Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Our pick of the best Cutthroat Harbor Estates Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is AU$314 per night from 18 Aug to 19 Aug
AU$314
18 Aug - 19 Aug
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! (1,403 reviews)
"excellent"
Reviewed on 30 Jul. 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is AU$301 per night from 1 Sept to 2 Sept
AU$301
1 Sept - 2 Sept
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 ...
7.6/10 Good! (1,490 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 AU$419 per night from 3 Aug to 4 Aug
AU$419
3 Aug - 4 Aug
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! (1,700 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 AU$363 per night from 18 Aug to 19 Aug
AU$363
18 Aug - 19 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,762 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

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is AU$224 per night from 24 Aug to 25 Aug
AU$224
24 Aug - 25 Aug
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! (1,040 reviews)
"Amazing experience"
Reviewed on 28 Jul. 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is AU$355 per night from 17 Aug to 18 Aug
AU$355
17 Aug - 18 Aug
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! (1,044 reviews)
Awesome dig friendly high end hotel
"Great hotel and restaurants/ bars Free shuttle downtown What a bargain"
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.
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.