Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is 7.444.014 ₫ per night from 8 Mar to 9 Mar
7.444.014 ₫
10.878.839 ₫ total
8 Mar - 9 Mar
includes taxes & fees
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! (2,047 reviews)
Nice room and pool area.
Reviewed on 5 Mar 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is 7.518.862 ₫ per night from 9 Mar to 10 Mar
7.518.862 ₫
9.931.851 ₫ total
9 Mar - 10 Mar
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 ...
8.2/10 Very Good! (1,975 reviews)
We had a great stay at this resort. The location is excellent and very convenient for getting in and out. It’s right across from the ocean, so you can enjoy beautiful sea views just steps away. The resort has two swimming pools, which makes it perfect for families traveling together. The front desk ...
Reviewed on 5 Mar 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is 7.547.031 ₫ per night from 29 Mar to 30 Mar
7.547.031 ₫
10.320.759 ₫ total
29 Mar - 30 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! (1,706 reviews)
Nice place but far from attractions, restaurants & night life
Reviewed on 6 Mar 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is 9.695.057 ₫ per night from 5 Apr to 6 Apr
9.695.057 ₫
12.547.942 ₫ total
5 Apr - 6 Apr
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! (1,223 reviews)
We truly enjoyed our stay here!! Everyone was so nice!! We will definitely be back again soon
Reviewed on 5 Mar 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is 8.408.764 ₫ per night from 5 Apr to 6 Apr
8.408.764 ₫
10.343.739 ₫ total
5 Apr - 6 Apr
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 ...
8.2/10 Very Good! (1,007 reviews)
All of the above!!😀
Reviewed on 2 Mar 2026
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
The price is 13.111.523 ₫ per night from 2 Apr to 3 Apr
13.111.523 ₫
15.928.969 ₫ total
2 Apr - 3 Apr
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,008 reviews)
The room was so clean and property was absolutely beautiful 😍 Loved this place and our stay. The pool was really nice, clean, staff were super friendly.
Reviewed on 5 Mar 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.
