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Windward Side Beach House Rentals & Places to Stay

Find the best beach rentals in Windward Side - We found 14 exact matches

About Windward Side Beach Home Rentals on Varoom

Looking for a place to do or thing to do near the beach in or near Windward Side? Varoom features more than 14 beach hotels and rentals that are perfect for your next beach vacation. Discover luxury beach resorts and rentals that are within walking distance away from Windward Side. Several of these places to stay near the beach in Windward Side are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. Varoom’s listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Windward Side.

Varoom offers 14 holiday homes, activities, and places to stay in Windward Side. The site provides unique Airbnb-style accommodations as well as hotels and resorts to fit your trip or get away with your friends and family.

Varoom beachfront places to stay give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations. Get more room with Varoom.

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Frequently Asked Questions About Windward Side Beach Rentals

The average cost for a beach rental in Windward Side is $376 per night. Varoom has a wide assortment of great beachfront homes near Windward Side that would suit your needs.
Yes, we have 14 beach rentals with pools available in Windward Side. Check our search bar to find a selection of vacation rentals available near Windward Side.
Yes, here are the top beach rentals in Windward Side that allow you to bring your pet:

See all pet-friendly beach rentals in Windward Side on Varoom

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Windward Side to find one that works for you.
As of 2026, the data from Varoom shows that there are over 14 properties with private swimming pools or private homes with indoor pools in the Windward Side area.
About 14 properties in Windward Side boast of having access to hot tubs.