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 €273 per night from 4 Jan to 5 Jan
€273
4 Jan - 5 Jan 2026
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! (1,806 reviews)
Clean, beautiful room. Very friendly and accommodating staff. Shuttle was great too!
Reviewed on 21 Dec 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €281 per night from 4 Jan to 5 Jan
€281
4 Jan - 5 Jan 2026
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 ...
8/10 Very Good! (1,787 reviews)
Clean room and amenities
Reviewed on 21 Dec 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €287 per night from 4 Jan to 5 Jan
€287
4 Jan - 5 Jan 2026
includes taxes & fees
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! (1,757 reviews)
Great View
Reviewed on 22 Dec 2025
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is €345 per night from 5 Jan to 6 Jan
€345
5 Jan - 6 Jan 2026
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 ...
8.8/10 Excellent! (1,722 reviews)
Enjoyed stay, friendly staff and good shuttle bus
Reviewed on 21 Dec 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is €259 per night from 4 Jan to 5 Jan
€259
4 Jan - 5 Jan 2026
includes taxes & fees
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)
The room was clean and comfortable. Pool area was fabulous! Staff was friendly and helpful too
Reviewed on 17 Dec 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is €324 per night from 14 Jan to 15 Jan
€324
14 Jan - 15 Jan 2026
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 ...
7.8/10 Good! (1,164 reviews)
The front desk staff was amazing. The hotel is clean and in a wonderful location. They offer a free shuttle to the main area near Duval Street which is super convenient. We would definitely stay here again. Oh and we were here celebrating my birthday and they left us a bottle of champagne and a cute ...
Reviewed on 19 Dec 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 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 Cook Island and Crab Key.
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.
