Villa Gauggiole is set within the Castiglion del Bosco estate which offers two fabulous restaurants, a state of the art fitness and spa complex, tennis courts, one of Italy's newest and most spectacular golf courses, a famous frescoed chapel and a shimmering infinity swimming pool that overlooks both Montalcino and the ranging, raw beauty of the Val d'Orcia. This is classic Tuscany, though subtly different from the iconic scenery of Chianti. The Val d'Orcia, awarded UNESCO's World Cultural Landscape status in 1996, is an artist's dream with hills that gently undulate under a vast sky. Nearby, Pienza is the "touchstone of Renaissance urbanism" and just a short distance away, are the renowned wine towns of Montalcino, noted for its fine Brunello reds, and Montepulciano of Vino Nobile fame.


Outside the villa there are landscaped gardens and lawns, a heated outdoor pool in natural stone, a pergola-covered barbeque terrace, a wood-fired pizza oven and spectacular views of the surrounding countryside. Inside are designer fabrics, wood and terracotta floors, fabulous high ceilings and wonderful features such as ranging, spacious, well -appointed rooms with antique and handmade furniture.

The villa's ground floor is elegant, spacious and homely. The living room has a wonderful authentic Tuscan fireplace. The dining area is beautifully presented and leads into a designer kitchen that might just inspire your culinary skills to come out, or those of your cook! Upstairs there are three beautiful bedrooms each with en suite bathroom.

Adjacent, there is a lovely a guest house with a fourth bedroom with en suite bathroom and outdoor pergola-shaded seating area.


Bedroom Configuration:

  • Bedroom 1: Master, king, en suite bathroom
  • Bedroom 2: King, en suite bathroom, walk-in closet
  • Bedroom 2: Twin, en suite bathroom
  • Bedroom 3: King, en suite bathroom

The gardens: Landscaped gardens with fabulous heated swimming pool

The views: Spectacular Val d'Orcia countryside views

Why we like it: Its sumptuous designer living at the heart of one of the most spectacular estates in the Val d'Orcia.



  • Private Pool
  • WiFi
  • Spa Facilities
  • A/C
  • Satellite TV
  • Tennis Court
  • Gym
Villa Specialist Chiara Guidi


Villa Specialist



Approximate location.


  • Restaurants icon

    Three restaurants on-site

  • Spa icon

    Rosewood Spa at Castiglion del Bosco

  • Tennis Court icon
    Tennis Court

    Within walking distance


  • Florence Airport icon
    Florence Airport

    One hour 43 minute drive

  • Pisa Airport icon
    Pisa Airport

    Two hour 24 minute drive

  • Perugia Airport icon
    Perugia Airport

    One hour 44 minute drive


  • Villa Gauggiole is part of the Castiglion del Bosco Estate and comes with daily continental breakfast provided by the estate, a welcome meal, daily housekeeping and full access to all the estates facilities.
  • Check in on day of arrival is 16:00
  • Check-out on departure day is 10:00


  • Pastry basket delivered every morning to the Villa
  • Welcome groceris upon arrival
  • Wi-Fi, air conditioning and pool heating
  • 2 hrs daily cleaning and turndown service
  • Free use of sauna and steam bath, fitness center, bocce and tennis courts.
  • Access to Kids Club and selected kids activities


  • Rates do not include 10% VAT
  • Extra housekeeping at € 50/ hr
  • Tourist tax of stay

Download our brochure to share with others or browse offline