Summerland Key Holidays
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Our guide on where to stay in Summerland Key
Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about 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.
Summerland Key Holiday
Our pick of the best Summerland Key Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$268 per night from 13 Oct to 14 Oct
NZ$268
13 Oct - 14 Oct
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Excellent laid back property. Close to a good restaurant"
Reviewed on 9 Oct 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 12 Oct to 13 Oct
NZ$233
12 Oct - 13 Oct
includes taxes & fees
8/10 Very Good! (998 reviews)
"This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!"
Reviewed on 6 Oct 2025
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
9.6/10 Exceptional! (439 reviews)
"It was great!"
Reviewed on 7 Oct 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.
What to do in Summerland Key
Key West Sunset Cruise & Glass Bottom Eco Tour
NZ$109
per adult
74% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$47
per adult
80% of travellers recommend
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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.
