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

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is NZ$463 per night from 28 Sept to 29 Sept
NZ$463
28 Sept - 29 Sept
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! (1,735 reviews)
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."
Reviewed on 24 Sept 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is NZ$260 per night from 2 Oct to 3 Oct
NZ$260
2 Oct - 3 Oct
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! (1,096 reviews)
"Did not like the fact that you are charged for services you dont use and you are charged to park at the hotel you are staying at. Overall stay was nice pool bar and pool are very nice bartender was excellent."
Reviewed on 24 Sept 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is NZ$265 per night from 1 Oct to 2 Oct
NZ$265
1 Oct - 2 Oct
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,011 reviews)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach."
Reviewed on 21 Sept 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is NZ$344 per night from 13 Oct to 14 Oct
NZ$344
13 Oct - 14 Oct
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! (1,100 reviews)
"Lovely property and nice, helpful staff. Matt's restaurant was great."
Reviewed on 21 Sept 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is NZ$302 per night from 28 Sept to 29 Sept
NZ$302
28 Sept - 29 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 ...
7.8/10 Good! (1,596 reviews)
"Pet friendly, safe, quiet, helpful staff, good location, shuttle to the old town, nice amenities"
Reviewed on 21 Sept 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is NZ$258 per night from 2 Oct to 3 Oct
NZ$258
2 Oct - 3 Oct
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! (1,543 reviews)
"Out of 100 stars I would give this place a 99! The only thing that would keep me from giving it that last star is the cost of the drinks poolside. Ordered 2 drinks we would normally pay around $7-$10 each and was blown away when we were told the bill was $46 for two drinks….in plastic cups no less. ..."
Reviewed on 22 Sept 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 Big Pine Key Flea Market.

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.