We stayed in this 14th century villa for almost a week with family and friends, if you want an authentic Tuscan experience, this is where you need to be. We take daily trips to surrounding towns, very close to Montalcino, Montepulciano, Pienza, Siena, etc. It's a little far from San Gimignano (1.5 hr drive) but we managed to go and took a cooking lesson. 2.5 hrs from Rome and 1.5 hrs from Firenze.
This is not a villa where you could walk around to visit the near by places and you NEED a car to get around.
The owner is very gracious and thorough, the villa has 5 bedrooms and 5 full bathrooms, plus 3 half bathrooms including one by the pool. We are a party of 7 and still have one bedroom to spare.
We will certainly go back!