Cutthroat Harbor Estates Travel Guide
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
The price is £519 per night from 22 Feb to 23 Feb
£519
per night
22 Feb - 23 Feb
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! (121 reviews)
Everything was great!
Reviewed on 2 Feb 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is £347 per night from 24 Mar to 25 Mar
£347
per night
24 Mar - 25 Mar
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! (1,805 reviews)
Room was spotless, light airy feel throughout the space. The view out our balcony elevated our entire stay! Attention to details upon arrival, soft music playing on the tv with a personalized welcome greeting. Resort was beautiful and well maintained, their landscaping was eye candy for this Ohio ...
Reviewed on 13 Feb 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is £285 per night from 22 Mar to 23 Mar
£285
per night
22 Mar - 23 Mar
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! (1,946 reviews)
Great place
Reviewed on 18 Feb 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is £319 per night from 24 Mar to 25 Mar
£319
per night
24 Mar - 25 Mar
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! (1,013 reviews)
I felt like I was in heaven thanks to the wonderful pool staff and the lovely ladies who checked us in. The incredible drivers took us smoothly around town. I can't wait to return next year. The young lady at the restaurant was fantastic, and Bobby, who served us drinks by the pool, was great fun. ...
Reviewed on 18 Feb 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is £319 per night from 23 Mar to 24 Mar
£319
per night
23 Mar - 24 Mar
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)
Staff was friendly room was clean food truck had tasty food. Pool was fantastic
Reviewed on 14 Feb 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is £321 per night from 1 Mar to 2 Mar
£321
per night
1 Mar - 2 Mar
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. ...
8.4/10 Very Good! (1,992 reviews)
Clean rooms. Helpful staff.
Reviewed on 18 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 Upper Sugarloaf Sound and Florida Keys Beaches.
