The coin to the left was issued in 1681 by the states of Holland and Friesland, of the Dutch Republic. It was a silver guilder design sporting the lion from the coat of arms of Holland. The coin to the right was issued by the Netherlands in 1973, and was I believe the penultimate design.
The last design had a 1980-ish look with grids and layers. It was replaced in 2002 by the euro.