Cutthroat Harbor Estates Travel Guide
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 ฿13,366 per night from 28 Jan to 29 Jan
฿13,366
฿17,005 total
28 Jan - 29 Jan
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! (1,785 reviews)
The room was very clean and nicely located. The staff was very friendly and accomodating.
Reviewed on 21 Jan 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿11,159 per night from 25 Jan to 26 Jan
฿11,159
฿14,302 total
25 Jan - 26 Jan
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! (1,876 reviews)
First time staying here and would stay again! Came in to do 1/2 marathon, and have to stay, staff, shuttle, and the comfy room they sold me! Do you give repeat stay discounts?
Reviewed on 20 Jan 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿9,536 per night from 25 Jan to 26 Jan
฿9,536
฿13,700 total
25 Jan - 26 Jan
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! (1,923 reviews)
The elevator was broken for most of our stay. Unfortunately, our room was on the third floor.
Reviewed on 20 Jan 2026
Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
The price is ฿15,252 per night from 23 Feb to 24 Feb
฿15,252
฿18,568 total
23 Feb - 24 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. ...
9.2/10 Wonderful! (1,010 reviews)
Nice quiet resort
Reviewed on 18 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ฿11,467 per night from 25 Jan to 26 Jan
฿11,467
฿13,949 total
25 Jan - 26 Jan
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! (1,009 reviews)
Great Place
Reviewed on 19 Jan 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is ฿11,933 per night from 17 Feb to 18 Feb
฿11,933
฿15,377 total
17 Feb - 18 Feb
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! (1,196 reviews)
It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal.
Reviewed on 17 Jan 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 Florida Keys Beaches.
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.
