Summerland Key Holidays
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Your Summerland Key Holiday
Say bye-bye to planning worries and hello to a Summerland Key holiday package. With everything organised before you go, you can focus on discovering this city, starting with Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. Like to explore your new surroundings? Big Pine Key Flea Market, Cook Island and Blue Hole are some of the top places to visit during a trip to Summerland Key. That dream Summerland Key holiday is only clicks away. Browse accommodation, flights and more on Expedia for a trip that's tailored just for you.
Our guide on 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 Key and Venture Out Keys.
Summerland Key Holiday
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 |
Our pick of the best Summerland Key Hotel Deals
Looe Key Reef Resort
Clean and staffs were good. Little more amenities (kettle, desk and chair would have given a 5 star stay.
Reviewed on 14 Jan 2026
Parmer's Resort
It’s a special place in paradise for the people who know about it. Rustic and cozy with all the amenities.
Reviewed on 16 Jan 2026
Sugarloaf Key Hotel at KOA Resort
Great place to stay in the keys
Reviewed on 19 Jan 2026
What to do in Summerland Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
