Villa Holidays in Italy

Overlooking some of Italy’s most enchanting scenes and set on a tranquil hilltop. From the bedrooms and fantastic outdoor areas, your views cover the extensive and lush gardens surrounding your villa, the fabled landscape of Val d’Orcia and the distant whitewashed villages scattered over the hillside. The estate covers some 5,000 acres and has 23 spacious suites and 11 villas. 

The beautiful 18th-century Borgo at the heart of the estate hosts the suites whilst the villas are scattered in and around the village, allowing guests to choose their level of privacy. 

A real highlight is Rosewood Castiglion del Bosco's. It is the fifth-largest producer of Tuscany's iconic red wine, Brunello di Montalcino. The wine tours and the tasting room offering a portfolio of the hotel's good vintages are not to be missed.

Set on a hilltop, amid 750 acres, the estate’s main villa is surrounded by lovely English gardens overlooking pristine Tuscan landscapes.

There’s nowhere better or prettier for days filled with long horseback rides, treks and mountain biking. With just 28 rooms, suites and maisonettes and one exclusive use farmhouse, Borgo Pignano feels more like a home than a hotel.

For a fine-dining experience, head to Villa Pignano’s à la carte restaurant, which uses the freshest ingredients from the estate’s organic vegetable gardens.