Summerland Key beach rentals

We found 111 beach rentals — enter your dates for availability

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any beach holiday rentals in Summerland Key?
Pick from 111 beach holiday rentals in Summerland Key that have more value, privacy, amenities and space than a hotel room. Browse houses in desirable areas such as Cutthroat Harbour Estates, Breezeswept Beach Estates and Cudjoe Gardens.
How much does it cost to stay in a beach holiday rental in Summerland Key?
The size of your beach holiday rental and the amount of bedrooms will influence how much you have to pay. Another factor that affects the price is the types of amenities it has, whether that's the essentials or perks like a private pool. If you're planning to stick around a while, use our "Discounts" filter to look for properties in Summerland Key that offer long-stay deals. Just work out when you want to spend your days kicking back by the shoreline and let Stayz sort out the rest.
Where can I book a Summerland Key beach holiday rental with great views?
When looking for your beach holiday rental in Summerland Key, take advantage of our "Location" filter. This lets you choose the sorts of areas you'd like to stay in, whether that's around nature or somewhere central.
What are the most popular beaches in Summerland Key?
Florida Keys Beaches is among the most popular beaches in Summerland Key. With a family-friendly vibe, it's an ideal spot for a day out with the little ones. Another top pick is Calusa Beach. Wander by the water's edge looking for seashells or simply soak up the sun and the lovely views.
What are the top things to do in Summerland Key?
Get your Summerland Key getaway off to an awesome start by visiting top-rated sights like Bahia Honda State Park, Florida Keys Beaches and Calusa Beach. Stay in a Stayz beach holiday rental with the family and then discover this destination's wonders together.
Why should I book my beach holiday rental with Stayz?
When you choose a Stayz beach holiday rental, the only people you have to share your living space with are those you bring with you. It's just you, your nearest and dearest and the entire place to yourselves. Our flexible cancellation policies also mean you can book your rental house with peace of mind if your plans change.