Find hotels in Cutthroat Harbor Estates, Summerland Key from ￥13,702

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Aug 29 - Aug 30
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Discover 1,379 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Cutthroat Harbor Estates hotels

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
The price is ￥13,722
￥36,148 total
includes taxes & fees
Sep 8 - Sep 9
Old Wooden Bridge Resort and Marina
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great place all around, will be going back in the future!"
The price is ￥15,747
￥22,514 total
includes taxes & fees
Sep 8 - Sep 9
Parmer's Resort
Barnacle Resort
Flat-screen TV

Barnacle Resort

3.0 star property
8.2 out of 10, Very Good, (40)
"Perfect place for a quiet getaway."
The price is ￥30,303
￥37,767 total
includes taxes & fees
Sep 3 - Sep 4
Barnacle Resort
Looe Key Reef Resort
Exterior

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 ￥45,500
￥51,187 total
includes taxes & fees
Sep 20 - Sep 21
Looe Key Reef Resort
Little Torch Cottages
Exterior

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
Swim-up bar

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 ￥74,434
￥135,200 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic View Luxury Villa with Pool
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
The price is ￥14,556
￥16,376 total
includes taxes & fees
Sep 1 - Sep 2
Sugar Loaf Lodge
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1016)
"Nice resort, great location. "
The price is ￥25,354
￥35,139 total
includes taxes & fees
Sep 15 - Sep 16
Hyatt Vacation Club at Beach House, Key West
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

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

3.5 star property
8.4 out of 10, Very Good, (1008)
"Would stay again for sure"
The price is ￥16,320
￥22,487 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1731)
"Amazing place to stay! "
The price is ￥24,848
￥36,505 total
includes taxes & fees
Sep 1 - Sep 2
Oceans Edge Key West Resort, Hotel & Marina
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1019)
"Love this place "
The price is ￥29,668
￥40,004 total
includes taxes & fees
Sep 16 - Sep 17
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1226)
"Was an amazing stay"
The price is ￥17,683
￥24,855 total
includes taxes & fees
Sep 4 - Sep 5
Hampton Inn Key West FL
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is ￥13,702
￥15,414 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Lodges at Hurricane Hole Marina
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1570)
"I would love to stay there again! "
The price is ￥16,759
￥27,124 total
includes taxes & fees
Sep 28 - Sep 29
Blue Flamingo Resort 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, (1002)
"Great hotel and service "
The price is ￥26,318
￥33,745 total
includes taxes & fees
Sep 1 - Sep 2
The Laureate Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1077)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ￥15,747
￥21,852 total
includes taxes & fees
Sep 4 - Sep 5
Hilton Garden Inn Key West / The Keys Collection
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1077)
"This property was beautiful and everyone was very friendly it’s an amazing option !!!"
The price is ￥18,702
￥29,521 total
includes taxes & fees
Sep 14 - Sep 15
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free cabanas, sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1004)
"Staff was great and property was extremely clean at all times. Very well maintained"
The price is ￥17,829
￥25,019 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree Resort by Hilton Grand Key - Key West
Grand Marina Suite by Brightwild Waterfront
Apartment | 2 bedrooms

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is ￥61,968
￥105,442 total
includes taxes & fees
Sep 7 - Sep 8
Grand Marina Suite by Brightwild Waterfront
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1762)
"Best hotel in Key West super affordable and great hotel. The pool and the bar are the best "
The price is ￥19,271
￥31,313 total
includes taxes & fees
Sep 14 - Sep 15
Havana Cabana at Key West
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 and neighborhoods for the activities you enjoy most.
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.

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.

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.

Top Cutthroat Harbor Estates Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.

What's the best accommodation in Cutthroat Harbor Estates?

For your stay in Cutthroat Harbor Estates, Just 20 miles from Key West! Oceanfront, dockage, swimming pool is one of the top choices based on our traveler data.

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.