
Summerland Key Holidays from £811
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Your Summerland Key Holiday
The hassle-free way to experience this interesting city is with a tailor-made Summerland Key holiday package. Base yourself in the neighbourhood of Sugarloaf Shores, which is great for families, fishing and views or go someplace else — our package deals are all about you. Cook Island, Big Pine Key Flea Market and Blue Hole are just some of the sights you'll want to see during your trip to Summerland Key. Stop daydreaming and start travelling. Browse the wide range of options on Expedia today and put your Summerland Key holiday plans in motion!
Top Summerland Key Flight + Hotel Deals

Pelican Grand Beach Resort - A Noble House Resort
Reviewed on 29 Jul 2025


The Shelborne By Proper, a Member of Design Hotels
Reviewed on 17 Jul 2025


Riverside Hotel
Reviewed on 28 Jul 2025
Where to stay in 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.
Summerland Key Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Bahia Honda State Park, Florida Keys Beaches and Calusa Beach |
Top hotels in Summerland Key

Parmer's Resort
Reviewed on 29 Jul 2025

Sugarloaf Key Hotel at KOA Resort
Reviewed on 23 Jul 2025

Sugar Loaf Lodge
Reviewed on 27 Jul 2025
What to do in Summerland Key

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
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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. Flight-inclusive packages are ATOL protected.