Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is RM988 per night from 4 Jan to 5 Jan
RM988
per night
4 Jan - 5 Jan
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,806 reviews)
Clean, beautiful room. Very friendly and accommodating staff. Shuttle was great too!
Reviewed on 21 Dec 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is RM987 per night from 8 Jan to 9 Jan
RM987
per night
8 Jan - 9 Jan
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! (1,770 reviews)
Get together with other guest and tv sport.
Reviewed on 18 Dec 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is RM1,028 per night from 11 Jan to 12 Jan
RM1,028
per night
11 Jan - 12 Jan
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! (1,751 reviews)
Breakfast was not served. There is no beach access. Everything else was great.
Reviewed on 17 Dec 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is RM975 per night from 4 Jan to 5 Jan
RM975
per night
4 Jan - 5 Jan
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! (1,000 reviews)
The room was clean and comfortable. Pool area was fabulous! Staff was friendly and helpful too
Reviewed on 17 Dec 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is RM1,060 per night from 8 Jan to 9 Jan
RM1,060
per night
8 Jan - 9 Jan
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! (1,175 reviews)
Great room and friendly staff. We enjoyed our stay and our dinner, the trivia contest in the lobby was fun, too.
Reviewed on 16 Dec 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is RM1,210 per night from 5 Jan to 6 Jan
RM1,210
per night
5 Jan - 6 Jan
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! (1,729 reviews)
Shuttle service was well run and appreciated that they have that service.
Reviewed on 14 Dec 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 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 Crab Key.

Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.
