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512+ South Side Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near South Side

Discover more than 512 holiday rentals in South Side. Casai holiday homes have everything you need to find a place to stay near South Side, IL.

Whether you are looking for luxury villas in South Side, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to South Side with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in South Side for families, large parties, or private owner accommodations for long or short trips. South Side Pet-friendly holiday rentals are available. Book your favorite vacation rentals in South Side with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About South Side Holiday Rentals

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

There are many holiday rentals available in South Side; however, here are a few of the most popular holiday homes listed in South Side on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in South Side to find one that works for you.
Yes, there are 512 self-catering family homes and holiday rentals in South Side.
There are more than 512 luxury holiday homes in or near South Side, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 512 pet friendly rentals that are available in South Side.