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! (548 reviews)
Stayed in one of the apartments. Good location if key west accommodation is too pricy or unavailable - approx 25min drive. Nice pool, jacuzzi and bar set-up. Only negative was very uncomfortable mattress on sofa bed.
Reviewed on 10 Apr 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is 4.952.861 ₫ per night from 27 Apr to 28 Apr
4.952.861 ₫
6.431.347 ₫ total
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
Breakfast should be improved but everything else is an excellent choice
Reviewed on 12 Apr 2026
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is 6.349.457 ₫ per night from 13 May to 14 May
6.349.457 ₫
7.143.139 ₫ total
13 May - 14 May
includes taxes & fees
7.6/10 Good! (1,008 reviews)
Room with all comforts. Front door and back door on a beautiful canal. All you need by foot. Minimarket near by open from 6 am. I suggest to book the trip boat to the coral reef: just right here, no need to walk and then right back to the room. Colorful reef, many fishes, I swam with two shark ...
Reviewed on 11 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.
