Villas with exclusive pool in Siena for holidays in Tuscany

Our luxury villas in Siena are among the most requested by those who want to spend a holiday in Tuscany in comfort and elegance in one of the most beautiful areas in the world.

Siena is a city with Etruscan origins, but it has maily kept its medieval aspect throughout the centuries. Discover Piazza del Campo, Siena Cathedral, the Chigiana Music Academy, the oldest bank in the world, the elegant streets uphill and downhill that characterize the historic center of Siena.

During your walking around town, you have to stop at one of many restaurants in Siena to taste the local products and traditional recipes of Siena and its province. In addition to the pici with meat sauce or with a garlic sauce, the Cinta Senese salami, the Chianina beef, gourmets will appreciate the pecorino cheese, truffles, the gingerbread called Panforte and the Ricciarelli biscuits.

If you love to cook, you can ask the recipe of your favorite Tuscan dish to the chef and buy all the ingredients at the Siena Agricultural Consortium or in one of the many small specialty shops to cook it yourself: our luxury villas in Siena have large fully equipped kitchens . If you prefer to be pampered, ask the owners to arrange for you a cooking class or a typical Tuscan gourmet dinner with a private chef at home

How to choose the luxury villa in the Siena countryside perfect for you, your family and your friends? Do not worry, entrust our agents and ask advice. We have beautiful luxury farmhouses in San Gimignano with views on the town's medieval towers, castles in Val d'Orcia to stay near Montepulciano and Pienza, beautiful holiday frescoed villas a few kilometers from the historic center of Siena. And if you love spas, we have a wide selection of luxury villas near the main spa resorts in Tuscany.

Villa (formerly a farmhouse) in Val d`Orcia , in Pienza ( Siena ). Sleeps 8+2, swimming pool, Internet connection, hydromassage, children`s toys. Spas, tennis courts and riding stable within a few kilometres.
7 days: min: 1390 € - max: 2400 €
Elegant villa (ex-farmhouse restored with elegance and charme) between Pienza and Montepulciano in Val d`Orcia . A few kilometres away, there are the famous towns of Arezzo and Siena. Surrounded by the typical Tuscan landscape, with total privacy and peace. Internet WI-FI Connection. 8+2 beds.
7 days: min: 2500 € - max: 4140 €
Villa with pool immersed in the gorgeous landscape of Val d`Orcia, in Castiglione d`Orcia (Siena). Sleeps 12+3, Internet connection, barbecue, outdoor toys for children. Wonderful panorama. Thermal baths within a few kilometres.
7 days: min: 2285 € - max: 4205 €
Ancient luxury villa in Valdelsa, in Colle Val d`Elsa (Siena). Sleeps 14, wide garden, swimming pool, solarium area, Internet connection. Tennis courts and golf club within a few kilometres. Wonderful view over the Tuscan countryside.
7 days: min: 4700 € - max: 7000 €
Exclusive luxury villa with swimming pool near San Gimignano, in Valdelsa, between Florence and Siena. 10 sleeping accommodations, satellite TV, air conditioning, barbecue, Internet connection.
7 days: min: 4000 € - max: 5650 €
Ancient castle in Valdichiana, between Chianciano Terme and Montepulciano (Siena). Sleeps 12+2, wide park, two swimming pools, Internet connection, barbecue equipment. Excellent location for celebrating weddings and special events in an elegant and refined atmosphere. Just a few kilometres from Chianciano Terme thermal baths. Golf club, riding stable and tennis club nearby.
7 days: min: 4500 € - max: 5375 €
Small luxury villa in Valdelsa , in Monteriggioni , 5 kilometres from Siena. 6 sleeping accommodations, swimming pool, barbecue, satellite TV. Wonderful panorama and view on the castles surrounding the villa.
7 days: min: 1350 € - max: 2330 €
Villa situated in an ancient 8th-century burg already existing in Charlemagne`s times near San Gimignano (Siena), in Valdelsa. Sleeps 28, wide garden, swimming pool, sauna, Internet connection, air conditioning, hydromassage. Golf club, riding stable and tennis courts nearby.
7 days: min: 7300 € - max: 17400 €
Elegant luxury villa (originally a farmhouse) with panoramic view over San Gimignano . The villa is in San Gimignano , in Valdelsa, near the Chianti district, between Florence and Siena . Sleeps 12+2, swimming pool, Internet connection, air conditioning, hydromassage, gym, toys for children. Riding stable, tennis club and golf club nearby.
7 days: min: 5400 € - max: 7800 €
Elegant villa (in the past an aristocratic residence) in Valdelsa, in Monteriggioni (Siena). Sleeps 14, park, swimming pool, air conditioning, Internet connection, panoramic terrace. Possibilty of organising dinners at the property.
7 days: min: 3640 € - max: 6440 €