Cutthroat Harbor Estates Travel Guide

Summerland Key



Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is £152 per night from 12 Aug to 13 Aug
£152
12 Aug - 13 Aug
includes taxes & fees
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! (1,410 reviews)
"Staff was very helpful, room was clean, shuttle to downtown was awesome. We loved the Tavern and Town restaurant on site. Great food and priced right at happy hour!"

Reviewed on 1 Aug 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is £146 per night from 1 Sept to 2 Sept
£146
1 Sept - 2 Sept
includes taxes & fees
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 ...
7.6/10 Good! (1,506 reviews)
"Beautiful property! The pools were a little dirty during our stay but nothing too bad!"

Reviewed on 1 Aug 2025

Blue Flamingo Resort Key West
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 £174 per night from 12 Aug to 13 Aug
£174
12 Aug - 13 Aug
includes taxes & fees
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! (1,700 reviews)
"I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay"

Reviewed on 29 Jul 2025

Oceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is £176 per night from 18 Aug to 19 Aug
£176
18 Aug - 19 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,763 reviews)
True Key West vibe!
"Very nice property with beautiful landscaping. The staff was outstanding. Just one note-there were a bunch of kids in the pool even though this a advertised as "adults only" . Not a problem for us but some people might be disappointed if they truly wanted an "adults only" experience. I would definitely ..."

Reviewed on 30 Jul 2025

Havana Cabana at 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 £109 per night from 24 Aug to 25 Aug
£109
24 Aug - 25 Aug
includes taxes & fees
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! (1,040 reviews)
"Amazing experience"

Reviewed on 28 Jul 2025

Hilton Garden Inn Key West / The Keys Collection
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 £172 per night from 17 Aug to 18 Aug
£172
17 Aug - 18 Aug
includes taxes & fees
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! (1,045 reviews)
"This is our second time visiting The Perry, and albeit we were sad to find out our favorite couple at the front desk had left, we still enjoyed every minute! All the staff is very amicable and serviceable - including the bartenders at the Salty Oyster!! Happy hour (4-6pm) is fantastic - 50% off drinks ..."

Reviewed on 29 Jul 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 neighbourhoods around Cutthroat Harbor Estates

Default Image

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
Default Image

Breezeswept Beach Estates

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

Breezeswept Beach Estates
Default Image

Sugarloaf Shores

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

Sugarloaf Shores

Cutthroat Harbor Estates Travel Guide

Choose two or more items and save on your trip: