Find hotels in Cutthroat Harbor Estates, Summerland Key

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Our top choices for Cutthroat Harbor Estates hotels

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
23.4 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is NT$9,571
NT$10,768 total
includes taxes & fees
Jan 4 - 2026/1/5
Sunshine Key RV Resort & Marina

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, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Barnacle Resort

Barnacle Resort
3.0 star property
13.3 km from Cutthroat Harbor Estates
8.2 out of 10, Very Good, (42)
"I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on...
United States
Lawrence
Barnacle Resort

Parmer's Resort

Parmer's Resort
2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1007)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is NT$6,326
NT$8,141 total
includes taxes & fees
Jan 4 - 2026/1/5
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
7.2 km from Cutthroat Harbor Estates
7.4 out of 10, Good, (1005)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very Good, (1006)
"It was so nice experience to stay there."
United States
Tapas
The price is NT$6,245
NT$7,026 total
includes taxes & fees
Jan 4 - 2026/1/5
Sugar Loaf Lodge

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
27.4 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1762)
"The place is great!"
United States
Anna
The price is NT$7,352
NT$10,189 total
includes taxes & fees
Jan 8 - 2026/1/9
Oceans Edge Key West Resort, Hotel & Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
2.5 km from Cutthroat Harbor Estates
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. "
United States
Preetam
The price is NT$17,652
NT$32,215 total
includes taxes & fees
Jan 16 - 2026/1/17
Atlantic View Luxury Villa with Pool

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, (1292)
"Wonderful stay"
United States
Lindsey
The price is NT$9,857
NT$11,089 total
includes taxes & fees
Jan 14 - 2026/1/15
Hampton Inn Key West FL

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
8.2 out of 10, Very Good, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NT$7,766
NT$9,796 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1853)
"Great location"
United States
Lisa
The price is NT$7,525
NT$10,054 total
includes taxes & fees
Jan 7 - 2026/1/8
Beachside Resort & Residences

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very Good, (1808)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NT$7,315
NT$9,994 total
includes taxes & fees
Jan 11 - 2026/1/12
Blue Flamingo Resort Key West

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, (1173)
"Amazing hotel to stay"
United States
Harikrishna
The price is NT$7,527
NT$9,351 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Key West / The Keys Collection

The Laureate Key West

The Laureate Key West
3.5 star property
30.1 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1000)
"It was great hotel. "
United States
Prateek
The price is NT$7,500
NT$9,320 total
includes taxes & fees
Jan 7 - 2026/1/8
The Laureate 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, (1011)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is NT$13,320
NT$16,398 total
includes taxes & fees
Jan 21 - 2026/1/22
Hyatt Vacation Club at Beach House, 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, (1000)
"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is NT$7,437
NT$9,249 total
includes taxes & fees
Jan 11 - 2026/1/12
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
30.3 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (1695)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is NT$12,112
NT$15,904 total
includes taxes & fees
Jan 27 - 2026/1/28
Havana Cabana at Key West

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
6.1 km from Cutthroat Harbor Estates
The price is NT$11,875
NT$23,852 total
includes taxes & fees
Jan 6 - 2026/1/7
Starlight Serenity - Hideaway w Stunning Views

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
9.6 out of 10, Exceptional, (1006)
"Clean rooms, great location."
United States
Shalaka
The price is NT$13,540
NT$16,645 total
includes taxes & fees
Jan 7 - 2026/1/8
Hyatt Vacation Club at Windward Pointe, Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
28.9 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is NT$6,468
NT$12,536 total
includes taxes & fees
Jan 6 - 2026/1/7
Aqua Lodges at Hurricane Hole 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 and neighborhoods for the activities you enjoy most.

Sugarloaf Shores

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

Cudjoe Gardens

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

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Top Cutthroat Harbor Estates Hotel Reviews

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.
How many hotels will I find in Cutthroat Harbor Estates?
Expedia has 75 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.

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