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 69 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.

Top Cutthroat Harbor Estates Hotels

A calm lake with several white birds, including herons and pelicans, on the water's edge.

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Our top choices for Cutthroat Harbor Estates hotels

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

1. Looe Key Reef Resort

7.2 km from Cutthroat Harbor Estates

Stephen

AED 599 total

includes taxes & fees

9 Nov - 10 Nov

A waterfront building with a flat roof, large windows, and a balcony.

2. Sugar Loaf Lodge

9 km from Cutthroat Harbor Estates

Mariia

AED 409 total

includes taxes & fees

30 Nov - 1 Dec

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

3. Parmer's Resort

9.2 km from Cutthroat Harbor Estates

Natalie

AED 748 total

includes taxes & fees

3 Nov - 4 Nov

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

4. Atlantic View Luxury Villa with Pool

2.5 km from Cutthroat Harbor Estates

Preetam

AED 3,585 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with a hanging hammock and a view of a green landscape.

5. Starlight Serenity - Hideaway w Stunning Views

6.1 km from Cutthroat Harbor Estates

max

AED 2,703 total

includes taxes & fees

30 Nov - 1 Dec

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

6. Old Wooden Bridge Resort and Marina

13.8 km from Cutthroat Harbor Estates

Jordan

AED 996 total

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

7. Hampton Inn Key West FL

29.8 km from Cutthroat Harbor Estates

Heylin

AED 777 total

includes taxes & fees

30 Nov - 1 Dec

A pool area with lounge chairs and gazebos, surrounded by palm trees.

8. DoubleTree Resort by Hilton Grand Key - Key West

29.6 km from Cutthroat Harbor Estates

Suset

AED 650 total

includes taxes & fees

18 Nov - 19 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

9. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

29.5 km from Cutthroat Harbor Estates

Sandra

AED 657 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with lounge chairs and palm trees.

10. Hilton Garden Inn Key West / The Keys Collection

29.5 km from Cutthroat Harbor Estates

Darlene

AED 580 total

includes taxes & fees

17 Nov - 18 Nov

A marina with boats docked, a pool area, and a building with a white facade.

11. Hilton Key West Resort & Marina

27.5 km from Cutthroat Harbor Estates

Kevin

AED 737 total

includes taxes & fees

15 Nov - 16 Nov

12. Blue Flamingo Resort Key West

29.6 km from Cutthroat Harbor Estates

Gabriel

AED 739 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool surrounded by palm trees and a natural rock formation.

13. Havana Cabana at Key West

30.3 km from Cutthroat Harbor Estates

Stephanie

AED 795 total

includes taxes & fees

1 Dec - 2 Dec

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

14. Hyatt Vacation Club at Windward Pointe, Key West

30 km from Cutthroat Harbor Estates

Salvador

AED 784 total

includes taxes & fees

17 Nov - 18 Nov

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

15. Hyatt Vacation Club at Beach House, Key West

29.2 km from Cutthroat Harbor Estates

Milton

AED 1,030 total

includes taxes & fees

2 Dec - 3 Dec

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

16. The Laureate Key West

30.1 km from Cutthroat Harbor Estates

Eileen

AED 760 total

includes taxes & fees

10 Nov - 11 Nov

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

17. Aqua Lodges at Hurricane Hole Marina

28.8 km from Cutthroat Harbor Estates

Kagni

AED 1,085 total

includes taxes & fees

3 Nov - 4 Nov

A beachside resort with a wooden deck, palm trees, and a sunset view.

18. Grand Marina Suite by Brightwild Waterfront

27 km from Cutthroat Harbor Estates

Pawel

AED 2,502 total

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

19. The Perry Hotel & Marina Key West

28.4 km from Cutthroat Harbor Estates

david

AED 478 total

includes taxes & fees

17 Nov - 18 Nov

A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

20. The Grenada Suite Pool View Private Balcony

29.8 km from Cutthroat Harbor Estates

Luis

AED 2,043 total

includes taxes & fees

30 Nov - 1 Dec

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Compare top hotels in Cutthroat Harbor Estates

Looe Key Reef Resort 2.5 star property 7.2 km from Cutthroat Harbor Estates View	Sugar Loaf Lodge 2.5 star property 9 km from Cutthroat Harbor Estates View	Parmer's Resort 2.5 star property 9.2 km from Cutthroat Harbor Estates View	Atlantic View Luxury Villa with Pool 3.5 star property 2.5 km from Cutthroat Harbor Estates View	Starlight Serenity - Hideaway w Stunning Views 2.0 star property 6.1 km from Cutthroat Harbor Estates View
7.8 Good 1,000 reviews	8.2 Very good 1,000 reviews	9.0 Wonderful 1,001 reviews	7.4 Good 3 reviews	10.0 Exceptional 1 review
The price is AED 533 AED 599 total includes taxes & fees 9 Nov - 10 Nov	The price is AED 364 AED 409 total includes taxes & fees 30 Nov - 1 Dec	The price is AED 559 AED 748 total includes taxes & fees 3 Nov - 4 Nov	The price is AED 1,901 AED 3,585 total includes taxes & fees 15 Nov - 16 Nov	The price is AED 1,271 AED 2,703 total includes taxes & fees 30 Nov - 1 Dec
No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking

Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.

A waterfront property with a pool, palm trees, and a building with a white roof.

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.

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An aerial view of a bridge over turquoise water.

Cudjoe Gardens

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

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An aerial view of a long bridge over turquoise waters with a few vehicles on it.

Bay Point

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

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An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

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.

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Top Cutthroat Harbor Estates Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

8/10 Good

"The Hyatt was good however we were charged for early check in 125by hotel.vom. The hotel didn’t even know we were arriving early. So we had to wait for out room and we arrived at 13 our check in. Hotel.con would not allow us to use our gift card either"

Hilton Key West Resort & Marina

8/10 Good

"The property and our stay was great - - - until check out, where we were presented with a surprise $578 bill for Taxes, Fees, and taxes on fees for a 3-day stay. They claim that since we booked thru a booking agent, Expedia, that those fees were not collected, and would not have been charged if we had booked direct. Basically, a penalty for booking thru Expedia. I had been aware of this Hotel if not for Expedia."

The Laureate Key West

8/10 Good

"Liked that they kept the rooms clean and property clean. Received fresh towels and sheets everyday. Only thing I didn't like was our safe in room didn't lock asked twice for it to get fixed and it never got fixed. Was told they were sending someone to look at it but that didn't happen . No one ever asked was it fixed"

Find hotels in Cutthroat Harbor Estates, Summerland Key

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Our top choices for Cutthroat Harbor Estates hotels

1. Looe Key Reef Resort

2. Sugar Loaf Lodge

3. Parmer's Resort

4. Atlantic View Luxury Villa with Pool

5. Starlight Serenity - Hideaway w Stunning Views

6. Old Wooden Bridge Resort and Marina

7. Hampton Inn Key West FL

8. DoubleTree Resort by Hilton Grand Key - Key West

9. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10. Hilton Garden Inn Key West / The Keys Collection

11. Hilton Key West Resort & Marina

12. Blue Flamingo Resort Key West

13. Havana Cabana at Key West

14. Hyatt Vacation Club at Windward Pointe, Key West

15. Hyatt Vacation Club at Beach House, Key West

16. The Laureate Key West

17. Aqua Lodges at Hurricane Hole Marina

18. Grand Marina Suite by Brightwild Waterfront

19. The Perry Hotel & Marina Key West

20. The Grenada Suite Pool View Private Balcony

Compare top hotels in Cutthroat Harbor Estates

Looe Key Reef Resort

Sugar Loaf Lodge

Parmer's Resort

Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Where to stay in Cutthroat Harbor Estates

Sugarloaf Shores

Cudjoe Gardens

Bay Point

Breezeswept Beach Estates

Top Cutthroat Harbor Estates Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Frequently asked questions