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 ¥34,018 per night from Oct 14 to Oct 15
¥34,018
¥81,511 total
Oct 14 - Oct 15
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

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 ¥20,862 per night from Oct 14 to Oct 15
¥20,862
¥32,209 total
Oct 14 - Oct 15
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

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 ¥20,441 per night from Oct 27 to Oct 28
¥20,441
¥28,099 total
Oct 27 - Oct 28
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! (1,015 reviews)
"The rooms are cleans and actually pretty good size."

Reviewed on Oct 13, 2025

DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
The price is ¥25,086 per night from Oct 27 to Oct 28
¥25,086
¥37,010 total
Oct 27 - Oct 28
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! (1,115 reviews)
"Nice stay."

Reviewed on Oct 10, 2025

The Perry Hotel & Marina Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ¥16,578 per night from Oct 14 to Oct 15
¥16,578
¥27,155 total
Oct 14 - Oct 15
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,616 reviews)
"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."

Reviewed on Oct 13, 2025

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ¥17,825 per night from Oct 14 to Oct 15
¥17,825
¥27,708 total
Oct 14 - Oct 15
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! (1,584 reviews)
"It fit our needs but was older property. Washing machine very very noisy. Dishwasher squeaked terribly when opening. Couldn’t cool rooms enough for me. But overall good location. Shuttle was very appreciated."

Reviewed on Oct 10, 2025

Beachside Resort & Residences
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

Default Image

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
Default Image

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
Default Image

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.

Bay Point


Cutthroat Harbor Estates, FL