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Windwood Bay Beach House Rentals & Places to Stay

Find the best beach rentals in Windwood Bay - We found 25 exact matches

About Windwood Bay Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Windwood Bay? PickleTrip™ features more than 25 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Windwood Bay. Several of these vacation rentals in Windwood Bay are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Windwood Bay.

PickleTrip™ Offers 25 holiday homes and places to stay in Windwood Bay. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About Windwood Bay Beach Rentals

There are a lot of options in Windwood Bay. If you plan on staying in the Windwood Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Windwood Bay:

The average cost for a beach rental in Windwood Bay is $266 per night. PickleTrip has a wide assortment of great beachfront homes near Windwood Bay that would suit your needs.
Yes, we have 25 beach rentals with pools available in Windwood Bay. Check our search bar to find a selection of vacation rentals available near Windwood Bay.
Yes, here are the top beach rentals in Windwood Bay that allow you to bring your pet:

See all pet-friendly beach rentals in Windwood Bay on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Windwood Bay to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 25 properties with private swimming pools or private homes with indoor pools in the Windwood Bay area.
About 25 properties in Windwood Bay boast of having access to hot tubs.