Summerland Key Packages (Flight + Hotel)
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Save up to ฿4,531 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 ฿3,650 per night from 28 Oct to 29 Oct
฿3,650
฿5,173 total
28 Oct - 29 Oct
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back
Reviewed on 14 Oct 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is ฿3,892 per night from 28 Oct to 29 Oct
฿3,892
฿4,379 total
28 Oct - 29 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! (445 reviews)
Great service friendly people and clean rooms thank you!
Reviewed on 21 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
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,222
per traveller
92% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,818
per adult
86% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿897
per adult
80% of travellers recommend
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
