I have tweaked my itinerary slightly to allow for one night in Tuscany versus all 3 nights in Florence. I plan to drive the S222 wine route, and specifically visit Siena, Pienza, Monticchiello (cypress trees!), Montalcino, Montepulciano, and whatever else I can fit in. In that general area, what would be a really nice place to stay?
I'm thinking a B&B kind of place, with a private terrace overlooking a fabulous view... a pool would be grand... please let me know your thoughts.