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 13 Aug to 14 Aug
€477
13 Aug - 14 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
The price is €174 per night from 11 Aug to 12 Aug
€174
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! (1,425 reviews)
"Great property. Clean. Great pool."
Reviewed on 4 Aug 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is €159 per night from 3 Sept to 4 Sept
€159
3 Sept - 4 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! (1,518 reviews)
"Our stay was great the place was very clean also children friendly environment had a lots of games, the staff was great and we had a lot of fun."
Reviewed on 3 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is €125 per night from 24 Aug to 25 Aug
€125
24 Aug - 25 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! (1,051 reviews)
"The roosters were a big issue. To be awakening at 5 am to roosters were a bit too"
Reviewed on 4 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €223 per night from 10 Aug to 11 Aug
€223
10 Aug - 11 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! (1,709 reviews)
"Great staff , easy to get around , beautiful marina"
Reviewed on 4 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! (1,014 reviews)
"Very nice"
Reviewed on 5 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 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.