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 $218 total per night from Jul 20 to Jul 21
$218 total
per night
Jul 20 - Jul 21
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! (1,339 reviews)
"My husband and I stayed at this property for 2 nights and we loved it. We booked a one suite bedroom with balcony view and it was very spacious. The beds were comfortable but the pillows were too soft. That was the only downfall. Other than that, everything was great! Will be back"
Reviewed on Jul 16, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is $193 total per night from Aug 17 to Aug 18
$193 total
per night
Aug 17 - Aug 18
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 ...
7.6/10 Good! (1,453 reviews)
"I had a great time during my stay! I had some business to take care of and the office staff assisted with copies and scanning! They were awesome!"
Reviewed on Jul 16, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is $251 total per night from Aug 10 to Aug 11
$251 total
per night
Aug 10 - Aug 11
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! (1,682 reviews)
Friendly staff.
"Very good. Nice hotel/resot. Clean and very accommodating."
Reviewed on Jul 13, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
The price is $225 total per night from Jul 21 to Jul 22
$225 total
per night
Jul 21 - Jul 22
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! (1,752 reviews)
"Amazing time. Clean, very nice staff"
Reviewed on Jul 15, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is $153 total per night from Jul 27 to Jul 28
$153 total
per night
Jul 27 - Jul 28
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! (1,037 reviews)
"Good hotel and it includes breakfast!"
Reviewed on Jul 13, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $245 total per night from Aug 12 to Aug 13
$245 total
per night
Aug 12 - Aug 13
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! (1,027 reviews)
"The hotel was clean, the staff was friendly and there are a couple of options for food and drinks. The shuttle service was great. It drives you to the downtown area of key west where there is a lot of things to do. The drivers know the area so ask them for recommendations on food and places to go. ..."
Reviewed on Jul 15, 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, Cook Island and Big Pine Key Flea Market 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.
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