Cutthroat Harbor Estates Hotels near Summerland Key

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Jul 22 - Jul 23
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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

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, (250)
"Old Wooden Bridge was one of the coolest and most relaxing spots my family and I have ever stayed at! House Boat was clean and wonderful view of the beautiful waters in Big Pine Key! Also we were greeted by Key Deer every night which was an Amazing experience! "
Old Wooden Bridge Resort and Marina
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 P7,240
P10,010 total
includes taxes & fees
Aug 18 - Aug 19
Parmer's Resort
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 P13,376
P16,477 total
includes taxes & fees
Aug 20 - Aug 21
Barnacle 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, (1003)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is P10,359
P11,654 total
includes taxes & fees
Aug 10 - Aug 11
Looe Key Reef Resort
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, (1002)
"Good to stay for a night ! "
The price is P5,659
P6,367 total
includes taxes & fees
Aug 17 - Aug 18
Sugar Loaf Lodge
Little Torch Cottages
Enjoy ocean views from the hotel's beachfront balconies, with access to the beach via the wooden pier.

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages
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 P34,031
P58,292 total
includes taxes & fees
Aug 2 - Aug 3
Atlantic View Luxury Villa with Pool
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
8.8 out of 10, Excellent, (1691)
"This is a fantastic resort. "
The price is P12,093
P16,956 total
includes taxes & fees
Jul 28 - Jul 29
Oceans Edge Key West Resort, Hotel & Marina
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, (1015)
"Would stay again for sure"
The price is P6,345
P8,743 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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)
"Good hotel and it includes breakfast!"
The price is P5,899
P8,244 total
includes taxes & fees
Jul 28 - Jul 29
Hilton Garden Inn Key West / The Keys Collection
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
9.4 out of 10, Exceptional, (1006)
"Nice room and pool"
The price is P15,319
P18,842 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Vacation Club at Windward Pointe, Key West
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, (1198)
"Great place "
The price is P9,660
P12,797 total
includes taxes & fees
Aug 20 - Aug 21
Hampton Inn Key West FL
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, (1481)
"Clean, great accommodations."
The price is P6,953
P11,037 total
includes taxes & fees
Aug 20 - Aug 21
Blue Flamingo Resort 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, (1007)
"It was a wonderful stay! "
The price is P13,847
P17,186 total
includes taxes & fees
Aug 11 - Aug 12
Hyatt Vacation Club at Beach House, 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, (1039)
"Great view, restaurants on site, clean rooms. "
The price is P9,485
P13,992 total
includes taxes & fees
Aug 20 - Aug 21
The Perry Hotel & Marina Key West
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We loved it there and are already planning next years trip!"
The price is P10,232
P13,119 total
includes taxes & fees
Aug 21 - Aug 22
The Laureate 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, (158)
"Such a unique stay and affordable!"
The price is P3,552
P13,583 total
includes taxes & fees
Jul 24 - Jul 25
Aqua Lodges at Hurricane Hole Marina
Grand Marina Suite by Brightwild Waterfront
Relax by the pool surrounded by palm trees and lounge chairs.

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is P24,105
P41,016 total
includes taxes & fees
Aug 20 - Aug 21
Grand Marina Suite by Brightwild Waterfront
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, (1003)
"Pool was great"
The price is P7,394
P10,247 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree Resort by Hilton Grand Key - Key West
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, (1366)
"Beautiful place."
The price is P7,665
P11,518 total
includes taxes & fees
Aug 4 - Aug 5
Beachside Resort & Residences
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 map

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 map

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 map

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.

Top Cutthroat Harbor Estates Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"We enjoyed our stay at the Perry. They offered everything we needed! Clean rooms & pool, super staff, great food & transportation! Will definitely recommend the Perry Hotel. "
Jesse 4-night trip
Posted 15 hours ago
The Perry Hotel & Marina Key West

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travelers to Summerland Key's Cutthroat Harbor Estates neighborhood will be sure to enjoy a stay in this neighborhood.

How many hotels will I find in Cutthroat Harbor Estates?

Expedia has 77 hotels and other accommodations in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Cutthroat Harbor Estates.

Where can I learn more about changing or cancelling my trip to Cutthroat Harbor Estates?

For more details about changing or cancelling your trip to Cutthroat Harbor Estates, click here.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key, and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.