A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates Hotels, Summerland Key

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Our top choices for Cutthroat Harbor Estates hotels

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, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is NZ$487
includes taxes & fees
8 July - 9 July
Old Wooden Bridge Resort and Marina

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1,001 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is NZ$337
includes taxes & fees
26 July - 27 July
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
7.2 km from Cutthroat Harbor Estates
7.6 out of 10, Good, (1,002 reviews)
"Staff was great rooms were clean well worth it "
United States
Dwain
The price is NZ$311
includes taxes & fees
1 July - 2 July
Looe Key Reef Resort

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,310 reviews)
"It was overall a very nice place to stay."
United States
Molly
The price is NZ$444
includes taxes & fees
6 July - 7 July
Beachside Resort & Residences

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
8.4 out of 10, Very good, (1,045 reviews)
"Very clean, great pool and staff"
United States
Clara
The price is NZ$353
includes taxes & fees
14 July - 15 July
DoubleTree Resort by Hilton Grand Key - Key West

Barnacle Resort

Barnacle Resort
3.0 star property
13.3 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (49 reviews)
"The room was beautiful; very clean and spacious. The property was in an excellent location, tucked away on a private beach and the key deer were adorable. It was an easy drive to both Marathon and Key West. Would definitely stay here again. "
United States
Sara
The price is NZ$417
includes taxes & fees
8 July - 9 July
Barnacle Resort

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
27.5 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,862 reviews)
"We really enjoyed our stay."
United States
Robert
The price is NZ$508
includes taxes & fees
28 June - 29 June
Oceans Edge Key West Resort, Hotel & Marina

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, (1,251 reviews)
"GREAT HOTEL"
United States
Jazmin
The price is NZ$324
includes taxes & fees
5 July - 6 July
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.4 out of 10, Very good, (2,456 reviews)
"great place to stay"
United States
jose
The price is NZ$349
includes taxes & fees
29 June - 30 June
Blue Flamingo Resort Key West

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, (1,119 reviews)
"Friendly helpful staff and just a beautiful place to stay."
United States
David J.
The price is NZ$757
includes taxes & fees
20 July - 21 July
Hyatt Vacation Club at Beach House, Key West

Parmer's Resort

Parmer's Resort
2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,004 reviews)
"Excellent place for a family getaway."
Canada
Dean
The price is NZ$343
includes taxes & fees
6 July - 7 July
Parmer's Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
6.1 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is NZ$1,288
includes taxes & fees
1 July - 2 July
Starlight Serenity - Hideaway w Stunning Views

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, (1,405 reviews)
"Loved everything about this hotel. Looking forward to planning another stay here."
United States
Catherine
The price is NZ$411
includes taxes & fees
13 July - 14 July
Hampton Inn Key West FL

The Laureate Key West

The Laureate Key West
3.5 star property
30.1 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (1,009 reviews)
"Very beautiful hotel"
United States
Nicole
The price is NZ$423
includes taxes & fees
5 July - 6 July
The Laureate Key West

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
9.4 out of 10, Exceptional, (1,157 reviews)
"loved our stay here!"
United States
Jennifer
The price is NZ$711
includes taxes & fees
5 July - 6 July
Hyatt Vacation Club at Windward Pointe, Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
28.8 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (190 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is NZ$449
includes taxes & fees
30 June - 1 July
Aqua Lodges at Hurricane Hole Marina

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, (1,280 reviews)
"We really loved this place!!"
United States
Sergio Alonso Garnica
The price is NZ$412
includes taxes & fees
27 July - 28 July
The Perry Hotel & Marina Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1,033 reviews)
"Wonderfull hotel"
United States
Omar
The price is NZ$307
includes taxes & fees
28 June - 29 June
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
2.5 km from Cutthroat Harbor Estates
7.4 out of 10, Good, (3 reviews)
"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 NZ$2,000
includes taxes & fees
27 July - 28 July
Atlantic View Luxury Villa with Pool

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
29.4 km from Cutthroat Harbor Estates
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is NZ$2,327
includes taxes & fees
10 July - 11 July
Coconut Mallory Marina and Resort Condo
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.

Our guide on 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.

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 Florida Keys Beaches.

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

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.

Top Cutthroat Harbor Estates Hotel Reviews

Recent Reviews in Cutthroat Harbor Estates

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.
What's a favourite hotel to stay 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 traveller data.
How many hotels are there in Cutthroat Harbor Estates?
Expedia has 70 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.

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