Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is S$533 per night from 19 Jan to 20 Jan
S$533
per night
19 Jan - 20 Jan
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! (1,902 reviews)
All very nice
Reviewed on 13 Jan, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is S$501 per night from 19 Jan to 20 Jan
S$501
per night
19 Jan - 20 Jan
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! (1,834 reviews)
Room were cleaned and bathroom. Loved the shuttle transportation. And the amenities. Would stay again
Reviewed on 9 Jan, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is S$449 per night from 21 Jan to 22 Jan
S$449
per night
21 Jan - 22 Jan
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! (1,778 reviews)
The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel!
Reviewed on 11 Jan, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is S$492 per night from 19 Jan to 20 Jan
S$492
per night
19 Jan - 20 Jan
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! (1,009 reviews)
Not used
Reviewed on 13 Jan, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is S$629 per night from 2 Feb to 3 Feb
S$629
per night
2 Feb - 3 Feb
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! (1,186 reviews)
All staff were wonderful, especially the concierge. I also loved the ease of using the shuttle to get to the Old town. Everything was clean and comfortable. The room was actually spacious as well.
Reviewed on 13 Jan, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is S$498 per night from 19 Jan to 20 Jan
S$498
per night
19 Jan - 20 Jan
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! (1,180 reviews)
Coffee and cups weren’t regularly replenished. Otherwise is was wonderful!
Reviewed on 9 Jan, 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 Newfound Harbor Keys and Cook Island.
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.
