Find hotels in Cutthroat Harbor Estates, Summerland Key from ¥156

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Discover 1,266 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1000)
"Clean and tidy, good facilities, lovely beach area and views."
The price is ¥23,534
¥31,554 total
includes taxes & fees
Jun 12 - Jun 13
Parmer's Resort
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (121)
"Amazing stay in a boat!"
The price is ¥21,635
¥39,905 total
includes taxes & fees
May 28 - May 29
Old Wooden Bridge Resort and Marina
Balcony
Sugar Loaf Lodge
2.5 star property
8.0 out of 10, Very Good, (1000)
"Room clean "
The price is ¥26,305
¥29,594 total
includes taxes & fees
May 23 - May 24
Sugar Loaf Lodge
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Exterior
Little Palm Island Resort & Spa - A Noble House Resort
4.5 star property
9.8 out of 10, Exceptional, (42)
"fabulous accommodation and staff...service is superb"
Little Palm Island Resort & Spa - A Noble House Resort
Boating
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1000)
"Throwback styled motel, built in the 60s or 70s. Really clean and in good condition. Dive Master and Boat captain were great. They wonderfully allowed me a late checkout so I could shower and regroup after my morning dive. I wish my schedule allowed for another night here. "
The price is ¥33,013
¥37,140 total
includes taxes & fees
May 22 - May 23
Looe Key Reef Resort
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (129)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Property grounds
Barnacle Bed and Breakfast
2.0 star property
8.0 out of 10, Very Good, (13)
"Beautiful property and excellent host. Loved it! "
The price is ¥42,679
¥48,014 total
includes taxes & fees
Jun 5 - Jun 6
Barnacle Bed and Breakfast
Exterior
Little Torch Cottages
2.0 star property
6.0 out of 10, (2)
"Property was too close to the highway to enjoy the view/balcony. Also at 10:00 we were told to leave NOW as the cleaning crew was coming. Or there would be a charge for every two minutes that they had to wait outside. Even though check out was 11:00 AM. Definitely won't be staying there again! "
Little Torch Cottages
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Aerial view
Canal front RV lot quick access to Atlantic Ocean or Gulf
Canal front RV lot quick access to Atlantic Ocean or Gulf
Terrace/patio
Seascape Vacation!!!
6.0 out of 10, (8)
"The property lacked hygiene and maintenance. There was bicycles and also fishing rods, but both not working. You can tell that they didn’t maintain things properly and were there but in very bad condition."
Seascape Vacation!!!
Lake
Cudjoe Key, FL RV Resort RV Lot
8.0 out of 10, Very Good, (4)
"Had a wonderful stay"
The price is ¥14,846
¥19,828 total
includes taxes & fees
May 22 - May 23
Cudjoe Key, FL RV Resort RV Lot
Pool
Oceanfront RV Lot with 40' Seawall
10.0 out of 10, Exceptional, (1)
"Location was PERFECT!! Just as described & we can’t wait to visit Venture Out again in summer 2024!!"
Oceanfront RV Lot with 40' Seawall
Beach
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Aerial view
SPACIOUS RV IN THE KEYS
10.0 out of 10, Exceptional, (2)
"We started our trip by spending two nights in key west but also wanted to spend in a less populated are to experience the more nature oriented part of the keys. The RV was clean and convenient to the overseas highway and the National Key Deer Refuge. There were no problems with our stay."
The price is ¥156
¥22,640 total
includes taxes & fees
May 27 - May 28
SPACIOUS RV IN THE KEYS
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (138)
"Other than the mile hike to front door, jk ( wheel chair ramp) the place was great. Plenty of room for docking my boat, clean with all the amenities. I would stay here again. Outdoor space is great on balcony and canal side. Its nice to be able to flush the boat engine after a day out and spray salt off as well. Thank you for the use of your home."
Comfortable Waterfront Vacation Rental
Property grounds
Cheerful Tiny House on 30 min from Key
9.4 out of 10, Exceptional, (18)
"Very clean, place to stay. Really enjoyed the outside area at night, the lighting was a nice touch!"
The price is ¥25,159
¥51,511 total
includes taxes & fees
Jun 3 - Jun 4
Cheerful Tiny House on 30 min from Key
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
Property grounds
EMPTY RV LOT - Sea Esta in Cudjoe Key!
6.0 out of 10, (2)
"I booked this property and nothing on the add told me this was an empty lot. Not what it was advertised as. Steer clear of this place. I still have not received my refund. Completly ruined my vacation."
EMPTY RV LOT - Sea Esta in Cudjoe Key!
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
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See all available properties in Cutthroat Harbor Estates
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.

Other neighborhoods around Cutthroat Harbor Estates

Hotels in top Summerland Key neighborhoods Learn more about Cutthroat Harbor Estates

Cutthroat Harbor Estates hotels information

Number of reviews
3,686
Accommodation
1,266 hotels
Lowest Price
¥156
Highest Price
¥42,679

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. Another good option for your stay in the neighborhood is Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK.

How many hotels will I find in Cutthroat Harbor Estates?

Expedia has 76 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, Venture Out Keys, and Out Key. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.

Recent reviews of Cutthroat Harbor Estates hotels