Cutthroat Harbor Estates, FL
Summerland Key
Visit Cutthroat Harbor Estates
Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
The price is ¥34,319 per night from Oct 16 to Oct 17
¥34,319
¥82,233 total
Oct 16 - Oct 17
includes taxes & fees
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

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ¥20,685 per night from Oct 28 to Oct 29
¥20,685
¥32,113 total
Oct 28 - Oct 29
includes taxes & fees
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! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."
Reviewed on Oct 9, 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is ¥18,856 per night from Oct 16 to Oct 17
¥18,856
¥26,378 total
Oct 16 - Oct 17
includes taxes & fees
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! (1,006 reviews)
"The property is well maintained and clean. Didn't care for the dining options, seemed a little ackward when ordering. When a red package is purchased I suggest giving the quest the menu at check in, since it's a different menu. Shuttle service was excellent, front desk staff was excellent."
Reviewed on Oct 6, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is ¥14,132 per night from Oct 19 to Oct 20
¥14,132
¥20,189 total
Oct 19 - Oct 20
includes taxes & fees
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! (1,098 reviews)
"I found it odd that I had to pay for parking at the hotel. Normally thats included. Would have been nice to know prior to booking."
Reviewed on Oct 6, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is ¥16,943 per night from Oct 12 to Oct 13
¥16,943
¥26,783 total
Oct 12 - Oct 13
includes taxes & fees
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! (1,579 reviews)
"We had a great time. Everything was clean and very comfortable"
Reviewed on Oct 7, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is ¥18,251 per night from Oct 13 to Oct 14
¥18,251
¥29,346 total
Oct 13 - Oct 14
includes taxes & fees
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! (1,109 reviews)
"Very beautiful, clean, pet friendly resort definitely going back as soon as possible"
Reviewed on Oct 4, 2025
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

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.

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.

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.

Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.