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 NZ$525 per night from 4 Jan to 5 Jan
NZ$525
4 Jan - 5 Jan 2026
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! (1,804 reviews)
Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you.
Reviewed on 20 Dec 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$545 per night from 8 Jan to 9 Jan
NZ$545
8 Jan - 9 Jan 2026
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! (1,785 reviews)
Clean room and amenities
Reviewed on 21 Dec 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$576 per night from 8 Jan to 9 Jan
NZ$576
8 Jan - 9 Jan 2026
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! (1,755 reviews)
Not convenient to resturants unless you have a car
Reviewed on 20 Dec 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is NZ$519 per night from 4 Jan to 5 Jan
NZ$519
4 Jan - 5 Jan 2026
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! (1,003 reviews)
The staff in the restaurant were exceptional and attentive as was the food value. I wish the hotel were closer to the downtown district or had 2 shuttles so that we could return to the hotel sooner than every hour, but that might be impractical.
Reviewed on 21 Dec 2025
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
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! (1,721 reviews)
Enjoyed stay, friendly staff and good shuttle bus
Reviewed on 21 Dec 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is NZ$617 per night from 4 Jan to 5 Jan
NZ$617
4 Jan - 5 Jan 2026
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! (1,164 reviews)
The front desk staff was amazing. The hotel is clean and in a wonderful location. They offer a free shuttle to the main area near Duval Street which is super convenient. We would definitely stay here again. Oh and we were here celebrating my birthday and they left us a bottle of champagne and a cute ...
Reviewed on 19 Dec 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 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 Crab Key.
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.
