Six Beautiful Castles in Tuscany

Travel back in time when you visit one of Tuscany’s ancient castles. Here’s a round-up of some of our favorites, from medieval fortresses to restored fortified borghi transformed into charming agriturismi.  

Castles of Tuscany (don't miss the slideshow below!)

The original structure of Castello del Boccale is a watchtower built by the Medici in the 16th century. In a spectacular position right on the coast near Livorno, the castle has been restored and now houses a series of residential apartments. Fantastic photo op as you drive along the coast.

Dating to at least 1169, Poppi Castle has been well preserved and many of its rooms are worthy of a visit. The castle belonged to the powerful noble family of the Conti Guidi, who controlled the area for at least 350 years. You will notice a striking resemblance to Palazzo Vecchio; that’s because the architect behind it is Arnolfo di Cambio, the same who designed the famous palace on Florence’s Piazza della Signoria. It is at the Castle of Poppi that, in 1440, the final surrender of the last descendant of the Guidi was signed during the famous Battle of Anghiari.

Be prepared for a special experience when you  book a stay at Castello di Gargonza, a medieval castle dating to the 13th century, part of a fortified borgo in the countryside between Siena and Arezzo.  You can choose between rooms or apartments, relax by the panoramic swimming pool, taste the local specialties at the onsite restaurant, all while immersed in the historic atmosphere of the castle.

A classic example of a Tuscan fortification featuring balanced proportions and an elegant alternation of full and empty spaces, the Rocca di Montalcino was built in the 14th century and is located in the heart of southern Tuscany; from its towers, the view over the surrounding countryside is superb.

The Castello di Malaspina stands on a hill overlooking the town of Massa and the coast from the Corvo headland to Livorno. It takes its name from the family who owned it, the powerful Malaspina, who ruled over the area. A lavish Renaissance palace was added by the Malaspina to the original medieval structure.

Head to Castello Vicchiomaggio to experience the charm of both the Tuscan countryside and of Tuscan history. The castle was built in the Renaissance in the heart of the Chianti Classico, in Greve in Chianti, less than 20 kilometers from Florence. The property includes a wine-making facility, which you can experience first-hand through guided visits to the vineyards and the cellar. Then you can relax by the pool for a great view over the Chianti countryside.  

See photos of the castles below. 

Off the beaten track
Travel Tips
Monte San Savino
Greve in Chianti