Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, laundry facilities and patios. Our guests praise the property condition in their reviews. Popular ...
8.4/10 Very Good! (126 reviews)
Convenient to the wedding we attended.
Reviewed on 17 Apr 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €202 per night from 10 May to 11 May
€202
10 May - 11 May
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 ...
8.4/10 Very Good! (2,203 reviews)
This place is trying really hard to be hip. It was a little too much of a party vibe for me, but for those who are into live music and avocado toast and lawn games and a couple of onsite bar options, you all would really like this place. Two pools (one was full of kids, the other had more adults), ...
Reviewed on 7 May 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is €246 per night from 27 May to 28 May
€246
27 May - 28 May
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! (2,205 reviews)
I would give this place 4.25 stars in actuality. It's pretty, they have an hourly shuttle to and from Key West, there was plenty of parking in the garage, they have boat tours that you can take right on the grounds, the shower was large, and overall the room was nice. The elevator was very slow and ...
Reviewed on 6 May 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is €161 per night from 25 May to 26 May
€161
25 May - 26 May
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 ...
8/10 Very Good! (1,231 reviews)
Yes
Reviewed on 7 May 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is €193 per night from 27 May to 28 May
€193
27 May - 28 May
includes taxes & fees
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 ...
9/10 Wonderful! (1,773 reviews)
Our room was clean, the bed was very comfortable, the pool area and beautiful and fun.
Reviewed on 7 May 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is €176 per night from 25 May to 26 May
€176
25 May - 26 May
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business centre and daily housekeeping. Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,019 reviews)
Very cool and nice!
Reviewed on 7 May 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 Florida Keys Beaches.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out 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 Florida Keys Beaches and Sugarloaf Beach.
