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

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AU$340 per night from 15 Dec to 16 Dec
AU$340
15 Dec - 16 Dec
includes taxes & fees
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! (1,721 reviews)
Great place. Excellent food. We had a suite big rooms. Love t pool & t bar-restaurant by t pool. Employees very accommodating
Reviewed on 27 Nov 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$260 per night from 4 Dec to 5 Dec
AU$260
4 Dec - 5 Dec
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 ...
8/10 Very Good! (1,735 reviews)
Excellent resort, just gorgeous, wonderful staff, very clean, not noisy, clean and refreshing pools with lots of shade.
Reviewed on 26 Nov 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is AU$348 per night from 2 Dec to 3 Dec
AU$348
2 Dec - 3 Dec
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 ...
8.8/10 Excellent! (1,748 reviews)
The property was beautiful. The staff was welcoming and helpful. The room and accommodations were wonderful. Enjoyed the convenience of the concierge services as well as the shuttle. Everyone from the bellmen Sam to the shuttle drivers were friendly and made the time spent on property a joy.
Reviewed on 25 Nov 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AU$264 per night from 15 Dec to 16 Dec
AU$264
15 Dec - 16 Dec
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 ...
8/10 Very Good! (1,022 reviews)
Nice
Reviewed on 27 Nov 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is AU$1,146 per night from 26 Dec to 27 Dec
AU$1,146
26 Dec - 27 Dec
includes taxes & fees
Stay at this 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 in their ...
9.4/10 Exceptional! (1,159 reviews)
Great Hotel will, clean, great staff, wonderful view in the am. The shuttle service to downtown Key West is the a game changer. Will repeat again.
Reviewed on 26 Nov 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AU$246 per night from 14 Dec to 15 Dec
AU$246
14 Dec - 15 Dec
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! (1,134 reviews)
Great pool and exercise/weight room area!
Reviewed on 23 Nov 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 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.
