mar to 9 Mar
€401
8 Mar - 9 Mar
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,684 reviews)
Great location, quiet, friendly
Reviewed on 31 Jan 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is €414 per night from 1 Mar to 2 Mar
€414
1 Mar - 2 Mar
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
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 1 Feb 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
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Newfound Harbor Keys.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
