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Discover 1,379 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Barnacle Resort

3.0 star property
8.2 out of 10, Very Good, (39)
"Perfect place for a quiet getaway."
$272 nightly
The price is $306
Aug 20 - Aug 21
Total includes taxes and fees
Barnacle Resort

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
$551 nightly
The price is $620
Sep 7 - Sep 8
Total includes taxes and fees
Little Torch Cottages

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice place."
$153 nightly
The price is $172
Aug 31 - Sep 1
Total includes taxes and fees
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
$113 nightly
The price is $127
Sep 1 - Sep 2
Total includes taxes and fees
Looe Key Reef Resort

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. "
$874 nightly
The price is $983
Sep 13 - Sep 14
Total includes taxes and fees
Atlantic View Luxury Villa with Pool

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1002)
"Good to stay for a night ! "
$99 nightly
The price is $111
Aug 17 - Aug 18
Total includes taxes and fees
Sugar Loaf Lodge

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
$637 nightly
The price is $717
Sep 8 - Sep 9
Total includes taxes and fees
Grand Marina Suite by Brightwild Waterfront

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1718)
"Amazing place to stay! "
$189 nightly
The price is $212
Aug 17 - Aug 18
Total includes taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

Parking Pool Dock - Shellstone House

2.0 star property
$3,023 nightly
The price is $3,401
Sep 8 - Sep 9
Total includes taxes and fees
Parking Pool Dock - Shellstone House

New Waterfront Home - Dreamside House

2.0 star property
$2,964 nightly
The price is $3,335
Sep 8 - Sep 9
Total includes taxes and fees
New Waterfront Home - Dreamside House

Mastway House by Brightwild Pool Dock

2.0 star property
$1,717 nightly
The price is $1,931
Aug 17 - Aug 18
Total includes taxes and fees
Mastway House by Brightwild Pool Dock

Waterfront Luxury Home - Tidelands House

2.0 star property
$2,964 nightly
The price is $3,335
Sep 8 - Sep 9
Total includes taxes and fees
Waterfront Luxury Home - Tidelands House

Evershore House Pool Parking Dock

2.0 star property
$1,717 nightly
The price is $1,931
Aug 17 - Aug 18
Total includes taxes and fees
Evershore House Pool Parking Dock

New Waterfront Home - Sunray House

2.0 star property
$2,964 nightly
The price is $3,335
Sep 8 - Sep 9
Total includes taxes and fees
New Waterfront Home - Sunray House

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
$1,717 nightly
The price is $1,931
Aug 17 - Aug 18
Total includes taxes and fees
Aquaria House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
$2,088 nightly
The price is $2,350
Aug 18 - Aug 19
Total includes taxes and fees
Suncoast House by Brightwild Pool Boat Dock

Springtide House by Brightwild Waterfront Pool

2.0 star property
$1,717 nightly
The price is $1,931
Aug 17 - Aug 18
Total includes taxes and fees
Springtide House by Brightwild Waterfront Pool

Seagate House by Brightwild Waterfront w Dock

2.0 star property
$1,751 nightly
The price is $1,970
Sep 8 - Sep 9
Total includes taxes and fees
Seagate House by Brightwild Waterfront w Dock

Spindrift House by Brightwild Huge Pool Dock

2.0 star property
$1,717 nightly
The price is $1,931
Aug 17 - Aug 18
Total includes taxes and fees
Spindrift House by Brightwild Huge Pool Dock

Capmar House by Brightwild Huge Home Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
$1,751 nightly
The price is $1,970
Sep 8 - Sep 9
Total includes taxes and fees
Capmar House by Brightwild Huge Home 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.

Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most. Learn more about Cutthroat Harbor Estates
Learn more about Cutthroat Harbor Estates
Sugarloaf Shores map

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

Top Cutthroat Harbor Estates Hotel Reviews

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Cutthroat Harbor Estates hotel for you.
How can I save on a Cutthroat Harbor Estates hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Cutthroat Harbor Estates hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 from $111 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.