Cutthroat Harbor Estates Hotels near Summerland Key

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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1056)
"Great view, restaurants on site, clean rooms. "
The price is P8,695
P13,114 total
includes taxes & fees
Aug 24 - Aug 25
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1000)
"Overall stay was cute. Staff was friendly and speedy checkin. Just wish the view was of the pool or something other than the parking lot "
The price is P7,439
P10,309 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1758)
"Great place! "
The price is P8,067
P12,857 total
includes taxes & fees
Aug 25 - Aug 26
Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1049)
"Always a nice stay. "
The price is P5,935
P8,294 total
includes taxes & fees
Aug 18 - Aug 19
Hilton Garden Inn Key West / The Keys Collection

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1007)
"The swimming area is great for families. "
The price is P12,171
P15,310 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Vacation Club at Beach House, Key West

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

3.5 star property
8.4 out of 10, Very Good, (1000)
"Would stay again for sure"
The price is P5,923
P8,278 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1709)
"Amazing place to stay! "
The price is P10,214
P14,840 total
includes taxes & fees
Aug 10 - Aug 11
Oceans Edge Key West Resort, Hotel & Marina

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1000)
"Good to stay for a night ! "
The price is P5,693
P6,405 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1436)
"Was a wonderful place to stay "
The price is P7,712
P11,588 total
includes taxes & fees
Aug 13 - Aug 14
Beachside Resort & Residences

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1198)
"Was an amazing stay"
The price is P8,261
P11,234 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn Key West FL

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice place."
The price is P6,935
P9,679 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1017)
"We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property. "
The price is P13,149
P16,410 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Vacation Club at Windward Pointe, Key West

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is P7,261
P8,169 total
includes taxes & fees
Aug 17 - Aug 18
Looe Key Reef Resort

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
The price is P10,294
P13,198 total
includes taxes & fees
Aug 11 - Aug 12
The Laureate Key West

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1528)
"Staff was great, really enjoyed our short stay. "
The price is P6,555
P10,609 total
includes taxes & fees
Sep 7 - Sep 8
Blue Flamingo Resort Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is P3,364
P13,424 total
includes taxes & fees
Aug 11 - Aug 12
Aqua Lodges at Hurricane Hole Marina

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is P13,398
P19,964 total
includes taxes & fees
Aug 18 - Aug 19
Resort View 1BR Suite

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is P34,237
P58,644 total
includes taxes & fees
Aug 16 - Aug 17
Atlantic View Luxury Villa with Pool

Barnacle Resort

3.0 star property
8.2 out of 10, Very Good, (39)
"Perfect place for a quiet getaway."
The price is P14,233
P17,450 total
includes taxes & fees
Aug 13 - Aug 14
Barnacle Resort

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is P12,725
P19,206 total
includes taxes & fees
Aug 19 - Aug 20
Island View 1BR Residence With Balcony
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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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.
Sugarloaf Shores map

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.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

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.

Top Cutthroat Harbor Estates Hotel Reviews

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.

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