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Luxury VillasItalyTuscanyVilla Oliviera, Tuscany

Villa Oliviera, Tuscany

Quick Facts

Sleeps: 6

Bedrooms: 3

Catered OR Self-Catered

Low season from €27,335/week

High season to €79,190/week


Access to hotel facilities

Countryside views

Infinity pool

Large sun terrace


Once the home of the Castiglion del Bosco’s olive press, Villa Oliviera would have been a central part of the estate… and it’s very much at its heart today. Just moments from the spa and wonderful restaurants at the ‘borgo’, this luxury villa in Tuscany is ideally located, striking the perfect balance between your own exclusive retreat but with the creature comforts of a 5* hotel on your doorstep.

Inside the traditional stone walls, a bright living room with traditional stone fireplace is a light and airy retreat to relax on a summer’s afternoon, and if the weather should turn cooler, a roaring fire will transform it instantly into a cosy nook, which could only be improved with good company. Warm evenings can be spent wining and dining outside on the spacious terrace, soaking in the countryside views as far as the eye can see.

A large, Tuscan-style kitchen will impress food fans who are keen to get to work experimenting with local produce from the estate, or for those who would prefer to be on the terrace with an aperitif and let dinner take care of itself, there’s plenty of room to hire a private chef to create a menu of Tuscan treats.

The icing on the cake of this luxury villa, however, must be the infinity pool in the garden, with panoramic views of the stunning surrounding countryside – it’s certainly a dip with a difference!


Outdoor heated swimming pool



Laundry room


Access to hotel facilities


Mini bar

Outdoor shady terrace

Outdoor seating area

What’s Included

Please call us on +44 (0)203 432 7784 for rates and the latest availability.

Rates include:
Firefly pre-arrival concierge service
Welcome Tuscan hamper
Breakfast delivered to the villa each morning
Daily housekeeping (2 hours per day)
Minibar items replenished daily (alcoholic beverages excluded)
Concierge service

Access to the facilities at the Rosewood Castiglion del Bosco Hotel including, kids club, use of the sauna & steam bath, gym, bocce and tennis courts.

Please note that Villa Oliviera is available on a villa-only basis during the winter season (from beginning of November to end April). Main resort facilities will be closed during winter season and villa bookings will include:

Check-in and villa introduction upon arrival
Welcome Tuscan hamper
Daily Housekeeping
Day-time concierge assistance from 9am to 5pm


This luxury villa with private swimming pool is set on the a 5,000-acre estate of Rosewood Castiglion del Bosco. Immersed in the UNESCO-listed Val d’ Orcia Natural Park, just outside Siena, the estate is also home to a private golf course, a leading Brunello di Montalcino winery and nature reserve, as well as a dense forest with deer, pheasants and wild boar.

The nearest airports are Florence, which is 1 hour 45 minutes away, and Pisa which is approximately a 2 hour 15 minute drive away. Private transfers to and from the hotel by helicopter or car can be arranged from the airports or main cities.


Villa Oliviera sleeps 6 people in 3 bedrooms.

Bedroom one
Double bedroom with king-size bed on the ground floor with en-suite bathroom and walk-in closet.

Bedroom two
Double bedroom with king-size bed on the first floor with en-suite bathroom and walk-in closet.

Bedroom three
Twin bedroom on the first floor with en-suite bathroom.

All bedrooms have TVs.



Food and relaxation are the cornerstones of life at Villa Oliviera, so options are flexible to make life as easy for you as possible.

An in villa chef service can be arranged to give you your own private chef and waiter so you can enjoy fabulous local cooking without leaving your villa. Your chef will be on hand to prepare everything from light lunches to five-course dinners and special occasion cooking. The service is completely flexible.

The estate on which the luxury villa is situated is home to two wonderful eating spots, Ristorante Campo de Drago, which serves traditional Tuscan cuisine alongside the estate’s own wines. The interiors are neutral and contemporary, and if you eat outside on the terrace you’ll enjoy a wonderful view of the hills and woodland below. Then there is the more casual trattoria, Osteria La Canonica, ideal for a light lunch or a pizza in the evening. Both benefit from ingredients picked from the estate’s own kitchen garden and a rustic, local menu.

There is also a delivery service to your villa if you prefer, which includes a kids’ menu.

If you want to take a flavour of your holiday home with you, you can even take part in cookery classes at the estate’s cookery school and learn how to make everything from Tuscan favourites to fresh pasta.


Firefly pre-arrival concierge service

Villa staff include:
Daily housekeeping
Villa concierge service

Additional staff such as a private chef, nannies and massage therapists can be arranged on request.


Children receive a warm, Italian welcome here and are made to feel right at home. The chef will be happy to prepare special child-friendly meals for you, or you can order from the kids’ in-villa delivery menu.

The villa is blessed with lots of outdoor space for little ones to hare about in, and kids will love the infinity pool, perfect for splashing around in!

The estate has a fantastic kids’ club, which can be accessed freely and provides a magical environment for imaginative minds to play and learn, enjoying everything from painting to treasure hunts. There are also structured lessons available in swimming, tennis, cookery, painting, archery and much more besides – the astronomy sessions are a highlight.

Let us do the Legwork

Our experienced team is here to help. Just let us know what you are looking for and we’ll put together a bespoke proposal of the most suitable properties.

Call +44(0)203 432 7784  Or  


Interested in this Property?

Got Questions? Call us on +44 (0)203 432 7784. We are happy to help.








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