i dont see why it wouldnt work, as far as i know(which is little on the bes side), is that as long as the bes sees an active pin, it *should* work
as for coverage in italy, i live there for 3 years in sunny sigonella sicily, and the best coverage and features came from TIM, vodafone IT was a worthlss piece of shit.
thats from personal experience, dont really know how it is on the mainland
if you have someone that can read italian, this might be a good starting point
TIM