Cutthroat Harbor Estates Hotels, Summerland Key

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1267 Cheap Hotels in Cutthroat Harbor Estates - Specials, Reviews, & Last Minute Deals

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
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 NZ$237
per night
27 May - 28 May
SPACIOUS RV IN THE KEYS
Pool
Bungalows at Sugarloaf Beach - The Hemingway
10.0 out of 10, Exceptional, (3)
"Great place to sit back and relax! Lots of peaceful places to hangout with the family. Awesome to walk out right onto the beach (aside from all the seaweed that floated in). Loved the clear kayak and paddle board! So much sea life. Lagoon pool was the best! Wish we had more days."
The price is NZ$2,864
per night
30 May - 31 May
Bungalows at Sugarloaf Beach - The Hemingway
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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
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
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (27)
"Island Paradise is one of the best equiped vrbo locations we have stayed at. We would rank it one of our top 3. The kitchen is well stocked with spices and cooking implements. The owner provided plenty of beach equipment to take in a day at the beach and also provided bikes to take out and explore the resort area. Joan was very attentive to our needs, an excellent host. I would highly recommend staying here if you are looking for a quiet location away from the hustle and bustle of Key West....
ISLAND PARADISE
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (184)
"Rich and Laura provided a wonderful property for our stay in the Keys. It was a quick and enjoyable 30-minute drive to Key West. The resort was beautiful and we could see the canals and a quick golf cart ride to the big water. Wish we could have stayed longer. If I dreamed up the perfect beach house, this would be it! And we had the most delicious key lime pie! Thank you Rich and Laura!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Outdoor pool, a heated pool
Waterfront Venture Out Home
9.6 out of 10, Exceptional, (9)
"What a wonderful place to stay in while visiting Florida Keys. Love the location and was very homey. Thank you"
Waterfront Venture Out Home
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.6 out of 10, Exceptional, (7)
"We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!"
Bungalows at Sugarloaf Beach - The Lighthouse
Sun-loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
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
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 NZ$540
per night
3 Jun - 4 Jun
Cheerful Tiny House on 30 min from Key
Aerial view
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
9.4 out of 10, Exceptional, (13)
"Good stay but security very strict couldnt even have a drink pool side not even a glass bottle it was plastic cup"
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
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!
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
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 NZ$277
per night
30 May - 31 May
Parmer's 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
Beach
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
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 NZ$255
per night
28 May - 29 May
Old Wooden Bridge Resort and Marina
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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.

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Hotels Near Summerland Key, Florida Learn more about Cutthroat Harbor Estates

Cutthroat Harbor Estates hotels information

Number of reviews
3,686
Accommodation
1,267 hotels
Lowest Price
NZ$207
Highest Price
NZ$540

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

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, 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 in Cutthroat Harbor Estates