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
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

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is ¥20,616 per night from Jun 17 to Jun 18
¥20,616
¥30,489 total
Jun 17 - Jun 18
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! (1,183 reviews)
"M"
Reviewed on Jun 14, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ¥21,890 per night from Jun 29 to Jun 30
¥21,890
¥32,977 total
Jun 29 - Jun 30
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! (1,668 reviews)
"Great stay!!!!"
Reviewed on Jun 14, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is ¥13,715 per night from Jun 22 to Jun 23
¥13,715
¥19,482 total
Jun 22 - Jun 23
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! (1,031 reviews)
"- never added reward points to my Hilton account - way too far from all fun, may be that’s good and bad both. They provide shuttle services though."
Reviewed on Jun 16, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥18,023 per night from Jun 30 to Jul 1
¥18,023
¥28,380 total
Jun 30 - Jul 1
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

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥17,817 per night from Jun 30 to Jul 1
¥17,817
¥30,319 total
Jun 30 - Jul 1
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
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 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.