Cutthroat Harbor Estates, FL

Summerland Key



Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West!  Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cudjoe Key
The price is ¥33,282 per night from Oct 2 to Oct 3
¥33,282
per night
Oct 2 - Oct 3
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our ...
8.4/10 Very Good! (117 reviews)
"Property was clean and comfortable. Location was ideal for our visit and the host gave hreat instructions on locating our unit. Its not a 5 star hotel- if thats what you want, this isnt the place. But if you want a clean, comfortable, affordavlble and convenient location. This is it. Cant wait to ..."

Reviewed on Aug 19, 2025

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ¥24,807 per night from Oct 3 to Oct 4
¥24,807
per night
Oct 3 - Oct 4
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,738 reviews)
"Very good for visiting"

Reviewed on Sep 27, 2025

Oceans Edge Key West Resort, Hotel & Marina
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
The price is ¥18,308 per night from Oct 8 to Oct 9
¥18,308
per night
Oct 8 - Oct 9
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,021 reviews)
"I didn't the convenience charge for parking and a bunch of other fees that didnt make sence. Not sure if it was specified but if it was, where else was i gonna park my car?"

Reviewed on Sep 30, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is ¥17,477 per night from Oct 13 to Oct 14
¥17,477
per night
Oct 13 - Oct 14
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,092 reviews)
Lovely Stay
"Lovely Hotel with lots of amenties. Clean place and super friendly people. Absolutely recommended"

Reviewed on Sep 30, 2025

Hilton Garden Inn Key West / The Keys Collection
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ¥14,511 per night from Oct 2 to Oct 3
¥14,511
per night
Oct 2 - Oct 3
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,565 reviews)
"The staff at the hotel are amazing. I really enjoyed the pool and beach area. I don't think you can swim in the beach area; it didn't feel like you should. I also really enjoyed the night kayaking and having access to the shuttle. I was able to store my luggage when i got there way before check in ..."

Reviewed on Sep 30, 2025

Beachside Resort & Residences
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥18,681 per night from Oct 15 to Oct 16
¥18,681
per night
Oct 15 - Oct 16
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,102 reviews)
"This was the perfect place to stay when visiting key west. The rooms were perfect, the staff was top notch, and the location was amazing. Just minutes from key west, it’s enough off the beaten path to feel like you are in paradise as well as the party! Super clean rooms, great food at the pool and ..."

Reviewed on Sep 29, 2025

The Perry Hotel & Marina 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.

Other neighborhoods around Cutthroat Harbor Estates

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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.

Cudjoe Gardens
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Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Cook Island are some notable places to visit nearby.

Breezeswept Beach Estates
Sugarloaf Shores featuring a bay or harbor

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Sugarloaf Beach and Upper Sugarloaf Sound are some notable places to visit nearby.

Sugarloaf Shores


Cutthroat Harbor Estates, FL