
Summerland Key Vacations from $278
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Your Summerland Key Vacation
The hassle-free way to experience this interesting city is with a tailor-made Summerland Key vacation package. Base yourself in the neighborhood 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 traveling. Browse the wide range of options on Expedia today and put your Summerland Key vacation plans in motion!
The Latest Summerland Key vacation packages

Iberostar Waves Berkeley Shore
Reviewed on Jul 13, 2025

Cavalier Hotel South Beach
Reviewed on Jul 13, 2025



Where to stay in Summerland Key

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
Discover the most popular places to visit in Summerland Key

Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
What to do in Summerland Key

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Summerland Key Hotel Deals

Parmer's Resort
Reviewed on Jul 9, 2025

Sugar Loaf Lodge
Reviewed on Jul 13, 2025

Sugarloaf Key Hotel at KOA Resort
Reviewed on Jul 12, 2025
Find the Best Summerland Key Vacation Packages
Summerland Key Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 75ºF |
Max Temp Summer | 85ºF |
Top Sights | Bahia Honda State Park, Florida Keys Beaches and Calusa Beach |
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