Find hotels in Cutthroat Harbor Estates, Summerland Key from ￥14,700

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Discover 1,356 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Barnacle Resort
Flat-screen TV

Barnacle Resort

3.0 star property
8.2 out of 10, Very Good, (39)
"Perfect place for a quiet getaway."
The price is ￥34,076
￥42,047 total
includes taxes & fees
Aug 26 - Aug 27
Barnacle Resort
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Very nice place."
The price is ￥17,906
￥24,989 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1005)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is ￥28,237
￥31,766 total
includes taxes & fees
Aug 10 - Aug 11
Looe Key Reef Resort
Atlantic View Luxury Villa with Pool
Swim-up bar

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. "
The price is ￥88,398
￥151,415 total
includes taxes & fees
Aug 2 - Aug 3
Atlantic View Luxury Villa with Pool
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1005)
"Good to stay for a night ! "
The price is ￥14,700
￥16,538 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge
Grand Marina Suite by Brightwild Waterfront
Apartment

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is ￥67,620
￥112,153 total
includes taxes & fees
Aug 20 - Aug 21
Grand Marina Suite by Brightwild Waterfront
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1698)
"Amazing place to stay! "
The price is ￥27,843
￥39,988 total
includes taxes & fees
Aug 3 - Aug 4
Oceans Edge Key West Resort, Hotel & Marina
Parking Pool Dock - Shellstone House
House | Internet

Parking Pool Dock - Shellstone House

2.0 star property
The price is ￥311,915
￥495,257 total
includes taxes & fees
Aug 11 - Aug 12
Parking Pool Dock - Shellstone House
New Waterfront Home - Dreamside House
House | 8 bedrooms, Internet

New Waterfront Home - Dreamside House

2.0 star property
The price is ￥311,915
￥495,257 total
includes taxes & fees
Aug 11 - Aug 12
New Waterfront Home - Dreamside House
Mastway House by Brightwild Pool Dock
House | Internet

Mastway House by Brightwild Pool Dock

2.0 star property
The price is ￥240,977
￥370,341 total
includes taxes & fees
Aug 20 - Aug 21
Mastway House by Brightwild Pool Dock
Waterfront Luxury Home - Tidelands House
House | Internet

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is ￥311,915
￥495,257 total
includes taxes & fees
Aug 11 - Aug 12
Waterfront Luxury Home - Tidelands House
Evershore House Pool Parking Dock
House | Internet

Evershore House Pool Parking Dock

2.0 star property
The price is ￥260,624
￥392,445 total
includes taxes & fees
Aug 20 - Aug 21
Evershore House Pool Parking Dock
New Waterfront Home - Sunray House
House | Internet

New Waterfront Home - Sunray House

2.0 star property
The price is ￥313,653
￥497,213 total
includes taxes & fees
Aug 11 - Aug 12
New Waterfront Home - Sunray House
Aquaria House by Brightwild Pool Boat Dock
House | Internet

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
The price is ￥166,703
￥286,763 total
includes taxes & fees
Aug 13 - Aug 14
Aquaria House by Brightwild Pool Boat Dock
Suncoast House by Brightwild Pool Boat Dock
House | Internet

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
The price is ￥212,594
￥362,745 total
includes taxes & fees
Aug 13 - Aug 14
Suncoast House by Brightwild Pool Boat Dock
Springtide House by Brightwild Waterfront Pool
House, Smoking | Internet

Springtide House by Brightwild Waterfront Pool

2.0 star property
The price is ￥166,703
￥286,763 total
includes taxes & fees
Aug 13 - Aug 14
Springtide House by Brightwild Waterfront Pool
Seagate House by Brightwild Waterfront w Dock
House | Internet

Seagate House by Brightwild Waterfront w Dock

2.0 star property
The price is ￥166,736
￥286,820 total
includes taxes & fees
Aug 11 - Aug 12
Seagate House by Brightwild Waterfront w Dock
Spindrift House by Brightwild Huge Pool Dock
House | Internet

Spindrift House by Brightwild Huge Pool Dock

2.0 star property
The price is ￥166,703
￥286,763 total
includes taxes & fees
Aug 11 - Aug 12
Spindrift House by Brightwild Huge Pool Dock
Capmar House by Brightwild Huge Home Pool
House | Internet

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"
The price is ￥183,080
￥305,207 total
includes taxes & fees
Aug 11 - Aug 12
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.
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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.
Sugarloaf Shores featuring a bay or harbor
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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay"
Jodi C 5-night trip
Posted 22 hours ago
Oceans Edge Key West Resort, Hotel & Marina

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travelers to Summerland Key's Cutthroat Harbor Estates neighborhood will be sure to enjoy a stay in this neighborhood.

What's the best accommodation 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 traveler data.

How many hotels will I find in Cutthroat Harbor Estates?

Expedia has 74 hotels and other accommodations 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 reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Cutthroat Harbor Estates.

Where can I learn more about changing or cancelling my trip to Cutthroat Harbor Estates?

For more details about changing or cancelling your trip to Cutthroat Harbor Estates, click here.

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.