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Villas at Rosewood Castiglion del Bosco

Tuscany, Italy


Speak to our Luxury Travel Specialists on 01244 897 441 for our latest pricing and offers.

Luxury Holidays At Villas at Rosewood Castiglion del Bosco

The villas offer the most private accommodation at Rosewood Castiglion del Bosco, which is a stunning resort set within the heart of the beautiful Tuscan countryside of the UNESCO World Heritage Natural Park, Val d’Orcia. Surrounded by rolling hills, swathes of lavender plants and immaculate vineyards, it is the quintessential Tuscan retreat and dates back about eight-hundred years. The estate comprises the ruins of a castle, a medieval church and the original village hub, the 'Borgo’, while each beautiful villa is a converted farmhouse with between three and six bedrooms, accommodating between six and twelve guests. Each one features a cosy living room with fireplace, a dining room, a fully-equipped kitchen and very handy laundry room, whilst outdoors there is a private, heated infinity-edge swimming pool and seating area that is the perfect place to enjoy an al fresco lunch.

Some villas also have a private tennis court and pizza ovens, while many more facilities, including a cooking school, golf course and spa, can be found in the grounds of the estate. The SPA at Rosewood Castiglion del Bosco offers exclusive treatments with a holistic approach, developed by the renowned specialists, La Prairie, and using Rosewood Castiglion del Bosco's own, naturally derived bodycare line. There is also a state-of-the-art fitness centre and fitness activities available such as hiking, biking and yoga.

  • Type: Luxury Private Villa
  • Style: Family / Friends
  • Lifestyle: Countryside
  • Child Policy: Family with Children under 12 allowed
  • Summary: Stunning villas set in the grounds of an historic estate
  • Feature: Each villa has a private swimming pool
  • Rooms: 11 villas
  • Nearest airport: Pisa Galileo Galilei Airport
Villa Gauggiole
Location and transfer

Located in Montalcino, Tuscany. Guests can arrive via a private car transfer or helicopter as there is a heli-pad within the grounds.

Property Highlights:expand_more

There is a complimentary children's programme at the resort's children's club, which is run by dedicated staff. A special children's menu can be served, on request, for dinner. Please note that a fee can be requested for specific events or activities.

Spa & Wellness

The SPA at Rosewood Castiglion del Bosco offers exclusive treatments with a holistic approach, developed by the renowned specialists, La Prairie, and using Rosewood Castiglion del Bosco's own, naturally derived Sense bodycare line. There's also a state-of-the-art fitness centre and fitness activities that allow guests to invigorate themselves, including hiking, biking and yoga classes, amongst other health and fitness disciplines.

In-villa spa treatments can be arranged on request.

In Addition

An excellent choice for lovers of fine cuisine and wine, the resort features an historic winery and is the fifth largest producer of Brunello di Montalcino. For guests who would like to get hands on with the local produce, the Canonica Cooking School offers the opportunity to learn some tips and techniques to make fantastic Tuscan dishes. Starting from April 2020, there will be an enhancement of the villa programme. The main change is the inclusion of serviced breakfast and one of the main meals in the villa daily rate. Guests can choose either to dine at the restaurants or in-villa, taken care of by the culinary team. 


The concierge team at Elegant Resorts would be delighted to assist with arrangements for your next luxury villa holiday, including pre-booking the services of a private chef, nanny or babysitter, along with equipment such as high chairs, safety gates and cots. We can also arrange car hire (including car seats), plus book spa treatments or tables at local restaurants. In addition, our concierge service allows our clients to pre-book food and beverages which will be at the villa for their arrival. Please note that a security deposit will be required upon arrival at the villa.


Talk to our Luxury Villas experts

Our dedicated Luxury Villas experts are ready to help you design your luxury holiday to Villas at Rosewood Castiglion del Bosco.

Our Luxury Holiday Experts

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Although our awards and long history stand testament to our success, independent reviews from our clients via Feefo further support our unrivalled travel experiences.

We are proud to have been awarded the Feefo Platinum Service Award in 2021 for achieving Gold Trusted Service for three consecutive years. This independent seal of excellence recognises businesses for delivering exceptional experiences, as rated by real customers. Trusted Service is awarded only to those businesses that use Feefo to collect genuine ratings and reviews and achieve an overall score of 4.5 or more – a testament to our seamless, personalised service, no matter what the world throws at us.

The Elegant Difference…

Along with first-hand experience, a passionate team and over 34 years of legendary heritage, we’re distinguished as leaders in luxury travel by our enhanced level of personal service, and the finer details below…

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