Summerland Key Vacation Rentals

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Make Summerland Key your next getaway

Our Summerland Key, Florida vacation rentals deliver a tranquil island paradise in the Lower Florida Keys. Known for its beautiful waters, peaceful ambiance, and outdoor recreation, it’s perfect for those seeking a laid-back tropical escape.

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Popular amenities for Summerland Key vacation rentals

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Summerland Key vacation rental FAQ

Yes. 18 of our Summerland Key vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Summerland Key vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Summerland Key team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

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No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Summerland Key, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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Professional cleaning

Where is Summerland Key?

Summerland Key is located in the Lower Florida Keys, about 25 miles northeast of Key West. It’s easily accessible via the Overseas Highway, offering a quiet retreat with easy access to the lively culture of Key West.

What to Do in Summerland Key

Enjoy world-class diving, snorkeling, and fishing in the crystal-clear waters of the Florida Keys. Explore the National Key Deer Refuge, kayak through mangroves, or relax on secluded beaches. Take a short drive to Key West for vibrant nightlife, historic sites, and unique shopping and dining experiences.