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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

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

The Perry Hotel & Marina Key West

4.0 star property
28.4 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1156)
"Will be staying here every single time we visit! "
United States
Rebecca
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1017)
"Very very nice stay! "
United States
Chloe
The price is ฿3,992
฿5,585 total
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
29.5 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1132)
"Nice hotel 🏨 staff was very helpful."
United States
MICHAEL Z
The price is ฿2,826
฿4,090 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
30.3 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (1744)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is ฿3,843
฿6,436 total
includes taxes & fees
2 Dec - 3 Dec
Havana Cabana at Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1002)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is ฿3,467
฿4,810 total
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
30.1 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1011)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ฿5,152
฿6,708 total
includes taxes & fees
1 Dec - 2 Dec
The Laureate Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
29.2 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1011)
"It was peaceful and great location"
United States
Kevin
The price is ฿8,787
฿11,343 total
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Beach House, Key West
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1004)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is ฿3,208
฿3,609 total
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1006)
"Breakfast options, a heated pool"
United States
Ricardo
The price is ฿3,493
฿4,987 total
includes taxes & fees
30 Nov - 1 Dec
Parmer's Resort
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
27.4 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1745)
"Wonderful customer service, beautiful resort, and outstanding amenities"
United States
Patrick
The price is ฿5,282
฿7,898 total
includes taxes & fees
1 Dec - 2 Dec
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1704)
"Very cool place to vacation "
United States
Gabriel
The price is ฿3,591
฿5,681 total
includes taxes & fees
1 Dec - 2 Dec
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property
29.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1272)
"Great property and location."
United States
Indraneel
The price is ฿7,097
฿7,984 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Key West FL
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 star property
13.8 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (272)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property
7.2 km from Cutthroat Harbor Estates
7.4 out of 10, Good, (1003)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
Looe Key Reef Resort
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1719)
"Great stay!"
United States
Aaron
The price is ฿3,091
฿5,301 total
includes taxes & fees
30 Nov - 1 Dec
Blue Flamingo Resort Key West
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
30 km from Cutthroat Harbor Estates
9.6 out of 10, Exceptional, (1016)
"Rooms were great, grounds everywhere were fantastic!"
United States
Raymond
The price is ฿8,236
฿10,723 total
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Windward Pointe, Key West
Restaurant
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
28.9 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿3,471
฿9,336 total
includes taxes & fees
30 Nov - 1 Dec
Aqua Lodges at Hurricane Hole Marina
Kayaking
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2.0 star property
23.4 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (158)
"Todo perfect"
Mexico
Rachel
The price is ฿12,476
฿14,036 total
includes taxes & fees
12 Dec - 13 Dec
Sunshine Key RV Resort & Marina
Exterior
Little Torch Cottages

Little Torch Cottages

2.0 star property
9.2 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
United States
William
Little Torch Cottages
Swim-up bar
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

3.5 star property
2.5 km from Cutthroat Harbor Estates
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. "
United States
Preetam
The price is ฿30,054
฿45,153 total
includes taxes & fees
23 Dec - 24 Dec
Atlantic View Luxury Villa with Pool
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.
View all properties

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.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Saddlebunch 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 Cook Island and Venture Out Keys.

Top Cutthroat Harbor Estates Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Everyone was very friendly and helpful."
Rhonda 3-night trip
Posted 17 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

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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 74 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.