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 FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the property condition in our reviews. Popular ...
8.4/10 Very Good! (126 reviews)
Convenient to the wedding we attended.
Reviewed on 17 April 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AED 592 per night from May 25 to May 26
AED 592
per night
May 25 - May 26
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,224 reviews)
The only thing missing was a balcony
Reviewed on 11 May 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is AED 525 per night from Jun 1 to Jun 2
AED 525
per night
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,790 reviews)
The pool is infested with large iguanas that will eat your food if you leave it unattended. The iguanas fecal droppings are found around the pool as well as inside the pool making the experience disgusting.
Reviewed on 11 May 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AED 496 per night from May 25 to May 26
AED 496
per night
May 25 - May 26
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 ...
8/10 Very Good! (1,232 reviews)
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...
Reviewed on 8 May 2026

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is AED 584 per night from May 25 to May 26
AED 584
per night
May 25 - May 26
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
9.2/10 Wonderful! (1,025 reviews)
I had heard about this amazing hotel form a coworker who raved about The Laureate Hotel so I had to inquire. Boy was I absolutely satisfied. I came for my boyfriend’s birthday to get away and relax. From the helpful staff and efficient check in process I was sure to have an amazing experience. The ...
Reviewed on 8 May 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AED 621 per night from May 27 to May 28
AED 621
per night
May 27 - May 28
Book a stay at this 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. ...
8.6/10 Excellent! (2,213 reviews)
Never again
Reviewed on 10 May 2026
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, Big Pine Key Flea Market and Munson 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.
