Cutthroat Harbor Estates
Summerland Key



Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is RM1,427 per night from 9 Feb to 10 Feb
RM1,427
RM1,851 total
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! (1,792 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 3 Feb 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is RM1,518 per night from 8 Feb to 9 Feb
RM1,518
RM1,929 total
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! (1,914 reviews)
The staff was friendly and helpful. The rooms were clean loved the art work. We had so much fun singing karaoke! We played ping pong relaxed at the pool and enjoyed having Starbucks in the lobby.
Reviewed on 4 Feb 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is RM1,450 per night from 8 Feb to 9 Feb
RM1,450
RM1,764 total
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

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is RM1,487 per night from 1 Mar to 2 Mar
RM1,487
RM1,919 total
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

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is RM1,400 per night from 8 Mar to 9 Mar
RM1,400
RM1,857 total
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! (1,685 reviews)
Very nice family oriented place.
Reviewed on 2 Feb 2026

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
The price is RM1,918 per night from 21 Feb to 22 Feb
RM1,918
RM2,335 total
21 Feb - 22 Feb
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and concierge services. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.4/10 Exceptional! (1,013 reviews)
Beautiful rooms
Reviewed on 3 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.
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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.
