Summerland Key Vacations
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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 Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ₩221,469 per night from May 28 to May 29
₩221,469
₩296,648 total
May 28 - May 29
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Wonderful waterfront property with private beach, multiple piers, paddle boards, kayaks, laundry and a great continental breakfast; plus cookies, lemonade and coffee in the afternoon! Great loation at the top of the lower Keys. We'll be back, all the way from Seattle.
Reviewed on May 7, 2026
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (567 reviews)
This hotel is so good and the room is so pretty!
Reviewed on May 8, 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ₩244,830 per night from May 12 to May 13
₩244,830
₩275,441 total
May 12 - May 13
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
