Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
The price is €477 per night from 4 Aug to 5 Aug
€477
4 Aug - 5 Aug
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is €173 per night from 11 Aug to 12 Aug
€173
11 Aug - 12 Aug
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! (1,410 reviews)
"Staff was very helpful, room was clean, shuttle to downtown was awesome. We loved the Tavern and Town restaurant on site. Great food and priced right at happy hour!"
Reviewed on 1 Aug 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is €167 per night from 1 Sept to 2 Sept
€167
1 Sept - 2 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! (1,499 reviews)
"Staff was great, really enjoyed our short stay."
Reviewed on 31 Jul 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €232 per night from 4 Aug to 5 Aug
€232
4 Aug - 5 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! (1,702 reviews)
"Great property with attached marina. Large, clean rooms and grounds. The pools were amazing!"
Reviewed on 1 Aug 2025

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is €242 per night from 18 Aug to 19 Aug
€242
18 Aug - 19 Aug
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! (1,005 reviews)
"Great stay away from downtown!"
Reviewed on 1 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is €131 per night from 26 Aug to 27 Aug
€131
26 Aug - 27 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! (1,043 reviews)
"Always a nice stay."
Reviewed on 30 Jul 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.
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 Cook Island and Big Pine Key Flea Market.

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.