88 Real Estate Listings for Rent in Near South Side

Search for Near South Side luxury rentals with Sotheby’s International Realty, your premier resource for Near South Side home rentals. We have 88 luxury homes for rent in Near South Side, and 3,728 rentals in all of Chicago. Rental listings include vacation homes, apartments, penthouses, luxury retreats, lake homes, ski chalets and many more lifestyle options. Each rental listing includes detailed descriptions, photos, amenities and neighborhood information for Near South Side.