What's it like in Cutthroat Harbor Estates?

Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 70 hotels and other accommodation options 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 bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.

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.

The Best Hotels in Cutthroat Harbor Estates, Summerland Key - 2026 Updated Prices

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

1. Sugar Loaf Lodge

9 km from Cutthroat Harbor Estates

Marjorie

₹12,651 total

includes taxes & fees

8 Sept - 9 Sept

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

2. Looe Key Reef Resort

7.2 km from Cutthroat Harbor Estates

Sarah

₹7,481 total

includes taxes & fees

7 Sept - 8 Sept

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

Matthew

₹20,927 total

includes taxes & fees

10 Sept - 11 Sept

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

₹92,221 total

includes taxes & fees

9 Sept - 10 Sept

A wooden deck with a railing, a chair, and a view of a green landscape.

5. Starlight Serenity - Hideaway w Stunning Views

6.1 km from Cutthroat Harbor Estates

max

₹57,995 total

includes taxes & fees

7 Sept - 8 Sept

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

Lisa

₹22,855 total

includes taxes & fees

7 Sept - 8 Sept

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

7. Hilton Key West Resort & Marina

27.5 km from Cutthroat Harbor Estates

Linda

₹17,765 total

includes taxes & fees

17 Sept - 18 Sept

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

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

29.5 km from Cutthroat Harbor Estates

Fernando

₹14,999 total

includes taxes & fees

13 Sept - 14 Sept

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

9. Hyatt Vacation Club at Beach House, Key West

29.2 km from Cutthroat Harbor Estates

Kailey

₹24,382 total

includes taxes & fees

5 Oct - 6 Oct

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

10. DoubleTree Resort by Hilton Grand Key - Key West

29.6 km from Cutthroat Harbor Estates

Jose

₹14,870 total

includes taxes & fees

15 Sept - 16 Sept

11. Blue Flamingo Resort Key West

29.6 km from Cutthroat Harbor Estates

REBECCA

₹16,971 total

includes taxes & fees

13 Sept - 14 Sept

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

12. Hampton Inn Key West FL

29.8 km from Cutthroat Harbor Estates

Melisa

₹14,732 total

includes taxes & fees

20 Sept - 21 Sept

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

13. Hyatt Vacation Club at Windward Pointe, Key West

30 km from Cutthroat Harbor Estates

Mauricio

₹22,438 total

includes taxes & fees

22 Sept - 23 Sept

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

14. The Perry Hotel & Marina Key West

28.4 km from Cutthroat Harbor Estates

Boyan

₹20,827 total

includes taxes & fees

20 Sept - 21 Sept

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

15. Beachside Resort & Residences

29.4 km from Cutthroat Harbor Estates

Jerome

₹19,246 total

includes taxes & fees

14 Sept - 15 Sept

A swimming pool with lounge chairs and palm trees.

16. Hilton Garden Inn Key West / The Keys Collection

29.5 km from Cutthroat Harbor Estates

Amanda

₹14,726 total

includes taxes & fees

14 Sept - 15 Sept

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

17. Grand Marina Suite by Brightwild Waterfront

27 km from Cutthroat Harbor Estates

Pawel

₹55,612 total

includes taxes & fees

9 Sept - 10 Sept

A dining area with a wooden table and teal chairs, a sofa with blue cushions, and a painting of a beach scene.

18. Coconut Mallory Marina and Resort Condo

29.4 km from Cutthroat Harbor Estates

Paris

₹124,044 total

includes taxes & fees

6 Sept - 7 Sept

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

19. Aqua Lodges at Hurricane Hole Marina

28.8 km from Cutthroat Harbor Estates

Kagni

₹26,998 total

includes taxes & fees

7 Sept - 8 Sept

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

20. The Laureate Key West

30.1 km from Cutthroat Harbor Estates

Jayce

₹19,561 total

includes taxes & fees

7 Sept - 8 Sept

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Where to stay in Cutthroat Harbor Estates

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

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

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.

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An aerial view of a bridge over turquoise water.

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 Florida Keys Beaches.

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

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 Florida Keys Beaches.

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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 there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Munson Island.

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