Around Sinalunga: places within 20 minutes of the Villa
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Pienza, built specifically for Pope Pius II, is an example of the Renaissance ideal of a perfect city and only a 15 minute drive.
Foiano della Chiana is located a few miles from Sinalunga along the train route to Arezzo.
The Etruscan hilltown of Cortona, with its beautiful medieval and Renaissance palazzos, is a short drive away.
Tired of hilltowns? Lago Trasimeno, Italy's fourth largest lake, provides a pleasant change of scenery.
Going in the direction of Siena you can visit Asciano and the nearby Abbey of the Monte Oliveto Maggiore.

And there is of course the beautiful countryside.
Major Tourist Destinations in Tuscany and Umbria
.Florence
distance: 95km
train: 2 hrs
car: 1 hr.
Dante's home town, stronghold of the Medici family, and home to some of the most famous art in the world, Florence is the birthplace of the Renaissance. Whether spending time in the Uffizzi gallery, shopping along pontevecchio or admiring Brunelleschi's dome on the cathedral, every moment in Florence is an education and a delight.
Arezzo
distance 36 km
train: 45 min.
car: 20 min.
Famous for its recently-restored frescoes by Piero della Francesca, Arezzo is also home to a lively antiques fair. Its main piazza was used in the movie Life is Beautiful. 
Siena
distance:45 km
train: 1 hour
car: 30 min.
Siena is a one of a kind gem set amongst verdant rolling hills, crowned by a black and white striped cathedral and crisscrossed by steep and narrow streets. Whether circling the piazza del campo - home to the famous horse race- or admiring the panoramas offered by the cathedral and the palazzo pubblico, every moment will be a feast for the eyes.
Perugia
distance: 62 km
train: 2 hrs
car: 45 min.
One of the oldest cities in Italy, Perugia was first settled by the Etruscans. Today it is home to two universities, numerous works of art and many medieval and renaissance buildings. 
Other Destinations Pisa
Lucca
S. Gimignano
Orvieto
Assisi
distance: 210km train: 3 hrs car: 1hr 45 min
distance: 190 km train: 3 hrs car: 90 min
distance: 85km train: 90 min. car: 1 hr
distance:.65km train: 1hr car: 40 min 
distance:.90km train: 2 1/2hrs car: 75 min