Cutthroat Harbor Estates, FL
Summerland Key
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Cutthroat Harbor Estates Hotel Deals

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! (115 reviews)
"Great experience"
Reviewed on Aug 6, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is ¥18,446 per night from Sep 2 to Sep 3
¥18,446
¥28,219 total
Sep 2 - Sep 3
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! (1,479 reviews)
"The property was excellent, located in the heart of everything!! 😍"
Reviewed on Aug 23, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ¥24,728 per night from Sep 1 to Sep 2
¥24,728
¥36,392 total
Sep 1 - Sep 2
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! (1,729 reviews)
"Excellent service"
Reviewed on Aug 25, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is ¥15,792 per night from Sep 2 to Sep 3
¥15,792
¥21,914 total
Sep 2 - Sep 3
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! (1,070 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on Aug 18, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is ¥16,807 per night from Sep 25 to Sep 26
¥16,807
¥27,202 total
Sep 25 - Sep 26
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 ...
7.8/10 Good! (1,562 reviews)
"I loved my overall stay with the hotel I recommend it to anyone 👍"
Reviewed on Aug 25, 2025

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway, Key West, FL
The price is ¥28,450 per night from Sep 16 to Sep 17
¥28,450
¥38,641 total
Sep 16 - Sep 17
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (978 reviews)
"Out of the world experience. The bathroom and kitchen were luxurious and we loved our stay."
Reviewed on Aug 26, 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 neighborhoods around Cutthroat Harbor Estates

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.