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Luxury VillasItalyTuscanyVilla Sant’Anna, Tuscany

Villa Sant’Anna, Tuscany

Quick Facts

Sleeps: 9

Bedrooms: 5

Catered OR Self-Catered

Low season from €42,931/week

High season to €92,840/week


Access to hotel facilities

Heated infinity pool

Pool house

Private tennis court


Medieval charm mixed with modern conveniences, Villa Sant’Anna ticks all the boxes. In this private abode, you can you lounge in a stone-walled sitting room, beneath fine paintings, feeling as though you’re in your very own castle… yet with your favourite film playing on the LCD TV and a glass of local wine in your hand?

Nature’s gifts – the amazing views and the all-pervading scents of rosemary and lavender – are perfected by high-end furnishings and finishes, including a home cinema and spa-quality bathrooms. In the great outdoors, front crawl the day away in the heated swimming pool or perfect your backhand on your private tennis court.

You can truly make the most of outdoor living here, with a well-appointed pool house and an envious view, shaded terrace for eating on and an outdoor wood oven where you can create pizzas to die for – or at least to eat in the last of the sun alongside local wines and fresh vegetables from the estate’s own kitchen garden.

On nights when you feel like stepping out from your cocoon, the estate’s ‘borgo’ is just moments away with its two wonderful restaurants as well as a luxurious spa.


Outdoor heated swimming pool






Access to hotel facilities


Mini bar

Private tennis court

Outdoor wood oven

Pool house with living room/bathroom/outdoor shady terrace

Reading room/cinema room

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 Sant’Anna 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 Sant’Anna sleeps 9 people in 5 bedrooms.

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

Bedroom two
Single bedroom with extra wide bed on the ground floor with en-suite bathroom.

Bedrooms three and four
Double bedrooms on the first floor with en-suite bathrooms.

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

All bedrooms have TVs.



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

An in villa chef and waiter service can be arranged 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 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, serving traditional Tuscan dishes. Both benefit from ingredients picked from the estate’s own 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, including a private tennis court, and kids will love the infinity pool with its own pool house with bathroom and living room, which means you don’t have to leave the little ones unsupervised to go back to the house for showers and changes, or just a bit of a rest.

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 cooking classes. There are also structured lessons available in swimming, tennis, cookery, 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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