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 free Wi-Fi, laundry facilities and patios. Our guests praise the property condition in their reviews. Popular ...
8.4/10 Very Good! (126 reviews)
"Convenient to the wedding we attended."
Reviewed on 17 Apr 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$303 per night from 1 June to 2 June
AU$303
per night
1 June - 2 June
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 ...
8.4/10 Very Good! (2,251 reviews)
"Amazing stay, really clean and friendly staff"
Reviewed on 19 May 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is AU$351 per night from 8 June to 9 June
AU$351
per night
8 June - 9 June
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 ...
9/10 Wonderful! (1,789 reviews)
"The only problem was that the breakfast started too late. We could not use the complimentary breakfast voucher because we had to leave at 7:30am, and the breakfast started at 8:00AM"
Reviewed on 18 May 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AU$234 per night from 2 June to 3 June
AU$234
per night
2 June - 3 June
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 ...
8/10 Very Good! (1,230 reviews)
"Sign said pool open till 11:00pm but the security person told us at 10:00 pm to get out it was closed ….. the pool is why we paid more to stay here 😖"
Reviewed on 18 May 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is AU$289 per night from 25 May to 26 May
AU$289
per night
25 May - 26 May
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 ...
9.2/10 Wonderful! (1,010 reviews)
"Beautiful sunset on the balcony! Covered parking and easy check in. Beds were comfortable."
Reviewed on 18 May 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AU$374 per night from 27 May to 28 May
AU$374
per night
27 May - 28 May
Stay at this 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 reviews. ...
8.6/10 Excellent! (2,226 reviews)
"The room was spacious and well equiped with everything we needed. Everything was clean and convientely located."
Reviewed on 18 May 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 Florida Keys Beaches.
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 Venture Out Keys.
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.
