Framed by olive groves and rolling Chianti hills, Casa San Casciano is a 15th-century stone farmhouse steeped in history, once part of the Medici estates and now reborn as a welcoming retreat for family gatherings and relaxed celebrations. As you arrive through the gates and along the gravel drive, the villa rises gently from the landscape, with tall cypresses standing sentinel and terracotta pots spilling with blooms. A deep sense of tranquillity fills the air, broken only by birdsong and the distant hum of the countryside. 

Set within three hectares of fenced gardens, this is a home built for outdoor living. A wide, lawned garden stretches out towards the valley, where a generous 17-metre swimming pool sparkles in the sun. Sun loungers line the poolside terrace, while an elegant arbor draped with climbing roses offers a shady corner for reading or drinks. Closer to the house, a loggia with vaulted stone arches opens to a dining terrace, ideal for leisurely lunches and long evening meals under the Tuscan sky. 

Inside, the villa is spread across two spacious floors, filled with warm light and rustic character. Wooden beams, terracotta floors and curved archways speak to the building’s noble past, while inviting furnishings and thoughtful touches make it feel like a lived-in home. The ground floor flows from a large living room to a sitting-dining area with a fireplace, then into a traditional Tuscan kitchen with stonework counters and everything needed to cook with ease. A small study, a bathroom and a full laundry room complete the floor. 

Upstairs, five bedrooms and five bathrooms provide space and privacy for up to ten guests. There are sweeping views from the upper floor windows, and even a sauna for two tucked into one of the bathrooms for a quiet moment of indulgence. 

Located just a few minutes from San Casciano and within easy reach of Florence, Siena and the towns of Chianti, Casa San Casciano is as well placed for exploring Tuscany as it is for unwinding. Whether you’re hosting a special gathering or simply seeking a slower rhythm, this is a villa where history, nature and comfort come together effortlessly. 

• Access is via a 900-metre gravel road, which may be tricky for low-suspension vehicles. 
• The owner lives discreetly on-site in a separate building with no impact on guest privacy. 
• The sauna is part of a shared bathroom and suitable for two people at a time.
• A car is recommended to explore the local area.