Villa Castello, a villa in Castiglion del Bosco, Tuscany
19 photographs

Historic Estate

Villa Castello

Castiglion del Bosco

Sleeps 6 · 3 bed · 3 bath · private pool · from €12,000/night

Represented by Exclusive Tuscany

6 guests · 3 bedrooms · 3 bathrooms

From €12,000 / night

A personal reply from Smaranda within 24 hours. No obligation.

Keep this house

The essence

Forged on medieval castle ruins, Villa Castello is a three-storey retreat of rich textiles and rustic accents at the edge of the borgo. Three en-suite bedrooms sleep six, climbing to a large primary suite on the top floor with panoramic views. Verdant gardens, an outdoor wood-fired oven and an infinity pool complete a house with genuine historical weight — and, with the adjoining Castle Ruins and Bossi Garden, a natural setting for an estate celebration.

The distinction

Why Villa Castello
is in the collection.

  1. 01

    Built on medieval castle ruins — a three-storey house of real character, with a top-floor primary suite and panoramic views.

  2. 02

    An infinity pool, pergola-shaded outdoor living and an outdoor wood-fired oven, steps from the borgo.

  3. 03

    Adjoins the estate's Castle Ruins and Bossi Garden event venues — a memorable backdrop for a wedding or dinner.

The house

Architecture & restoration

A living room with fireplace, dining room and kitchen on the ground floor; a king bedroom with decorative fireplace and a twin room on the first; and a large primary suite with walk-in wardrobe crowning the second floor. Air conditioning, WiFi and touchscreen controls throughout.

The setting

Land, view, context

Steps from the borgo, on the site of a medieval castle, with panoramic Val d'Orcia views from the upper floors.

Living here

Aperitivo on the pergola terrace as the valley turns gold, dinner from the wood-fired oven, and the borgo's restaurants and spa a short walk down the hill.

Pricing

From €12,000 per night.

Villa Castello is available to book through us directly. Tell us your dates and party, and we’ll reply within 24 hours with the exact rate and availability, with no obligation.

Ask about this house

Ask about Villa Castello.

Five fields, one reply. No sequences, no obligation.

Ask on WhatsApp

A personal reply from Smaranda within 24 hours.

The estate

Part of Castiglion del Bosco.

One of thirteen private villas and suites on the five-thousand-acre Castiglion del Bosco estate, a Rosewood hotel in the UNESCO-listed Val d'Orcia near Montalcino. Houses can be taken together, and the medieval borgo — or the entire estate — reserved for exclusive use, with the resort's restaurants, spa, winery and golf club all on hand. A rare canvas for a wedding, a milestone celebration or a multi-family gathering.

Services

  • Daily breakfast delivered to the villa, and in-villa dining by the resort's kitchen
  • Daily housekeeping with evening turndown
  • A Land Rover Defender (or similar 4x4) with each villa for the length of the stay
  • A dedicated concierge and the full service of a Rosewood resort
  • Michelin-starred dining at Ristorante Campo del Drago, plus the Osteria La Canonica and the Lobby Bar
  • Rosewood spa and wellness centre, with treatments, fitness and pools

Experiences

  • Private tastings and vineyard tours at the estate's Brunello di Montalcino winery
  • Italy's only private golf club — an eighteen-hole championship course designed by Tom Weiskopf
  • Truffle hunting, cooking classes with the resort's chefs, and Brunello-paired dinners
  • La Festa della Domenica — a traditional Tuscan sagra in the borgo each summer Sunday
  • A private window over the Palio di Siena (2 July & 16 August) from the historic Palazzo d'Elci
  • Horse riding, e-biking and guided tours of Montalcino, Pienza, Montepulciano and Siena

Also in the collection

Three you may also consider

All villas