Cutthroat Harbor Estates, FL

Summerland Key



Cutthroat Harbor Estates Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ₩180,170 per night from Aug 18 to Aug 19
₩180,170
₩273,077 total
Aug 18 - Aug 19
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! (1,451 reviews)
"Great vacation with my son. Ultimate adventure was awesome. Property was nice. Room was too small for my taste, but otherwise, friendly staff, close to shopping, plenty of places to eat in the area. No laundry on site, no microwave in unit, shuttle to downtown was a bonus. Beach was too small but ..."

Reviewed on Aug 14, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ₩164,843 per night from Sep 14 to Sep 15
₩164,843
₩263,647 total
Sep 14 - Sep 15
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 ...
7.6/10 Good! (1,539 reviews)
"I was celebrating my boyfriends birthday this weekend and the staff was absolutely amazing. They were super nice especially (Jose and Joel) along with Jessie the concierge that helped us book the most awesome parasailing trip ever! They even brought us a bottle of champagne to the room and were very ..."

Reviewed on Aug 14, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ₩191,002 per night from Aug 17 to Aug 18
₩191,002
₩295,218 total
Aug 17 - Aug 18
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! (1,715 reviews)
"Beautiful place to stay with transportation to and from downtown Key West."

Reviewed on Aug 13, 2025

Oceans Edge Key West Resort, Hotel & Marina
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
The price is ₩276,928 per night from Sep 15 to Sep 16
₩276,928
₩350,650 total
Sep 15 - Sep 16
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,007 reviews)
2nd Stay-Cation
"The upside: this was our 2nd stay-cation...great. The downside: need black out curtains in the bedrooms...too much light comes through (from neighbors outside lights) to truly enjoy a good nights sleep."

Reviewed on Aug 13, 2025

Hyatt Vacation Club at Windward Pointe, Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
The price is ₩179,822 per night from Aug 21 to Aug 22
₩179,822
₩249,219 total
Aug 21 - Aug 22
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,002 reviews)
"A nice place .. they need to work a little be more with the customer service .. but in general was good"

Reviewed on Aug 14, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is ₩143,469 per night from Aug 24 to Aug 25
₩143,469
₩200,508 total
Aug 24 - Aug 25
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 ...
7.8/10 Good! (1,064 reviews)
"Nice hotel"

Reviewed on Aug 14, 2025

Hilton Garden Inn Key West / The Keys Collection
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

Default Image

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Cudjoe Gardens
Default Image

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.

Breezeswept Beach Estates
Sugarloaf Shores featuring a bay or harbor

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.

Sugarloaf Shores

Cutthroat Harbor Estates, FL