Cutthroat Harbor Estates Travel Guide

Summerland Key



Top hotels in Cutthroat Harbor Estates

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 ฿4,160 per night from 12 Oct to 13 Oct
฿4,160
per night
12 Oct - 13 Oct
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,723 reviews)
"Great hotel"

Reviewed on 4 Oct 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
Fully refundableReserve now, pay when you stay
The price is ฿3,867 per night from 15 Oct to 16 Oct
฿3,867
per night
15 Oct - 16 Oct
Stay at this 4-star business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,007 reviews)
"Super clean. The pool was amazing..friendly staff.."

Reviewed on 7 Oct 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
Fully refundableReserve now, pay when you stay
The price is ฿3,006 per night from 15 Oct to 16 Oct
฿3,006
per night
15 Oct - 16 Oct
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
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 6 Oct 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
Fully refundableReserve now, pay when you stay
The price is ฿3,732 per night from 15 Oct to 16 Oct
฿3,732
per night
15 Oct - 16 Oct
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (1,576 reviews)
"Staff was extremely helpful"

Reviewed on 6 Oct 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
The price is ฿5,389 per night from 26 Oct to 27 Oct
฿5,389
per night
26 Oct - 27 Oct
Stay at this 4-star business-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,107 reviews)
"Very beautiful, clean, pet friendly resort definitely going back as soon as possible"

Reviewed on 4 Oct 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 ฿3,447 per night from 9 Oct to 10 Oct
฿3,447
per night
9 Oct - 10 Oct
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,607 reviews)
"We had a wonderful time and the room was perfect with great air conditioning! We very much enjoyed the games outside, including ping-pong, along with a beautiful pool"

Reviewed on 5 Oct 2025

Blue Flamingo Resort 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 neighbourhoods around Cutthroat Harbor Estates

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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.

Cudjoe Gardens
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Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out Keys and Cook Island.

Breezeswept Beach Estates
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Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Sugarloaf Beach and Upper Sugarloaf Sound.

Sugarloaf Shores
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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.

Bay Point


Cutthroat Harbor Estates Travel Guide