Windsor Oaks Vineyards Beach House Rentals & Places to Stay

Find the best beach rentals in Windsor Oaks Vineyards - We found 41 exact matches

About Windsor Oaks Vineyards Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Windsor Oaks Vineyards? PickleTrip™ features more than 41 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Windsor Oaks Vineyards. Several of these vacation rentals in Windsor Oaks Vineyards 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 Windsor Oaks Vineyards.

PickleTrip™ Offers 41 holiday homes and places to stay in Windsor Oaks Vineyards. 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 Windsor Oaks Vineyards Beach Rentals

There are a lot of options in Windsor Oaks Vineyards. If you plan on staying in the Windsor Oaks Vineyards 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 Windsor Oaks Vineyards:

The average cost for a beach rental in Windsor Oaks Vineyards is $612 per night. PickleTrip has a wide assortment of great beachfront homes near Windsor Oaks Vineyards that would suit your needs.
Yes, we have 41 beach rentals with pools available in Windsor Oaks Vineyards. Check our search bar to find a selection of vacation rentals available near Windsor Oaks Vineyards.
Yes, here are the top beach rentals in Windsor Oaks Vineyards that allow you to bring your pet:

See all pet-friendly beach rentals in Windsor Oaks Vineyards 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 Windsor Oaks Vineyards to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 41 properties with private swimming pools or private homes with indoor pools in the Windsor Oaks Vineyards area.
About 41 properties in Windsor Oaks Vineyards boast of having access to hot tubs.