Cutthroat Harbor Estates Hotels, Summerland Key

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10 Nov - 11 Nov
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11 Nov - 12 Nov
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14 Nov - 16 Nov
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21 Nov - 23 Nov

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1414 Cheap Hotels in Cutthroat Harbor Estates - Specials, Reviews, & Last Minute Deals

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, (1144)
"The rooms were very clean the staff was extremely nice and helpful. Would definitely stay here again"
United States
Richard
The price is NZ$347
includes taxes & fees
26 Nov - 27 Nov
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, (1006)
"Very very nice stay! "
United States
Chloe
The price is NZ$331
includes taxes & fees
19 Nov - 20 Nov
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, (1116)
"Everything was wonderful, clean room, great staff, lovely facility"
United States
Elizabeth A
The price is NZ$225
includes taxes & fees
1 Dec - 2 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, (1751)
"Great place to stay!"
United States
Maria
The price is NZ$397
includes taxes & fees
2 Dec - 3 Dec
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, (1006)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is NZ$368
includes taxes & fees
11 Nov - 12 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, (1001)
"Nice resort, great location. "
United States
Joey Max
The price is NZ$614
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, (1002)
"Very friendly staff, pool is very nice, breakfast very good and prices"
United States
Ileana
The price is NZ$272
includes taxes & fees
17 Nov - 18 Nov
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Daily cooked-to-order breakfast for a fee
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, (1733)
"Great hotel"
United States
Jonathan
The price is NZ$463
includes taxes & fees
16 Nov - 17 Nov
Oceans Edge Key West Resort, Hotel & Marina
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, (1002)
"Excellent laid back property. Close to a good restaurant "
United States
Jane
The price is NZ$290
includes taxes & fees
16 Nov - 17 Nov
Parmer's Resort
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1000)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is NZ$198
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
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, (267)
"I love this place!!!"
United States
Greg
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, (1261)
"Great property and location."
United States
Indraneel
The price is NZ$406
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, (1673)
"Very cool place to vacation "
United States
Gabriel
The price is NZ$356
includes taxes & fees
17 Nov - 18 Nov
Beachside Resort & Residences
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, (1003)
"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
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, (1676)
"Great staff!"
United States
Scarlett
The price is NZ$302
includes taxes & fees
17 Nov - 18 Nov
Blue Flamingo Resort Key West
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, (1001)
"Very friendly and helpful staff."
United States
Alan
The price is NZ$619
includes taxes & fees
1 Dec - 2 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, (165)
"The stay was beautiful "
United States
Jennifer
The price is NZ$531
includes taxes & fees
11 Nov - 12 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)
"Will return "
United States
Vanessa
Little Torch Cottages
Apartment
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 NZ$670
includes taxes & fees
12 Nov - 13 Nov
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, (1002)
The price is NZ$290
includes taxes & fees
16 Nov - 17 Nov
Parmer's Resort
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Top guest rated hotels in Cutthroat Harbor Estates

Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
    8.6 out of 10, Excellent, (1673)
    The price is NZ$356
    includes taxes & fees
    17 Nov - 18 Nov
    Beachside Resort & Residences
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    Our guide on 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 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 Newfound Harbor Keys and Cook Island.

    Top Cutthroat Harbor Estates Hotel Reviews

    Beachside Resort & Residences

    Beachside Resort & Residences

    10/10 Excellent
    "Clain for one of the nicest places in Key West"
    luis 1-night trip
    Posted 2 days ago
    Beachside Resort & Residences

    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.
    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.
    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.