Cutthroat Harbor Estates
Summerland Key


Visit Cutthroat Harbor Estates
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
The price is HK$1,136 per night from 1 Jun to 2 Jun
HK$1,136
HK$1,719 total
1 Jun - 2 Jun
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! (2,173 reviews)
Room was clean and the staff was helpful and friendly.
Reviewed on 2 May 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is HK$1,268 per night from 11 May to 12 May
HK$1,268
HK$2,175 total
11 May - 12 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! (2,195 reviews)
No working elevator all week- No cleaning service - had to pay extra for a cleaning No carts to take luggage to and from room Front desk curious and responsive however Hands tied Spent week at hospital with brother — very bad trip and stressful stay!!!
Reviewed on 2 May 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is HK$1,192 per night from 25 May to 26 May
HK$1,192
HK$1,561 total
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! (1,224 reviews)
The staff were so friendly and gracious! Hotel was clean and breakfast was great. They also have a free shuttle that takes you to town center. Great stay!
Reviewed on 1 May 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is HK$1,121 per night from 25 May to 26 May
HK$1,121
HK$1,777 total
25 May - 26 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! (1,765 reviews)
Excelente location , super cute and clean
Reviewed on 2 May 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is HK$1,586 per night from 2 Jun to 3 Jun
HK$1,586
HK$2,260 total
2 Jun - 3 Jun
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 ...
9/10 Wonderful! (1,856 reviews)
Very relaxing
Reviewed on 1 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.
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.
