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$418 per night from 11 Jan to 12 Jan
S$418
per night
11 Jan - 12 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! (1,879 reviews)
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.
Reviewed on 7 Jan, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is S$410 per night from 11 Jan to 12 Jan
S$410
per night
11 Jan - 12 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$445 per night from 11 Jan to 12 Jan
S$445
per night
11 Jan - 12 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! (1,770 reviews)
Friendly staff
Reviewed on 2 Jan, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is S$432 per night from 13 Jan to 14 Jan
S$432
per night
13 Jan - 14 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! (1,000 reviews)
Nice property.
Reviewed on 6 Jan, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is S$547 per night from 26 Jan to 27 Jan
S$547
per night
26 Jan - 27 Jan
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)
The location is wonderful! We love it being away from the crowd and noise, but only a short drive away from all the fun activities
Reviewed on 3 Jan, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is S$430 per night from 12 Jan to 13 Jan
S$430
per night
12 Jan - 13 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.
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.
