Gómez Naharro - Bella Ciao with lyrics - When learning a people's language its always good to learn one or more well known songs. Bella Ciao was sung during WWII and is about the partisans fighting against Hitler and Mussolini. Not the best musical version, but the best with captions in Italian so you can learn the Italian lyrics.
Ricchi E Poveri - Che Sara 1971 - Ricchi e Poveri is one of the best known Italian pop musical groups. They produced many hit songs and albums. Their winning the festival of San Remo in 1971 with Que Sara started them on the road to fame.