Cutthroat Harbor Estates, FL
Summerland Key
Visit Cutthroat Harbor Estates
Cutthroat Harbor Estates Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ₩129,297 per night from Sep 8 to Sep 9
₩129,297
₩274,183 total
Sep 8 - Sep 9
includes taxes & fees
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. ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ₩147,604 per night from Sep 7 to Sep 8
₩147,604
₩241,775 total
Sep 7 - Sep 8
includes taxes & fees
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 ...
8.6/10 Excellent! (2,657 reviews)
"Property was beautiful, clean, and very well organized. Shuttle was free and convenient. It was also away from the crazy seaweed smell situation they have going on there during summer."
Reviewed on Sep 6, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ₩137,306 per night from Sep 21 to Sep 22
₩137,306
₩239,303 total
Sep 21 - Sep 22
includes taxes & fees
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! (1,850 reviews)
"This place is a quaint and comfortable gem in Key West. The pool area and amenities are fantastic! The staff is friendly and helpful. The place is very clean. The beds and pillows are comfortable. The food from the truck is very good. Breakfast is good. The location is great as its close enough to ..."
Reviewed on Sep 6, 2026
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
The price is ₩255,875 per night from Sep 22 to Sep 23
₩255,875
₩348,435 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ₩147,914 per night from Sep 15 to Sep 16
₩147,914
₩211,835 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,086 reviews)
"Great hotel and staff. Everything was excellent no complaints"
Reviewed on Sep 6, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
The price is ₩186,548 per night from Sep 20 to Sep 21
₩186,548
₩209,867 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,488 reviews)
"Clean, bright well kept rooms. The property was well maintained. Wonderful stay !"
Reviewed on Sep 6, 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.
Where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.
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.
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.
Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Munson Island are some notable places to visit nearby.
