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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
28.4 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1151)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is 4.385.139 ₫
6.464.918 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
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
8.0 out of 10, Very good, (1008)
"Very very nice stay! "
United States
Chloe
The price is 3.478.596 ₫
4.802.834 ₫ total
includes taxes & fees
30 Nov - 1 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
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, (1125)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is 2.297.982 ₫
3.326.540 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool loungers
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, (1749)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is 1.712.858 ₫
3.605.388 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Havana Cabana at Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
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, (1005)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is 4.190.127 ₫
5.455.335 ₫ total
includes taxes & fees
19 Nov - 20 Nov
The Laureate Key West
Outdoor pool
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, (1004)
"It was peaceful and great location"
United States
Kevin
The price is 6.825.427 ₫
8.864.491 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1016)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is 2.819.771 ₫
3.911.972 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
27.4 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1739)
"Wonderful customer service, beautiful resort, and outstanding amenities"
United States
Patrick
The price is 3.735.112 ₫
5.785.636 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Oceans Edge Key West Resort, Hotel & Marina
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1002)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is 2.608.947 ₫
2.935.197 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Sugar Loaf Lodge
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1003)
"Wonderful spot…loved it!!!"
Canada
Christopher
The price is 2.866.753 ₫
4.084.995 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Parmer's Resort
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
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, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina
Outdoor pool, pool umbrellas, pool loungers
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, (1260)
"Great property and location."
United States
Indraneel
The price is 4.585.422 ₫
5.158.600 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1691)
"Very cool place to vacation "
United States
Gabriel
The price is 3.367.913 ₫
5.123.023 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Beachside Resort & Residences
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
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, (1701)
"Great stay!"
United States
Aaron
The price is 1.881.604 ₫
3.599.161 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Blue Flamingo Resort Key West
Exterior
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, (1002)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
Looe Key Reef Resort
Outdoor pool
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, (1008)
"Rooms were great, grounds everywhere were fantastic!"
United States
Raymond
The price is 6.697.615 ₫
8.720.702 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Windward Pointe, Key West
Restaurant
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, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is 3.059.583 ₫
7.859.453 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Aqua Lodges at Hurricane Hole Marina
Exterior
Little Torch Cottages

Little Torch Cottages

2.0 star property
9.2 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
United States
William
Little Torch Cottages
Apartment | 1 bedroom
Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony

2.0 star property
29.3 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is 7.465.365 ₫
10.639.604 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Island View 1BR Residence With Balcony
Flat-screen TV
Barnacle Resort

Barnacle Resort

3.0 star property
13.3 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (40)
"Perfect place for a quiet getaway."
United States
David
Barnacle Resort
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 in Cutthroat Harbor Estates with free breakfast

Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort
Parmer's Resort
2.5 star property
  • Breakfast included
9.0 out of 10, Wonderful, (1003)
The price is 2.866.753 ₫
4.084.995 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Parmer's Resort
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Hotels in Cutthroat Harbor Estates with a pool

Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
  • Pool
8.4 out of 10, Very good, (117)
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
See more properties

Top guest rated hotels in Cutthroat Harbor Estates

Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
    8.8 out of 10, Excellent, (168)
    The price is 3.059.583 ₫
    7.859.453 ₫ total
    includes taxes & fees
    19 Nov - 20 Nov
    Aqua Lodges at Hurricane Hole Marina
    See more properties

    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.

    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.

    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 Florida Keys Beaches.

    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 Venture Out Keys.

    Top Cutthroat Harbor Estates Hotel Reviews

    Hyatt Vacation Club at Beach House, Key West

    Hyatt Vacation Club at Beach House, Key West

    10/10 Excellent
    "Pool and hot tub were great"
    Lauren 2-night trip
    Posted 4 days ago
    Hyatt Vacation Club at Beach House, Key West

    Explore a world of travel with Expedia

    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 73 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.