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 ₫
per night
8 Mar - 9 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. ...
8.6/10 Excellent! (2,052 reviews)
We were celebrating my husband’s 80th birthday. The property failed to notify us that their elevators had not been working for over a month. They would not move us and so using canes my husband, our friends, and I were limited to how many times we could climb to the 4th floor room. We have email, ...
Reviewed on 6 Mar 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is 7.408.076 ₫ per night from 10 Mar to 11 Mar
7.408.076 ₫
per night
10 Mar - 11 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 ...
8.2/10 Very Good! (1,978 reviews)
Nice clean room and friendly knowledgeable staff
Reviewed on 6 Mar 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is 7.306.436 ₫ per night from 6 Apr to 7 Apr
7.306.436 ₫
per night
6 Apr - 7 Apr
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! (1,708 reviews)
Clean room, comfy bed
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 ₫
per night
5 Apr - 6 Apr
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! (1,224 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 8.416.791 ₫ per night from 5 Apr to 6 Apr
8.416.791 ₫
per night
5 Apr - 6 Apr
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! (1,010 reviews)
This is my second stay at doubletree! This is a great place to stay with a wonderful pool and bar…..comfortable rooms and great service! Concierge was very helpful.
Reviewed on 6 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 23 Mar to 24 Mar
13.111.523 ₫
per night
23 Mar - 24 Mar
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! (1,011 reviews)
Total grounds were beautiful. Some of the staff was a bit cranky. Issues getting a bike when tons on site. Pushy time share saleswoman. I would return. Rooms are beautiful!!!
Reviewed on 6 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.
