Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our ...
8.2/10 Very Good! (114 reviews)
"Great place to get away. House and property were nice. If your bring a boat, you have to watch the tides. Flats or a smaller bay boat will be fine. Had a 21 foot center console. Low tide you just have to take it slow out to the channel. Great options for docking your boat. A lot of space for boat ..."
Reviewed on 1 Jun 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is €172 per night from 2 Sept to 3 Sept
€172
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,457 reviews)
"Great pool"
Reviewed on 15 Aug 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is €129 per night from 27 Aug to 28 Aug
€129
27 Aug - 28 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,064 reviews)
"Nice hotel"
Reviewed on 14 Aug 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is €162 per night from 16 Sept to 17 Sept
€162
16 Sept - 17 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,540 reviews)
Good
"At first we were given a room on the first floor that smelled of mildew, had wet ceilings dripping onto the bed and floors we had to go to the receptionist and tell them we could not stay in that room. We were then given a room on a better side of the hotel. We got upgraded to ocean view and the ..."
Reviewed on 15 Aug 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €198 per night from 24 Aug to 25 Aug
€198
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,718 reviews)
"Friendly staff, had a couple minor issues in our room but contacted front desk and things were taken care of immediately! Lots of activities located on property (kayaks, paddle boards, bicycles, & pools). This is located away from the hustle and bustle of Key West so it’s quiet. The shuttle is a ..."
Reviewed on 15 Aug 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is €223 per night from 16 Sept to 17 Sept
€223
16 Sept - 17 Sept
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,007 reviews)
"Very comfortable accommodations and bedding was comfortable as well. The pool was nice and the drinks from the outdoor concession were great."
Reviewed on 16 Aug 2025
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 Venture Out Keys.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.
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.