Casale Poggibonsi

The villa

Set among rolling vineyards and olive groves in the Chianti hills, Casale Poggibonsi unfolds as a generous country retreat designed for shared stays without compromise. Comprising a main house and a separate annexe set a short walk away, the property offers both togetherness and independence, making it particularly appealing for large families or groups of friends travelling as one. 

The main house blends traditional Tuscan materials with lighter, contemporary touches. On the ground floor, a welcoming living room with fireplace provides a natural gathering point, while the modern, fully equipped kitchen leads through to a dining room centred around a large table for long, unhurried meals. A double bedroom on this level, with an accessible shower room, adds flexibility for guests who prefer step - free living. Upstairs, wood floors set a warm tone across four further bedrooms, each with its own bathroom and subtly different character, one of which can also be accessed via an external stone staircase. 

The annexe adds a distinctive dimension to the stay. Once a rural barn, it has been reimagined as a light - filled living space, with large, uncovered windows that draw the garden inside. A living room with fireplace and dining area sits above a short flight of steps leading to the kitchen and shower room, while the loft - style bedroom above features a freestanding double bed and a bathroom with hydromassage tub and soft lighting, creating a quietly atmospheric retreat. 

Outside, the villa is framed by a broad lawn edged with stone walls, hedges and flowering shrubs. The swimming pool, with its gently curved shape and shallow entry, sits alongside a wooden deck with sunbeds and an outdoor shower. Elsewhere in the garden, an arbour shelters a dining table, while a wood - fired oven and stone barbecue invite relaxed outdoor cooking, all set against open views of the surrounding countryside.

Casale Poggibonsi enjoys a peaceful hilltop position in the heart of Chianti, surrounded by vineyards and olive groves that form part of a working wine estate. The setting feels open and expansive, offering uninterrupted views across the landscape and a strong connection to the rhythms of rural Tuscany. 

Despite its secluded feel, the villa is well placed for exploring some of the region’s most celebrated destinations. Poggibonsi lies just a short drive away and provides all everyday amenities, including shops, supermarkets and a railway station. From here, access to the Florence Siena motorway makes travel across Tuscany straightforward. 

San Gimignano is within easy reach and is instantly recognisable for its medieval towers rising above the surrounding countryside. Siena offers a deeper dive into Tuscan history, with its shell - shaped Piazza del Campo and Gothic architecture, while Florence opens the door to world - renowned art, architecture and dining. Evenings spent enjoying an aperitivo in one of these historic piazzas make for memorable excursions. 

Closer to home, the Chiantigiana road winds through vineyards and woodland, linking villages such as Radda and Castellina in Chianti, each offering panoramic viewpoints, local restaurants and small wine shops. Golf enthusiasts can also venture towards Florence or Mugello for established courses set in scenic surroundings. 

Staying at Casale Poggibonsi places guests at the crossroads of classic Tuscan culture, countryside and cuisine, while allowing them to return each day to a quieter, more grounded setting among vines and olive trees.