Cutthroat Harbor Estates, FL
Summerland Key


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Cutthroat Harbor Estates Hotel Deals

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ₩184,481 per night from Nov 30 to Dec 1
₩184,481
₩292,336 total
Nov 30 - Dec 1
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 ...

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ₩167,236 per night from Nov 16 to Nov 17
₩167,236
₩263,336 total
Nov 16 - Nov 17
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! (2,798 reviews)
"A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never ..."
Reviewed on Nov 15, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ₩180,738 per night from Nov 29 to Nov 30
₩180,738
₩248,448 total
Nov 29 - Nov 30
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! (1,144 reviews)
"Staff was excellent"
Reviewed on Nov 14, 2026

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
The price is ₩179,268 per night from Nov 29 to Nov 30
₩179,268
₩239,267 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (1,207 reviews)
"Emergency stay due to FAA groundstop. Thankful to get a room."
Reviewed on Nov 15, 2026

Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
The price is ₩180,952 per night from Nov 17 to Nov 18
₩180,952
₩281,775 total
Nov 17 - Nov 18
includes taxes & fees
Book a stay at this 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 ...
9/10 Wonderful! (1,797 reviews)
"The shuttle to downtown is a great perk. The room was great. The hotel itself is great. Unfortunately we ordered food from the attached restaurant to our room. That was a little disappointing. We ordered tuna nachos, mofongo pork and a piece of chocolate cake. The nachos came with 6 chips and the ..."
Reviewed on Nov 14, 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 Big Pine Key Flea Market are some notable places to visit nearby.




