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
Stay at this vacation home in Summerland Key. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the property condition ...
8.4/10 Very Good! (103 reviews)
Great location on the keys
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care ..."
Reviewed on 6 Feb 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €355 per night from 31 Mar to 1 Apr
€355
includes taxes & fees
31 Mar - 1 Apr
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. ...
8.2/10 Very Good! (1,017 reviews)
Nice quick trip
"We had a really great time for an unexpected trip to Key West. All the staff were nice and the whole facility was clean and comfortable. The heated pool felt great. We will definitely consider staying here again."
Reviewed on 22 Mar 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €372 per night from 27 Mar to 28 Mar
€372
includes taxes & fees
27 Mar - 28 Mar
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! (1,614 reviews)
"The only thing I would change is there were no laundry facilities. Otherwise it was a beautiful stay."
Reviewed on 20 Mar 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is €346 per night from 22 Apr to 23 Apr
€346
includes taxes & fees
22 Apr - 23 Apr
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! (1,004 reviews)
"Shuttle service to downtown was a plus, however limited dining options nearby and the marina is not close to beach."
Reviewed on 20 Mar 2025

Havana Cabana at Key West - Adults Only
3420 N. Roosevelt Blvd, Key West, FL
The price is €286 per night from 26 Mar to 27 Mar
€286
includes taxes & fees
26 Mar - 27 Mar
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! (1,703 reviews)
"Hands down BEST : STAFF, BAR, DINING, CLEANING CREW, AND That's NOT ENOUGH OF A Glowing Report .... They IMHO are the Upper Eschelon of HotelS"
Reviewed on 22 Mar 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is €255 per night from 3 Apr to 4 Apr
€255
includes taxes & fees
3 Apr - 4 Apr
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! (1,000 reviews)
"All"
Reviewed on 17 Mar 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.
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 Florida Keys Beaches.

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 Big Pine Key Flea Market.

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.