The link below is exactly where I stayed. It was really cool and in an ancient town that has walking paths everywhere from village to village. It is in the heart of Tuscany, and great for day trips to Montalcino, Chianti, Montepulciano, Sienna, Florence (awesome), Pienza (home of Pecorino Cheese), and Cortona (where they filmed “Under the Tuscan Sun”). It is great villa and an awesome place to stage from. I even did a two day trip up to Pisa, and worked my way back along the coast. I started my trip with three days in Rome (no rental) and then went to the airport – rented a car and drove to the villa. I spent two weeks staged in the villa, and then eventually went back to Rome for a night before leaving Italy. It was probably one of the best trips I have ever been on (tied with France). There is so much too see and do; and lazy days in Villa are nice as-well. Italy was more expensive than I thought, (and the utility charge at the end of my villa stay was a surprise). I really like the villa approach, and if you can (if it is available) I would book the exact one I stayed at in the link below.
If you need anymore information, or want more detail – let me knowVilla