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

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is ¥20,616 per night from Jun 16 to Jun 17
¥20,616
¥30,489 total
Jun 16 - Jun 17
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! (1,168 reviews)
"Outstanding suite. Clean, friendly and helpful staff. Will definitely be back next year."
Reviewed on Jun 10, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ¥20,948 per night from Jun 24 to Jun 25
¥20,948
¥37,470 total
Jun 24 - Jun 25
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! (1,663 reviews)
"Great property and loved the shuttle service with Mr. Robert."
Reviewed on Jun 9, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is ¥14,868 per night from Jun 29 to Jun 30
¥14,868
¥20,779 total
Jun 29 - Jun 30
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 ...
7.6/10 Good! (1,027 reviews)
"The staff at the reception and throughout the property were excellent--friendly, professional and helpful. The facility was clean, well landscaped, and comfortable. My only complaints were: I the TV was very hard to operate, there was no hot water in the shower, and when I tried to call the front ..."
Reviewed on Jun 13, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is ¥24,089 per night from Jun 29 to Jun 30
¥24,089
¥35,746 total
Jun 29 - Jun 30
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,007 reviews)
"The hotel was very nice clean and good food."
Reviewed on Jun 10, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
The price is ¥17,817 per night from Jun 29 to Jun 30
¥17,817
¥30,319 total
Jun 29 - Jun 30
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,729 reviews)
"Overall we had a good time, with a few inconveniences during our stay, such as a power failure, the hotel alarms going off, and there was no internet, which meant we had to pay in cash at the bar. One of the staff was a bit uncomfortable, and there was no music in the pool."
Reviewed on Jun 12, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥18,554 per night from Jul 14 to Jul 15
¥18,554
¥28,978 total
Jul 14 - Jul 15
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 ...
7.4/10 Good! (1,428 reviews)
"Good"
Reviewed on Jun 13, 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 neighborhoods around Cutthroat Harbor Estates

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, 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.