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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

Our top choices for Cutthroat Harbor Estates hotels

The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1085)
"Great rooms awesome service beautiful pool!"
The price is ฿3,567
฿5,857 total
includes taxes & fees
21 Sept - 22 Sept
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 pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1001)
"Staff was great and property was extremely clean at all times. Very well maintained"
The price is ฿3,567
฿5,096 total
includes taxes & fees
14 Sept - 15 Sept
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1754)
"Loved this place. The vibe was all the way there. I will be visiting again soon and this is where we will be staying."
The price is ฿3,940
฿6,527 total
includes taxes & fees
21 Sept - 22 Sept
Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1074)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ฿3,517
฿4,859 total
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Key West / The Keys Collection
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, (1000)
"Nice resort, great location. "
The price is ฿6,640
฿8,914 total
includes taxes & fees
15 Sept - 16 Sept
Hyatt Vacation Club at Beach House, 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, (1001)
"Great hotel and service "
The price is ฿5,100
฿6,640 total
includes taxes & fees
9 Sept - 10 Sept
The Laureate Key West
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, (1718)
"Amazing place to stay! "
The price is ฿5,697
฿8,278 total
includes taxes & fees
16 Sept - 17 Sept
Oceans Edge Key West Resort, Hotel & 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 ฿3,245
฿4,697 total
includes taxes & fees
8 Sept - 9 Sept
Parmer's Resort
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Great sleep"
The price is ฿3,176
฿3,573 total
includes taxes & fees
8 Sept - 9 Sept
Sugar Loaf Lodge
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1226)
"Was an amazing stay"
The price is ฿4,138
฿5,738 total
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Key West FL
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, (1001)
"Would stay again for sure"
The price is ฿3,047
฿4,329 total
includes taxes & fees
14 Sept - 15 Sept
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1517)
"Beautiful place, convenient and friendly staff"
The price is ฿4,821
฿7,048 total
includes taxes & fees
8 Sept - 9 Sept
Beachside Resort & Residences
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is ฿10,186
฿11,459 total
includes taxes & fees
20 Sept - 21 Sept
Looe Key Reef Resort
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, (1001)
"Love this place "
The price is ฿6,994
฿9,312 total
includes taxes & fees
16 Sept - 17 Sept
Hyatt Vacation Club at Windward Pointe, Key West
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1576)
"Great resort. "
The price is ฿3,790
฿6,068 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West
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 ฿3,054
฿7,947 total
includes taxes & fees
8 Sept - 9 Sept
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
The price is ฿3,147
฿8,917 total
includes taxes & fees
9 Sept - 10 Sept
Aqua Lodges at Hurricane Hole Marina
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 ฿16,239
฿29,497 total
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool
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
Resort View 1BR Suite
Apartment | 1 bedroom

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is ฿7,473
฿11,136 total
includes taxes & fees
8 Sept - 9 Sept
Resort View 1BR Suite
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 for the activities you enjoy most.

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

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

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

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?

Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 75 hotels and other accommodation options 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 bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.

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.