Top Cutthroat Harbor Estates Hotels

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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

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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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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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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Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

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

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Not the best location but you get what you pay for. Shuttle was good."

Blue Flamingo Resort Key West

2/10 Terrible

"Very disappointing, read why. If a hot tub/real restaurants are important/necessary to you, do not book here. They claim there is a hot tub on the premises, it is actually a 7 minute walk to a completely different hotel. (The properties are owned by the same company,this is false advertising. When we did make it there, the hot tub jets were not working & maintenance was aware of the situation previously said another couple. I suppose it was not guest priority. The original hot tub in the pool area is now a plastic grass circle in front of the “gym”. When I addressed this issue of via text, I was brushed off for 3 days telling me they were “relaying the message to the complaint team”, which I’m sure didn’t exist & was only computer generated. Who wants to walk thru an abandoned parking lot, thru a row of palm trees, at dark just to sit in a hot pool? Is that even safe? When I checked out, the site manager,Adrian, asked about our stay. I told him of my disappointment considering I booked this trip to use a hot tub several times a day for my muscle condition. After being confrontational, he gave me a $50 resort fee for 1 day although my stay was 3.Do not be fooled, tiki bars are the “restaurants” with the same food everyday & the one tikibar at the main pool actually shuts down @5pm. Although Expedia says they give you a $15 food/beverage credit, the tiki bartender said it comes off the final bill, it did not. Courtyard is great however gets locked down 1030 so no after hour fun"

Hampton Inn Key West FL

10/10 Excellent

"Clean room with great ocean view! Great breakfast with great daily variety! Great gym! Great pool with poolside shack bar and grill! Staff were great, helpful with any questions and very friendly! Van service to airport and downtown on time and great drivers! We will be back!!! 5 stars!"

Hyatt Vacation Club at Beach House, Key West

8/10 Good

"Booked the hotel for my bachelorette ~10 girls two rooms, a little far from duval so Ubers were annoying and too many main roads for a good bike ride experience but the pool was gorgeous, boat dock left right behind property, plenty of getting ready space, staff was sooo accommodating letting us check in early and holding our bags before/after the airport arrival and departure. Very clean room, fresh towels every morning, spacious room and bathroom."

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 70 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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Our top choices for Cutthroat Harbor Estates hotels

Barnacle Resort

Old Wooden Bridge Resort and Marina

Parmer's Resort

Looe Key Reef Resort

Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Sugar Loaf Lodge

Oceans Edge Key West Resort, Hotel & Marina

Aqua Lodges at Hurricane Hole Marina

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Beach House, Key West

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

Grand Marina Suite by Brightwild Waterfront

Beachside Resort & Residences

Hilton Garden Inn Key West / The Keys Collection

The Perry Hotel & Marina Key West

Blue Flamingo Resort Key West

The Laureate Key West

Where to stay in Cutthroat Harbor Estates

Sugarloaf Shores

Bay Point

Cudjoe Gardens

Breezeswept Beach Estates

Top Cutthroat Harbor Estates Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

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