Cutthroat Harbor Estates, FL

Summerland Key



Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West!  Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
The price is ¥32,416 per night from Jun 17 to Jun 18
¥32,416
¥77,673 total
Jun 17 - Jun 18
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 ...
8.4/10 Very Good! (113 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 Jun 1, 2025

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
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! (1,180 reviews)
"M"

Reviewed on Jun 14, 2025

Beachside Resort & Residences
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ¥21,115 per night from Jun 25 to Jun 26
¥21,115
¥37,663 total
Jun 25 - Jun 26
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

Oceans Edge Key West Resort, Hotel & Marina
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 out of 5
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

Hilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
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! (1,430 reviews)
"The reception girls are very friendly, I went to celebrate my birthday and it was wonderful since they left me champagne in my room. I would visit it again, 100% recommended"

Reviewed on Jun 14, 2025

Blue Flamingo Resort Key West
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
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

Havana Cabana at Key West
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

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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.

Cudjoe Gardens
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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.

Breezeswept Beach Estates
Sugarloaf Shores featuring a bay or harbor

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.

Sugarloaf Shores

Cutthroat Harbor Estates, FL