Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €191 per night from 29 Sept to 30 Sept
€191
29 Sept - 30 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! (1,730 reviews)
"great property, transportation to key west great, missing an additional dining option. Everything else was fantastic"
Reviewed on 21 Sept 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is €129 per night from 29 Sept to 30 Sept
€129
29 Sept - 30 Sept
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! (1,087 reviews)
"I had an enjoyable stay for the most part, however the coffee maker didn't work and had to be replaced. The replacement coffee was in the room no more than two minutes when a roach came crawling out of it. I was able to kill it. We did report this incident and everyone was shocked and alarmed. The ..."
Reviewed on 22 Sept 2025
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 €127 per night from 30 Sept to 1 Oct
€127
30 Sept - 1 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 €163 per night from 7 Oct to 8 Oct
€163
7 Oct - 8 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 €149 per night from 29 Sept to 30 Sept
€149
29 Sept - 30 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 €128 per night from 29 Sept to 30 Sept
€128
29 Sept - 30 Sept
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.
