Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Our pick of the best Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the property condition in their ...
8.4/10 Very Good! (123 reviews)
This property is in great need of TLC as it was poorly maintained. Still unsure of the location of the pool. Floors were filthy, all of our feet were dirty and we only were there for less than a day. Okay for a one night stay, but would be very disappointed if the stay was longer. The host communicated ...
Reviewed on 4 Feb 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$548 per night from 10 Mar to 11 Mar
AU$548
10 Mar - 11 Mar
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8.2/10 Very Good! (1,969 reviews)
Wonderful place to stay. Very accommodating for pets
Reviewed on 3 Mar 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is AU$604 per night from 4 Mar to 5 Mar
AU$604
4 Mar - 5 Mar
includes taxes & fees
Stay at this 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. Popular ...
9/10 Wonderful! (1,815 reviews)
The room was nice. We had a view of the marina, which was fun to watch the boats. All the pools seemed very nice. It was cold and rainy when we were there, but the property is nice and the shuttle bus to Key West is super convenient.
Reviewed on 2 Mar 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is AU$569 per night from 23 Mar to 24 Mar
AU$569
23 Mar - 24 Mar
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,700 reviews)
Great place to stay! Exceeded our expectations! Great food and bar. Clean and safe.
Reviewed on 2 Mar 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is AU$703 per night from 23 Mar to 24 Mar
AU$703
23 Mar - 24 Mar
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business centre and daily housekeeping. Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,009 reviews)
Room is excellent but no amenities and you need a car to get anywhere
Reviewed on 2 Mar 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AU$651 per night from 31 Mar to 1 Apr
AU$651
31 Mar - 1 Apr
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,006 reviews)
All of the above!!😀
Reviewed on 2 Mar 2026
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 Upper Sugarloaf Sound.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Newfound Harbor Keys.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.
