
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 Out Keys and Venture Key.
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

Parmer's Resort
Very nice ambiance with small beach and chairs. Nice pool. Condos a little outdated but very clean and plenty of room in one bedroom. Nice staff very pleasant and helpful. We felt at home there. Quite. Good location. It was in the middle of places we visited. I recommend.
Reviewed on 26 Apr 2026

Sugarloaf Key Hotel at KOA Resort
Place is spectacular!! 2 years in a row!
Reviewed on 17 Apr 2026

Sugar Loaf Lodge
Stay was alright. A little dated and a few electrical wires on show. Needs a bit of an upgrade but it was alright for an overnight stay.
Reviewed on 27 Apr 2026
What to do in Summerland Key

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

Key West Mangrove Kayak Eco Tour















