fun2ride
There are a variety of ways to do a scootering vacation in Italy. Make your choice based on your interests and how you like to ride and vacation.
Generally most expensive are "structured" tours. Here, you are provided with a rather detailed itinerary, most of your meals, a dedicated tour guide, etc. You can see the type of hotel and activity from their published itineraries. Typically, you stay at one hotel and do your riding in the surrounding area on "out and back" rides.
Examples:
http://www.scooterbella.com/Tuscany-by-Vespa.html
http://www.italybyvespa.com/
Significantly less expensive is the "semi-structured" tour the MVers are doing: www.scootitaly.com
Only daily breakfast and three evening meals are specifically on the schedule. Ever other day offers you freedom to explore the local area as you see fit, and there are five one-way cross country rides as we change hotels and general locations, but folks are free to ride with the group or as they see fit. As in the structured tour, you can check out the itinerary to see the hotels being used.
Least expensive is as Joel suggests: just book your own accommodations (in advance or as you go along), rent a scooter and do your own thing. We did that last year (actually rode our own scooters) and had a great time.
https://modernvespa.com/forum/topic34379
Good luck in finding something that tickles your fancy.
Al