Can I ask why you want to move to Italy in particular? Do you have a family connection? Or just love the weather?
I like Italy but I sort of live in a bubble while I am there as that is what I prefer

. I love to garden and bird watch in the mountains and am looking to getting involved with local bird groups if I was there for longer periods. I am a great animal lover and have got involved with helping local stray dogs

too and I have some Italian and English friends I visit.
My own experience of small town Italy is not hugely positive and I dont think its only me! listening to Bruno Tonioli on Desert Island Disks recently and he shared my feelings. And he is Italian!!! It is hugely positive for the Italians who live there so much so that they do not ever seem to want to leave.
I have recently been pet sitting in Stoke Newington and although I normally live in the wilds of Cornwall and like it I love doing short stints in the middle of London for the vibrancy and life there. I think a town would be better and I like Pescara or Pineto as well as Chieti