Find hotels with pools in Cutthroat Harbor Estates, Summerland Key from $132

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Top Cutthroat Harbor Estates Hotels with a Pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (117)
"Deer in the front yard, perfect location, clean and friendly "
$486 nightly
The price is $539
Oct 15 - Oct 16
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1118)
"Nice stay. "
$172 nightly
The price is $193
Oct 16 - Oct 17
Total with taxes and fees
The Perry Hotel & Marina Key West
Oceans Edge Key West Resort, Hotel & Marina
Exterior
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
8.8 out of 10, Excellent, (1732)
"Great hotel"
$189 nightly
The price is $212
Oct 28 - Oct 29
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1104)
"Very nice hotel."
$118 nightly
The price is $132
Oct 20 - Oct 21
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Old Wooden Bridge Resort and Marina
Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (259)
"I love this place!!!"
$220 nightly
The price is $248
Oct 17 - Oct 18
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Parmer's Resort
Dock
Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Excellent laid back property. Close to a good restaurant "
$148 nightly
The price is $167
Oct 15 - Oct 16
Total with taxes and fees
Parmer's Resort
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West
4.0 star property
8.0 out of 10, Very Good, (1617)
"We loved this resort and will be back!"
$151 nightly
The price is $170
Oct 15 - Oct 16
Total with taxes and fees
Blue Flamingo Resort Key West
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers
Beachside Resort & Residences
3.5 star property
8.6 out of 10, Excellent, (1598)
"Great location with great bars and restaurants. "
$154 nightly
The price is $173
Oct 15 - Oct 16
Total with taxes and fees
Beachside Resort & Residences
Havana Cabana at Key West
Outdoor pool, sun loungers
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1749)
"Great place to stay!"
$181 nightly
The price is $204
Oct 15 - Oct 16
Total with taxes and fees
Havana Cabana at Key West
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1003)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
$184 nightly
The price is $207
Oct 15 - Oct 16
Total with taxes and fees
The Laureate 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.
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Top Cutthroat Harbor Estates Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"I love the flamingo reusable water bottles. Perfect for our stay. The pool was refreshing. Had breakfast at the choconut hut. Plenty to do with the adjoining property."
Heather 2-night trip
Posted 17 hours ago
Blue Flamingo Resort Key West

Frequently asked questions

What are some hotels with pools in Cutthroat Harbor Estates?
Just 20 miles from Key West! Oceanfront, dockage, swimming pool: Features kitchens, a communal pool, and televisions. Oceans Edge Key West Resort, Hotel & Marina: Hotel located near Smathers Beach. Offers complimentary bicycles, 6 outdoor pools, and complimentary wireless internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Provides complimentary wired internet access, a pool, and a beach shuttle. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Features 2 restaurants, a pool, and complimentary wired internet access. Beachside Resort & Residences: Hotel located near Smathers Beach. Offers a private beach, an outdoor pool, and 2 restaurants.
What is there to see and do in Cutthroat Harbor Estates?
Enjoy a stroll along the shore at Sugarloaf Beach and Loggerhead Beach. Discover sights such as Venture Out Keys, Upper Sugarloaf Key, and Big Pine Key Flea Market during your stay.

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