Apartments For Rent In Osceola County Florida . 54152 ash rd, osceola, in 46561. Rent.com® offers 425 apartments for rent in osceola county county, fl. Winter Park Village Apartments Winter Park, FL from www.apartments.com Osceola county has rental units starting at $1800. Refine your search by using the filter at the top of the page to view. 1,460 apartments for rent in osceola county, fl.