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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

Havana Cabana at Key West
Relax by the pool surrounded by palm trees and thatched umbrellas, with lounge chairs and a fun flamingo float.

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1763)
"Great place! "
The price is £177
includes taxes & fees
18 Aug - 19 Aug
Havana Cabana at Key West
The Perry Hotel & Marina Key West
Relax by the serene pool surrounded by palm trees and lounge chairs, with a marina in the background offering access to water activities.

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1050)
"Great view, restaurants on site, clean rooms. "
The price is £173
includes taxes & fees
19 Aug - 20 Aug
The Perry Hotel & Marina Key West
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1044)
"Always a nice stay. "
The price is £109
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West
Relax by the resort pool surrounded by palm trees and lounge chairs.

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1002)
"There is some construction happening but it didn't really interfere with our stay. Pool was fantastic "
The price is £135
includes taxes & fees
20 Aug - 21 Aug
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Beach House, Key West
Relax by the resort pool surrounded by lush greenery and lounge chairs.

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1002)
"It was a wonderful stay! "
The price is £191
includes taxes & fees
1 Sept - 2 Sept
Hyatt Vacation Club at Beach House, Key West
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Dine al fresco amidst lush greenery and a serene garden setting.

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1002)
"Would stay again for sure"
The price is £109
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1702)
"Amazing place to stay! "
The price is £174
includes taxes & fees
12 Aug - 13 Aug
Oceans Edge Key West Resort, Hotel & Marina
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Good to stay for a night ! "
The price is £84
includes taxes & fees
10 Aug - 11 Aug
Sugar Loaf Lodge
Beachside Resort & Residences
Relax by the pool surrounded by palm trees and take in the view of the ocean.

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1412)
"We really enjoyed our stay I will stay again!"
The price is £153
includes taxes & fees
18 Aug - 19 Aug
Beachside Resort & Residences
Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1196)
"Great place "
The price is £147
includes taxes & fees
26 Aug - 27 Aug
Hampton Inn Key West FL
Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice place."
The price is £127
includes taxes & fees
26 Aug - 27 Aug
Parmer's Resort
Looe Key Reef Resort
Relax amidst lush greenery and palm trees, surrounded by serene structures and a peaceful walkway.

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is £162
includes taxes & fees
10 Aug - 11 Aug
Looe Key Reef Resort
Blue Flamingo Resort Key West
Relax by the serene pool surrounded by lush greenery and palm trees.

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1509)
"Staff was great, really enjoyed our short stay. "
The price is £146
includes taxes & fees
1 Sept - 2 Sept
Blue Flamingo Resort Key West
Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1004)
"Nice room and pool"
The price is £212
includes taxes & fees
18 Aug - 19 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is £181
includes taxes & fees
12 Aug - 13 Aug
Aqua Lodges at Hurricane Hole Marina
Resort View 1BR Suite
Relax on the beach with sun loungers aligned along the shoreline, surrounded by palm trees and a tranquil atmosphere.

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is £258
includes taxes & fees
26 Aug - 27 Aug
Resort View 1BR Suite
Atlantic View Luxury Villa with Pool
Relax by the serene pool surrounded by lush greenery and a white picket fence.

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is £772
includes taxes & fees
2 Aug - 3 Aug
Atlantic View Luxury Villa with Pool
Island View 1BR Residence With Balcony
Relax on the beach with sun loungers and scenic views of the calm sea and distant island.

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is £251
includes taxes & fees
19 Aug - 20 Aug
Island View 1BR Residence With Balcony
Barnacle Resort
Relax in a serene outdoor space with ocean views, a round table, and two wicker chairs.

Barnacle Resort

3.0 star property
8.2 out of 10, Very good, (39)
"Perfect place for a quiet getaway."
The price is £213
includes taxes & fees
20 Aug - 21 Aug
Barnacle Resort
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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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.
Sugarloaf Shores map

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens map

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

Top Cutthroat Harbor Estates Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Beautiful property! The pools were a little dirty during our stay but nothing too bad! "
Mary 4-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West