Search Hotels in Cutthroat Harbor Estates, Summerland Key

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Our top choices for Cutthroat Harbor Estates hotels

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
4.5 mi 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 £130
includes taxes & fees
29 Jun - 30 Jun
Looe Key Reef Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 mi from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (343 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is £204
includes taxes & fees
17 Jun - 18 Jun
Old Wooden Bridge Resort and Marina

Parmer's Resort

Parmer's Resort
2.5 star property
5.7 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,008 reviews)
"Excellent place for a family getaway."
Canada
Dean
The price is £174
includes taxes & fees
28 Jun - 29 Jun
Parmer's Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
5.6 mi from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1,002 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is £141
includes taxes & fees
8 Jun - 9 Jun
Sugar Loaf Lodge

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
18.3 mi from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1,230 reviews)
"Amazing service and Amazing location."
United States
Amanda
The price is £117
includes taxes & fees
21 Jun - 22 Jun
Hilton Garden Inn Key West / The Keys Collection

Barnacle Resort

Barnacle Resort
3.0 star property
8.3 mi from Cutthroat Harbor Estates
8.0 out of 10, Very good, (48 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 £153
includes taxes & fees
9 Jun - 10 Jun
Barnacle Resort

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
18.6 mi from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,105 reviews)
"Great location and hotel!"
United States
Lisa
The price is £304
includes taxes & fees
14 Jun - 15 Jun
Hyatt Vacation Club at Windward Pointe, Key West

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
3.8 mi from Cutthroat Harbor Estates
The price is £676
includes taxes & fees
1 Jul - 2 Jul
Starlight Serenity - Hideaway w Stunning Views

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
18.4 mi from Cutthroat Harbor Estates
8.4 out of 10, Very good, (1,031 reviews)
"Always have enjoyed staying in Key West at the Doubletree"
United States
Brenda
The price is £155
includes taxes & fees
15 Jun - 16 Jun
DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
18.3 mi from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,265 reviews)
"It was overall a very nice place to stay."
United States
Molly
The price is £169
includes taxes & fees
4 Jun - 5 Jun
Beachside Resort & Residences

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
17.6 mi from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,272 reviews)
"We really loved this place!!"
United States
Sergio Alonso Garnica
The price is £166
includes taxes & fees
17 Jun - 18 Jun
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
18.3 mi from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1,012 reviews)
"Breakfast was awesome and the pool area"
United States
Deetriss
The price is £145
includes taxes & fees
7 Jun - 8 Jun
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Laureate Key West

The Laureate Key West
3.5 star property
18.7 mi from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (1,013 reviews)
"Clean room and great staff"
Canada
Etai
The price is £154
includes taxes & fees
4 Jun - 5 Jun
The Laureate Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
18.5 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,375 reviews)
"Great stay all the way around!"
United States
Michael
The price is £156
includes taxes & fees
15 Jun - 16 Jun
Hampton Inn Key West FL

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
18.1 mi from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,080 reviews)
"Friendly helpful staff and just a beautiful place to stay."
United States
David J.
The price is £331
includes taxes & fees
17 Jun - 18 Jun
Hyatt Vacation Club at Beach House, Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
18.4 mi from Cutthroat Harbor Estates
8.4 out of 10, Very good, (2,319 reviews)
"Excellent place to stay"
United States
Ania
The price is £161
includes taxes & fees
16 Jun - 17 Jun
Blue Flamingo Resort Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
1.5 mi from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (2 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 £763
includes taxes & fees
19 Jun - 20 Jun
Atlantic View Luxury Villa with Pool

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
18.2 mi from Cutthroat Harbor Estates
The price is £349
includes taxes & fees
4 Jun - 5 Jun
Ocean Front One Bedroom Residence

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
17.9 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (187 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 £222
includes taxes & fees
9 Jun - 10 Jun
Aqua Lodges at Hurricane Hole Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
17.1 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,865 reviews)
"We really enjoyed our stay."
United States
Robert
The price is £206
includes taxes & fees
29 Jun - 30 Jun
Oceans Edge Key West Resort, Hotel & Marina
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.

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

Frequently asked questions

What are the best family hotels in Cutthroat Harbor Estates?
For a family-friendly hotel in Cutthroat Harbor Estates, consider the ISLAND PARADISE.

The ISLAND PARADISE boasts an exceptional 10.0 review rating, making it a highly recommended choice for families. This hotel offers a playground, a selection of games and books for children, and an outdoor play area, ensuring plenty of entertainment for younger guests. Additionally, rooms are equipped with sofa beds, providing extra sleeping space for families.
What are the top pet-friendly hotels in Cutthroat Harbor Estates?
For top-rated pet-friendly accommodation in Cutthroat Harbor Estates, consider the ISLAND PARADISE.

The ISLAND PARADISE, with a superb 10.0 rating, is an excellent choice for travellers with canine companions as it specifically permits dogs. This accommodation also features a kitchen, providing added convenience for preparing meals during your stay.
What are the most romantic hotels in Cutthroat Harbor Estates for couples?
For a romantic stay in Cutthroat Harbor Estates, ISLAND PARADISE is an excellent choice for couples.

This property boasts a great 10.0 review rating, ensuring a delightful experience. It offers a shared outdoor pool, a private patio or deck, and a porch or lanai, providing ample opportunities for relaxation and enjoyment together. Additionally, a kitchen is available, which can be very convenient for a romantic getaway. For those looking for extra indulgence, a hot tub is also a feature. The property is conveniently located just 1.4 km from Venture Out Keys.
When is the best time to go to Cutthroat Harbor Estates?
The best time to visit Cutthroat Harbor Estates is during the dry season, from November to April, when the weather is consistently pleasant and ideal for outdoor activities.

During these months, you can expect warm, sunny days with lower humidity and very little rainfall. This makes it great for enjoying the beaches, boating, and exploring the natural beauty of the region without the intense heat and afternoon thunderstorms common in the summer. For those seeking a comfortable and active holiday, this period offers the best conditions.

Families often find these months particularly suitable as the cooler temperatures are more comfortable for children to enjoy the outdoor attractions and theme parks nearby. The drier weather also means fewer disruptions to planned activities.

Couples looking for a relaxing escape will appreciate the consistently clear skies and gentle breezes.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cutthroat Harbor Estates.
How can I save on a Cutthroat Harbor Estates hotel booking with Expedia?
Members always get our best prices. Find our best Cutthroat Harbor Estates hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Cutthroat Harbor Estates hotel?
Hotel prices in Cutthroat Harbor Estates often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.