Villa Stabbi
Castiglion del Bosco · Sleeps 11
Countryside Classic
Villa Gauggiole
Castiglion del Bosco
Sleeps 8 · 4 bed · 5 bath · private pool · from €14,000/night
Represented by Exclusive Tuscany
8 guests · 4 bedrooms · 5 bathrooms
From €14,000 / night
A personal reply from Smaranda within 24 hours. No obligation.
Keep this house
The essence
Villa Gauggiole sits in open countryside a few minutes from the borgo, a restored stone house where timbered ceilings and thick walls hold the cool of a Tuscan summer. Four en-suite bedrooms sleep eight across the main house and a private guest annex, with vineyard and Val d'Orcia views on every side. A pool house with a fitness room edges the heated pool, an outdoor wood-fired oven waits on the terrace, and — as at every Castiglion del Bosco villa — a Land Rover Defender is yours for the stay, to roam the estate's five thousand acres at will.
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The distinction
Why Villa Gauggiole
is in the collection.
- 01
Four en-suite bedrooms for eight — three in the main house, one in a private guest annex with its own shaded pergola.
- 02
A heated pool with a dedicated pool house and fitness room, and an outdoor wood-fired oven for long lunches under the sky.
- 03
Full Rosewood service on a 5,000-acre Val d'Orcia estate — daily breakfast, housekeeping, concierge and a Land Rover Defender.
The house
Architecture & restoration
Carefully restored stone and timber throughout: a living room with fireplace, dining area and Tuscan kitchen on the ground floor; three en-suite bedrooms above; and a fourth in a guest annex with a decorative fireplace. Touchscreen controls handle climate, lighting and audio, and air conditioning runs throughout.
The setting
Land, view, context
Countryside seclusion 3.6 km from the medieval borgo, with sweeping views over the vineyards and hills of the Val d'Orcia Natural Park.
Living here
Breakfast delivered each morning, days by the pool with the fitness room and pool house to hand, the Defender for drives to Montalcino and Pienza — and the estate's winery, golf, spa and Michelin-starred table a short way across the valley.
Pricing
From €14,000 per night.
Villa Gauggiole 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 Gauggiole.
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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
Also in the collection
Three you may also consider
Villa Agresto
Castiglion del Bosco · Sleeps 12
Villa Chiusa
Castiglion del Bosco · Sleeps 8