At a glance
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A thousand-year-old hilltop estate in the Sienese countryside, restored to become one of Tuscany’s most cinematic retreats.
Set across 4,200 acres of vineyards, olive groves and oak forest, Castello di Casole carries real historical weight. This was once a self-sufficient hamlet, and the landscape still reflects that heritage.
The castle itself dates to the 10th century, its honey-hued stone interiors blending groin-vaulted ceilings and terracotta floors with custom linens, Carrara marble bathrooms and Acqua di Parma amenities.
The 41 suites divide between traditionally styled rooms in the main castle and outlying farm buildings, and the more contemporary Oliveto Suites redesigned by Alessandro Moriconi. Two private villas suit families or groups seeking seclusion.
Dining spans the inventive tasting menus at Tosca to wood-fired pizza at Emporio del Castello, with cocktails at Bar Visconti, named for Luchino Visconti, whose estate this once was.
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- A restored 10th-century castle set across 4,200 acres of vineyards, olive groves and forest
- Two restaurants including Tosca, with an inventive six-course Tuscan tasting menu
- Wine cellar spa, infinity pool and an open-air cinema in an ancient Etruscan amphitheatre
Accommodation
Castle Suites
The original accommodations, spread across the main castle building and the old priest’s quarters. Rough stone walls, exposed beamed ceilings and terracotta floors sit alongside antique headboards, custom linens and generous Carrara marble bathrooms with free-standing tubs. Views take in either the rolling Tuscan hills or the peaceful inner courtyard.
Oliveto Suites
Nine suites designed by Alessandro Moriconi that take a more contemporary direction than the rest of the property. The aesthetic references modern Italian design while the comforts remain consistent throughout: spacious layouts, quality finishes and the same hill and countryside views that define the estate.
Farmhouses and Villas
For maximum privacy, seven secluded farmhouses and two private villas sit within the wider estate. These are the most independent accommodations on the property, well-suited to families or groups, and offer significantly more space than the suites in the main building.
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Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.
Wining and Dining
Castello di Casole runs two distinct restaurants. Tosca is the main dining room, a warm space of brick arches and statement chandeliers that serves à la carte breakfasts and, come evening, an inventive Tuscan-inspired menu helmed by chefs Danielle Sera and Michelle Raggi.
The tasting menu is the standout, with both standard and vegetarian options running to six courses. Emporio del Castello takes a more relaxed approach, with Italian classics and pizzas made with kamut flour and fired in a 17th-century wood oven.
Bar Visconti, named for the arthouse director Luchino Visconti, sets a cinematic mood with checkered floors, leather banquettes and a botany-inspired cocktail menu drawing on produce from the estate’s own kitchen garden. On warmer evenings, aperitivi move to the terrace overlooking the Chianti hills.
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Maria Gardner
Luxury Travel Expert"Italy is one of the best places in Europe to experience culture, food and beautiful scenery. With so much character and colour, the Amalfi Coast is a personal favourite of mine."
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Jaike Rowe
Luxury Travel Expert"I never get tired of planning luxury vacations in Italy. There are so many magical cities and experiences to be enjoyed. Beaches, mountains and rolling countryside, there really is something for everyone. "
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