Search Hotels in Cutthroat Harbor Estates, Summerland Key

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Our top choices for Cutthroat Harbor Estates hotels

Barnacle Resort

Barnacle Resort
3.0 star property
13.3 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (42)
"I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on...
United States
Lawrence
Barnacle Resort

The Laureate Key West

The Laureate Key West
3.5 star property
30.1 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1006)
"It was great hotel. "
United States
Prateek
The price is Rp3.985.233
Rp4.953.778 total
includes taxes & fees
6 Jan - 7 Jan
The Laureate Key West

Parmer's Resort

Parmer's Resort
2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1015)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is Rp3.447.022
Rp4.423.637 total
includes taxes & fees
11 Jan - 12 Jan
Parmer's Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1007)
"It was so nice experience to stay there."
United States
Tapas
The price is Rp3.328.275
Rp3.744.393 total
includes taxes & fees
6 Jan - 7 Jan
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
7.2 km from Cutthroat Harbor Estates
7.4 out of 10, Good, (1007)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
13.8 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (284)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1826)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is Rp4.049.122
Rp5.496.044 total
includes taxes & fees
6 Jan - 7 Jan
Blue Flamingo Resort Key West

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
23.4 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is Rp5.101.125
Rp5.738.849 total
includes taxes & fees
6 Jan - 7 Jan
Sunshine Key RV Resort & Marina

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
27.1 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is Rp20.872.800
Rp34.658.382 total
includes taxes & fees
20 Jan - 21 Jan
Capmar House by Brightwild Huge Home Pool

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1021)
"Nice place to stay. "
United States
David
The price is Rp5.071.020
Rp6.269.367 total
includes taxes & fees
13 Jan - 14 Jan
DoubleTree Resort by Hilton Grand Key - Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1013)
"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is Rp3.963.825
Rp4.929.609 total
includes taxes & fees
11 Jan - 12 Jan
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
30 km from Cutthroat Harbor Estates
9.6 out of 10, Exceptional, (1012)
"Clean rooms, great location."
United States
Shalaka
The price is Rp7.236.071
Rp8.893.205 total
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at Windward Pointe, Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
29.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1300)
"Everything about the place was awesome "
United States
Tammy
The price is Rp5.837.025
Rp6.566.653 total
includes taxes & fees
6 Jan - 7 Jan
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1177)
"Amazing hotel to stay"
United States
Harikrishna
The price is Rp4.294.813
Rp5.302.140 total
includes taxes & fees
8 Jan - 9 Jan
Hilton Garden Inn Key West / The Keys Collection

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
29.2 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1017)
"Great accommodations for a family"
United States
Carol
The price is Rp7.093.909
Rp8.733.273 total
includes taxes & fees
21 Jan - 22 Jan
Hyatt Vacation Club at Beach House, Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
2.5 km from Cutthroat Harbor Estates
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. "
United States
Preetam
The price is Rp9.407.812
Rp17.169.257 total
includes taxes & fees
16 Jan - 17 Jan
Atlantic View Luxury Villa with Pool

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1870)
"Great location"
United States
Lisa
The price is Rp4.099.881
Rp5.459.069 total
includes taxes & fees
19 Jan - 20 Jan
Beachside Resort & Residences

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
28.9 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is Rp2.543.872
Rp5.665.385 total
includes taxes & fees
6 Jan - 7 Jan
Aqua Lodges at Hurricane Hole Marina

Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
29.3 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (1)
"The roosters crowing early morning was irritating "
United States
Catherine
The price is Rp12.218.170
Rp17.199.991 total
includes taxes & fees
8 Jan - 9 Jan
Two Bedroom Residence With Balcony

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
30.3 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (1698)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is Rp6.455.260
Rp8.476.403 total
includes taxes & fees
27 Jan - 28 Jan
Havana Cabana at Key West
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.

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 Upper Sugarloaf Sound and Florida Keys Beaches.

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 Upper Sugarloaf Sound.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Sugarloaf Beach.

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 Newfound Harbor Keys.

Top Cutthroat Harbor Estates Hotel Reviews

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.
How many hotels are there in Cutthroat Harbor Estates?
Expedia has 74 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.