Upper South Side Beach House Rentals & Places to Stay

Find the best beach rentals in Upper South Side - We found 12 exact matches

About Upper South Side Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Upper South Side? PickleTrip™ features more than 12 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Upper South Side. Several of these vacation rentals in Upper South Side 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 Upper South Side.

PickleTrip™ Offers 12 holiday homes and places to stay in Upper South Side. 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 Upper South Side Beach Rentals

There are a lot of options in Upper South Side. If you plan on staying in the Upper South Side 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 Upper South Side:

The average cost for a beach rental in Upper South Side is $904 per night. PickleTrip has a wide assortment of great beachfront homes near Upper South Side that would suit your needs.
Yes, we have 12 beach rentals with pools available in Upper South Side. Check our search bar to find a selection of vacation rentals available near Upper South Side.
Yes, here are the top beach rentals in Upper South Side that allow you to bring your pet:

See all pet-friendly beach rentals in Upper South Side 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 Upper South Side to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 12 properties with private swimming pools or private homes with indoor pools in the Upper South Side area.
About 12 properties in Upper South Side boast of having access to hot tubs.