Villa Oliviera, a villa in Castiglion del Bosco, Tuscany
18 photographs

Countryside Classic

Villa Oliviera

A 3-bedroom villa in Castiglion del Bosco, Tuscany

6 guests · 3 bed · 3 bath · private pool · from €77,000 / week

Represented by Exclusive Tuscany

6 guests · 3 bedrooms · 3 bathrooms

From €77,000 / week

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

Keep this villa

At a glance: Villa Oliviera sleeps 6 in 3 bedrooms and 3 bathrooms in Castiglion del Bosco, near Montalcino in the Val d'Orcia. Pool: heated infinity pool.

The essence

Steps from the borgo, Villa Oliviera blends rich Tuscan tradition with easy modern comfort and the glassy line of an infinity pool. Three en-suite bedrooms sleep six, with a shaded pergola terrace for outdoor living and the village a short walk away. An intimate house for a family or two couples who want the estate at their door.

The 3D tour

Walk through
the villa.

Move room to room in an interactive 3D model, or switch to the dollhouse view to see how the whole villa fits together.

The distinction

Why Villa Oliviera
is in the collection.

  1. 01

    Three en-suite bedrooms for six — an intimate, refined house at the edge of the borgo.

  2. 02

    A heated infinity pool with views over the village and the open Val d'Orcia.

  3. 03

    Walk to the resort's restaurants and spa; take the Defender out across the estate at will.

The villa

Architecture & restoration

A living room with fireplace and dining area, a ground-floor en-suite bedroom and a kitchenette below; the primary suite and a twin room above. A terrace with a shady pergola and an outdoor living area extend the house outdoors; air conditioning, WiFi and touchscreen controls throughout.

The setting

Land, view, context

On the edge of the borgo, with infinity-pool views over the village and the valley beyond.

Living here

Coffee on the terrace, a swim with the borgo in view, dinner in the village or cooked at the villa — and the estate's winery, golf and spa all close at hand.

Pricing

From €77,000 / week.

Weekly price calculated from seven nights at the starting nightly rate. Your dates, length of stay and any extras are confirmed in your quote.

Villa Oliviera 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 villa

Ask about Villa Oliviera.

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Guests (sleeps 6)
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The estate

Part of Castiglion del Bosco.

See every villa at 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

Frequently asked

Questions about Villa Oliviera.

How many guests does Villa Oliviera sleep?
Villa Oliviera sleeps up to 6 guests in 3 bedrooms, with 3 bathrooms.
Does Villa Oliviera have a pool?
Yes: heated infinity pool.
Where is Villa Oliviera?
Villa Oliviera is in Castiglion del Bosco, near Montalcino in the Val d'Orcia. See Castiglion del Bosco for the area.
Can a private chef be arranged at Villa Oliviera?
Yes. A private chef can be arranged at Villa Oliviera, for one dinner or for every evening of your stay.

Plan your stay around this villa.

Compare your options

Each collection shows guests, bedrooms and bathrooms side by side, so you can compare layouts at a glance.

Meals and gatherings

We can arrange a private chef for one dinner or every evening of your stay. Tell us the dates and guest numbers; menus and costs are quoted separately.

Golf during your stay

Rosewood villa guests have exclusive access to the estate’s private golf course; we book tee times in advance. Our Tuscany golf and villa guide covers the courses and the best villa bases for golf.

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