Cutthroat Harbor Estates Hotels, Summerland Key

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Our guide on where to stay in Cutthroat Harbor Estates

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

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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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 Venture Out Keys.

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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 Big Pine Key Flea Market.

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Top Cutthroat Harbor Estates Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"The condo was beautiful and had everything that we needed as well as a beautiful view of the sunset! Loved it and will be back again!!"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Staff was lovely. Check in and check out we’re both painless and quick. One girl at the front desk upon check in was rude to another guest which was highly inappropriate in front of other guests but switched over to take care of our check in and was very pleasant. Grounds were well kept and clean. Pool area was phenomenal. Loved watching the chickens and lizards and even caught the staff cleaning the grounds early morning talking to the chickens which was cute. Stayed for a week and kept the do not disturb on the door and they did not enter which I loved. We kept our own towels and washcloths washed up as there is a washer and dryer. Kitchen has all the basics. Overall excellent! "

Hampton Inn Key West FL

10/10 Excellent

"Staff are very helpful especially Demarco I believe that's his name.He works at the desk. Oceanview room was excellent would love it more if it was on the 2nd flr. but anyway we're still happy.. Great to have spent our 29 years anniversary in a beautiful place, clean room with all the ammenities. Breakfast was wonderful thanks to the kitchen staff.. most important and very much appreciated the complimentary bottled water,kept us hydrated especially in warm weather..WIFI was also great. Thanks to all the staff of Hampton Inn we'll tell our friends how great this hotel."

Beachside Resort & Residences

10/10 Excellent

"Out of 100 stars I would give this place a 99! The only thing that would keep me from giving it that last star is the cost of the drinks poolside. Ordered 2 drinks we would normally pay around $7-$10 each and was blown away when we were told the bill was $46 for two drinks….in plastic cups no less. Other than that we loved the resort. Stop in the Tavern restaurant on site and see Ramon behind the bar. He will hook you up and keep you laughing!"

The Laureate Key West

10/10 Excellent

"Our stay at the Laureate Key West was fantastic! We especially enjoyed the clean room, fully equipped kitchenette and water front balcony along with the heated pool and all the added fun games like ping pong and corn hole, and the complimentary cold water cooler with cold rags during tanning! Not many other hotels we have stayed in had such great attention to detail and all around beautiful and relaxing atmosphere. Will definitely be back!"

Havana Cabana at Key West

10/10 Excellent

"This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing"

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Frequently asked questions

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.

What's a favourite hotel to stay 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 traveller data.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 76 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.

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Cutthroat Harbor Estates Hotels, Summerland Key

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1408 Cheap Hotels in Cutthroat Harbor Estates - Specials, Reviews, & Last Minute Deals

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

The Laureate Key West

The Laureate Key West

Hampton Inn Key West FL

Hampton Inn Key West FL

Parmer's Resort

Parmer's Resort

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Sugar Loaf Lodge

Sugar Loaf Lodge

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

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

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

Looe Key Reef Resort

Looe Key Reef Resort

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Beachside Resort & Residences

Beachside Resort & Residences

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

Little Torch Cottages

Little Torch Cottages

Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony

Our guide on where to stay in Cutthroat Harbor Estates

Sugarloaf Shores

Cudjoe Gardens

Breezeswept Beach Estates

Top Cutthroat Harbor Estates Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Hotels near popular Summerland Key Attractions

Accommodation Near Summerland Key, Florida

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