Summerland Key Holidays
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Where to stay in Summerland Key
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Top hotels in Summerland Key
Parmer's Resort
"The staff here are amazing they are so nice and helpful. The breakfast in the morning was much more than we had expected and cookies and lemonade in the afternoon was a special treat again not expected but a nice touch. Our room was somewhat dated but we’re not there to spend time in the room. My ..."
Reviewed on 20 Jun, 2026
Sugarloaf Key Hotel at KOA Resort
"Love it here!"
Reviewed on 19 Jun, 2026
Sugarloaf Key RV Resort & Cottages
"First time staying here it won’t be our last!"
Reviewed on 15 Jun, 2026
What to do in Summerland Key
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Dolphin & Snorkeling Tour - Small Group
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
