Doesn't exactly come across as a guy that'd pick up languages and settle into a different culture that quickly, so really don't see the point of a 3 month loan in Italy.
We've got some brilliant training facilities, as do many clubs in the league, he'd be better suited heading back to England - he'd be much more likely to see some matchtime, already speaks the language, has a house etc...
Only people that'll seriously gain are the Milan bankers, he'll be milked for every ounce of his massive marketability - another distraction from the reason he's supposed to be going.