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  2. California
  3. Healdsburg
  4. Simi Winery
  5. Beach Home Rentals

Simi Winery Beach House Rentals & Places to Stay

Find the best beach rentals in Simi Winery - We found 54 exact matches

About Simi Winery Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Simi Winery? PickleTrip™ features more than 54 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Simi Winery. Several of these vacation rentals in Simi Winery 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 Simi Winery.

PickleTrip™ Offers 54 holiday homes and places to stay in Simi Winery. 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 Simi Winery Beach Rentals

There are a lot of options in Simi Winery. If you plan on staying in the Simi Winery 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 Simi Winery:

The average cost for a beach rental in Simi Winery is $614 per night. PickleTrip has a wide assortment of great beachfront homes near Simi Winery that would suit your needs.
Yes, we have 54 beach rentals with pools available in Simi Winery. Check our search bar to find a selection of vacation rentals available near Simi Winery.
Yes, here are the top beach rentals in Simi Winery that allow you to bring your pet:

See all pet-friendly beach rentals in Simi Winery 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 Simi Winery to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 54 properties with private swimming pools or private homes with indoor pools in the Simi Winery area.
About 54 properties in Simi Winery boast of having access to hot tubs.