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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
8.6 mi from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (320 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
The price is £214
includes taxes & fees
10 May - 11 May
Old Wooden Bridge Resort and Marina

Barnacle Resort

Barnacle Resort
3.0 star property
8.3 mi from Cutthroat Harbor Estates
8.2 out of 10, Very good, (46 reviews)
"Perfect place for a quiet getaway."
United States
David
The price is £223
includes taxes & fees
12 May - 13 May
Barnacle Resort

Parmer's Resort

Parmer's Resort
2.5 star property
5.7 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,011 reviews)
"Within easy reach of Key West"
United States
Peter
The price is £181
includes taxes & fees
27 Apr - 28 Apr
Parmer's Resort

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, (1,008 reviews)
"Room was clean and great location "
United States
KHANDAKER MOINUR
The price is £202
includes taxes & fees
11 May - 12 May
Looe Key Reef Resort

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
12 Apr - 13 Apr
Atlantic View Luxury Villa with Pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
5.6 mi from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1,009 reviews)
"good location"
United States
Robert
The price is £141
includes taxes & fees
3 May - 4 May
Sugar Loaf Lodge

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 £526
includes taxes & fees
14 Apr - 15 Apr
Starlight Serenity - Hideaway w Stunning Views

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, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is £254
includes taxes & fees
8 May - 9 May
Aqua Lodges at Hurricane Hole Marina

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
18.3 mi from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,134 reviews)
"Why had a great stay here "
Canada
igor
The price is £229
includes taxes & fees
11 May - 12 May
Beachside Resort & Residences

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
8.2 out of 10, Very good, (1,013 reviews)
"Everything about our stay was top notch from the fantastic service, the manager and all the staff. "
United States
Anthony
The price is £205
includes taxes & fees
11 May - 12 May
DoubleTree Resort by Hilton Grand Key - Key West

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, (1,862 reviews)
"The staff and accommodations were exceptional!"
United States
Matthew
The price is £276
includes taxes & fees
5 May - 6 May
Oceans Edge Key West Resort, Hotel & Marina

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, (1,010 reviews)
"Great resort "
United States
Elizabeth
The price is £384
includes taxes & fees
12 May - 13 May
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
8.2 out of 10, Very good, (2,080 reviews)
"Check in staff was great! "
United States
Armando
The price is £191
includes taxes & fees
10 May - 11 May
Blue Flamingo Resort Key West

The Laureate Key West

The Laureate Key West
3.5 star property
18.7 mi from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,005 reviews)
"Great place to stay Free laundry"
United States
Roberta
The price is £204
includes taxes & fees
4 May - 5 May
The Laureate Key West

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, (1,029 reviews)
"Great location, wonderful room and resort. "
United States
Farrah
The price is £327
includes taxes & fees
12 May - 13 May
Hyatt Vacation Club at Windward Pointe, 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, (1,329 reviews)
"Very good breakfast, clean hotel."
United States
Patrick
The price is £240
includes taxes & fees
3 May - 4 May
Hampton Inn Key West FL

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
16.8 mi from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is £505
includes taxes & fees
12 Apr - 13 Apr
Grand Marina Suite by Brightwild Waterfront

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, (1,218 reviews)
"Hotel was very clean and friendly staff "
United States
Gregg
The price is £202
includes taxes & fees
15 Apr - 16 Apr
Hilton Garden Inn Key West / The Keys Collection

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, (1,003 reviews)
"Proximity to the sea, clean rooms and welcoming staff"
United States
Ashish
The price is £191
includes taxes & fees
19 Apr - 20 Apr
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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, (1,241 reviews)
"Clean room, friendly staff and the food was good"
United States
Giovanni
The price is £253
includes taxes & fees
20 Apr - 21 Apr
The Perry Hotel & Marina Key West
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 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 Cook Island and Crab Key.

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.