Siena is one of Tuscany’s most striking cities. It is also the capital of the province of Siena in Tuscany. It’s iconic Piazza il Campo plays host to the Siena palio twice a year. It’s also home to the Duomo with its black and white striped Gothic facade, and the 102 metre tall Torre del Mangia. The The countryside that surrounds the city itself – known in Italian as the Terre di Siena – has unsurprisingly attracted visitors ever since the Grand Tour in the 18th century. And today, its beauty and charm continues to lure holidaymakers back year after year. This is the landscape of rolling vineyards and olive groves.
These Siena villas are all within the Siena province of Tuscany.
Siena is a city in Tuscany and it is also the capital of the Tuscan province of Siena. The Siena region is then divided into seven sub regions.
These sub regions include the beautiful Val d’Orcia which is included in the list of UNESCO World Heritage sites in Italy. This is one of Tuscany’s most beautiful areas and is the perfect embodiment of both art and nature. Think rolling hills dotted with vineyards and olive groves, punctuated with cypress trees and with a backdrop of some of Tuscany’s most beautiful Medieval villages and homes. One of Tuscany’s most photographed spots is the famous Val d’Orcia cypress trees which sit near San Quirico d’Orcia.
Other sub regions include the Val di Chiana, the Val d’Elsa and Chianti. Both Radda in Chianti and Castellina in Chianti are located in Siena so if you have a passion for wine, a Siena villa could be the perfect option.
Of course, the region’s most famous city is Siena itself. However, no visit to the city of Siena would be complete without also exploring the idyllic countryside that surrounds the main city of Siena. Some of our favourite towns and villages in the Siena region include Montalcino, Montepulciano, Pienza, Cetona, Monteriggioni, San Gimignano and Sarteano.
Other principal towns in Siena also include Poggibonsi, Colle di Val d’Elsa and Chiusi. Other smaller towns and villages of note in Siena include Monticiano, Rapolano, Asciano, Buonconvento, Monteroni d’Arbia, Murlo, Castiglion d’Orica, San Quirico d’Orcia and Sovicille. But there are numerous others.
And, it is worth remembering that part of the Chianti area of Tuscany also falls into the Siena region. Both Radda in Chianti and Castellina in Chianti are located in Siena for example.
Many of these towns and villages provide perfect examples of the region’s Renaissance history. Pienza is not unique in that it was designed during the Renaissance period to reflect the ideals of good government.
The city of Siena itself is astonishingly beautiful. It centres about the Piazza il Campo, home to the 102 metre tall Torre del Mangia along with the striking black and white striped Gothic facade of the Duomo. Arguably it is the Siena palio that the city is most well known for though. The palio takes place twice a year, once on 2 July – the Palio of Provenzano – and secondly on 16 August when the city hosts the Palio of the Assumption.
As much as we love Siena itself, we’re big fans of rural living over city life. As a result, in our opinion, driving through the Siena countryside is pretty much a perfect way to spend a day in this part of Tuscany. As you explore, take the opportunity to stop in at a winery, park up in one of the Medieval villages or enjoy a wonderful passeggiata through this idyllic landscape.
And, of course, you can use a stay in one of our Siena villas as a base to explore the rest of Tuscany too. Enjoy our guide to the top 60 things to do in Tuscany for added inspiration on what to see and do during your Tuscany villa holiday.
In the Summer, expect plenty of long, hot, sunny days in Siena. Daytime temperatures often exceed 30℃ so it’s definitely the time to combine sightseeing with plenty of relaxing poolside at your Siena villa. When you are out and about, just be prepared for the the most popular towns and villages to be crowded with other holidaymakers.
Our favourite time to stay in one of our Siena villas is actually in the Spring or Autumn though. This is when you can expect fewer tourists and so it’s just that little bit quieter. It’s also when we think the region looks its best. In the Spring, the area is filled with wild flowers. And in the Autumn, the vineyards are filled with beautiful reds and oranges as the leaves start to turn. Both seasons are also filled with an abundance of festivals and sagra to enjoy too.
If you decide to visit during the Winter, you shouldn’t be surprised if some shops and restaurants are closed in the smaller towns and villages. However, the city of Siena is always open and it’s one of our favourite cities in Tuscany to visit off season.