A neighbour in France keeps his old Merc permanently parked in the garden of his villa - with US plates! You will very likely get away with it keeping the bike in Europe permanently. Just don't get caught.
I had several German registered vehicles in France for years, but I also have an address in Germany. If I get stopped then I'm only visiting. I even used my bike for commuting, but that's cheeky.
Since you'll be using yours for travelling there won't be a problem.
Still, since you have family in Italy it may make sense to buy a bike there. Shipping isn't cheap, either. Used bikes aren't that dear.
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