Summerland Key Holidays
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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 Venture Key.
Top hotels in Summerland Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (545 reviews)
Fantastic place! We stayed in the hotel part of the resort - our apartment was big (even though it was the standard size) and it was spotless. The kitchen had all the plates, cups, and utensils etc you could need, and there was a washer and dryer with detergent. We loved the many USB ports all over ...
Reviewed on 8 Apr 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is €209 per night from 27 Apr to 28 Apr
€209
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
It's always a pleasure to stay at Parmers. Clean, friendly and easy access to your boat or Key West! We will be back.
Reviewed on 7 Apr 2026
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is €211 per night from 20 Apr to 21 Apr
€211
20 Apr - 21 Apr
includes taxes & fees
7.6/10 Good! (1,005 reviews)
Yes very nice
Reviewed on 6 Apr 2026
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
€50
per adult
88% of travellers recommend
Key West Mangrove Kayak Eco Tour
€69
per adult
100% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
€24
per adult
90% of travellers recommend
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