Exclusive Tuscany
Est. MMXXV
Villa Sant'Anna, a villa in Castiglion del Bosco, Tuscany
19 photographs

Countryside Classic

Villa Sant'Anna

Castiglion del Bosco

Sleeps 10 · 5 bed · 6 bath · private pool · from €14,500/night

Represented by Exclusive Tuscany

10 guests · 5 bedrooms · 6 bathrooms

From €14,500 / night

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

Keep this house

The essence

An enchanting five-bedroom stone villa, Villa Sant'Anna draws dawn-to-dusk light across exquisite Tuscan stonework, tranquil gardens and a private pool house. Sleeping ten across the main house and pool house, with a tennis court and a home-theatre room, it is a house for a family or group who want space, seclusion and the estate's pleasures close by.

The distinction

Why Villa Sant'Anna
is in the collection.

  1. 01

    Five en-suite bedrooms for ten, with a separate pool house and a home-theatre room.

  2. 02

    A private tennis court and a heated pool, set in tranquil gardens with an outdoor wood-fired oven.

  3. 03

    Countryside seclusion 2.8 km from the borgo, with the full service of the Rosewood estate.

The house

Architecture & restoration

A living room with fireplace, a reading and home-theatre room, dining room and kitchen on the ground floor, with two en-suite bedrooms; the primary suite and two further en-suite rooms above; and a pool house with a living room and outdoor living area. WiFi, air conditioning and touchscreen controls throughout.

The setting

Land, view, context

Countryside 2.8 km from the borgo, amid tranquil gardens with open Val d'Orcia views.

Living here

Tennis at dawn, the pool and gardens through the day, a film in the home theatre, and dinner from the wood-fired oven — with the estate's winery, golf and Michelin-starred table close at hand.

Pricing

From €14,500 per night.

Villa Sant'Anna 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.

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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

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