Hotels in Cutthroat Harbor Estates

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Top 10 Hotels in Cutthroat Harbor Estates

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1732)
"We loved staying here "
The price is S$247
includes taxes & fees
16 Jul - 17 Jul
Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1035)
"Great stay"
The price is S$195
includes taxes & fees
20 Jul - 21 Jul
Hilton Garden Inn Key West / The Keys Collection

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Would stay again "
The price is S$335
includes taxes & fees
20 Jul - 21 Jul
The Perry Hotel & Marina Key West

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

3.5 star property
8.4 out of 10, Very good, (1009)
"Great place with great staff!"
The price is S$218
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1669)
"Great stay!!!!"
The price is S$291
includes taxes & fees
29 Jun - 30 Jun
Oceans Edge Key West Resort, Hotel & Marina

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1256)
"Fantastic stay"
The price is S$257
includes taxes & fees
30 Jun - 1 Jul
Beachside Resort & Residences

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (243)
"price - clean and newly renovated boats - nice staff - easy check in/out."
Old Wooden Bridge Resort and Marina

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1001)
"Good to stay for a night ! "
The price is S$199
includes taxes & fees
29 Jun - 30 Jun
Sugar Loaf Lodge

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1174)
"We enjoyed our stay. The room was clean and the staff was friendly and helpful. "
The price is S$257
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Key West FL

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"Basic motel room with a fun tiki bar on the property. Catering to divers and snorkeling. "
The price is S$221
includes taxes & fees
15 Jul - 16 Jul
Looe Key Reef Resort

Blue Flamingo Resort Key West

4.0 star property
7.6 out of 10, Good, (1442)
"Great place, rooms are super clean and outdoor areas are so beautiful "
The price is S$264
includes taxes & fees
29 Jun - 30 Jun
Blue Flamingo Resort Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1013)
"Amazing property, very well maintained resort with great pool and close proximity to the airport. Would highly recommend!"
The price is S$467
includes taxes & fees
28 Jul - 29 Jul
Hyatt Vacation Club at Windward Pointe, Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (151)
"I love the area and the restaurant, it’s quite and relaxing "
The price is S$303
includes taxes & fees
30 Jun - 1 Jul
Aqua Lodges at Hurricane Hole Marina

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is S$491
includes taxes & fees
1 Jul - 2 Jul
Resort View 1BR Suite

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

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 Laureate Key West

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 S$483
includes taxes & fees
30 Jun - 1 Jul
Island View 1BR Residence With Balcony

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 S$1,301
includes taxes & fees
5 Jul - 6 Jul
Atlantic View Luxury Villa with Pool

Ocean Front 1BR Suite With Direct Beach Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$577
includes taxes & fees
2 Jul - 3 Jul
Ocean Front 1BR Suite With Direct Beach Access

Two Bedroom Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The roosters crowing early morning was irritating "
The price is S$757
includes taxes & fees
21 Jul - 22 Jul
Two Bedroom Residence With Balcony
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 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 Florida Keys Beaches.

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 Cook Island and Big Pine Key Flea Market.

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 76 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.