Summerland Key Packages (Flight + Hotel)
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- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
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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 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
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ฿4,643 per night from 20 May to 21 May
฿4,643
฿6,278 total
20 May - 21 May
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Breakfast was a nice continental assortment. We had a partial ocean view.
Reviewed on 13 May 2026
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (568 reviews)
Would recommend to anyone! Love this place!
Reviewed on 12 May 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ฿5,462 per night from 25 May to 26 May
฿5,462
฿6,145 total
25 May - 26 May
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.
What to do in Summerland Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,775
per adult
88% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,170
per traveller
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿876
per adult
88% 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.
