Cutthroat Harbor Estates Travel Guide
Summerland Key
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Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is £151 per night from 18 Aug to 19 Aug
£151
18 Aug - 19 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! (1,399 reviews)
"Loved the room! So big and spacious. The room we had 123 had stainless steel pans and not many, basically impossible to cook with and not burn. Everything else was awesome. Call in plenty of time if you need ice. Pool was awesome and opened 24/7."
Reviewed on 28 Jul 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is £149 per night from 4 Aug to 5 Aug
£149
4 Aug - 5 Aug
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! (1,487 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."
Reviewed on 29 Jul 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is £202 per night from 4 Aug to 5 Aug
£202
4 Aug - 5 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

Havana Cabana at Key West
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! (1,778 reviews)
"Very nicely Cuba styled. The downtown transportation made it easy to go there. Many seats available by pool. Food options somewhat limited and could have longer hours for the food truck as we got back from a sunset tour and the food truck was closed by 10 pm. After paying for the hotel on Expedia ..."
Reviewed on 28 Jul 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is £108 per night from 24 Aug to 25 Aug
£108
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

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is £171 per night from 19 Aug to 20 Aug
£171
19 Aug - 20 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
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.
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Other neighbourhoods around Cutthroat Harbor Estates

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.

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.

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.