• Villa Sant Anna 1

What we love

Villa Sant′Anna′s elevated position affords guests dramatic views of the Estate′s golf course, and Sangiovese vineyards. The dominant impression of the house itself is one of space, with a grand fireplace, and generous suites. The grounds are also extensive, including a private tennis court and heated swimming pool.

The Property

Elevated on a ridge overlooking the private golf course of Rosewood Castiglion del Bosco, one of Italy’s largest private estates, you will find Villa Sant’Anna: a stylish, centuries-old villa with splendid Brunello di Montalcino vineyard views, restored and remodelled, to welcome groups of up to nine people in tasteful luxury.

Invoking the rich heritage and colour palette of the Sienese countryside, it is easy to detect the minute attention to detail paid in the design and furnishing of Villa Sant′Anna. The villa features an authentic Tuscan fireplace, library and games room. Textiles, antiques and one-off pieces by local craftsmen, respecting local methods and traditions, are expertly united to create a space which is at once opulent and cosmopolitan.

For al fresco dining, the pergola-shaped terrace features a wood-fired pizza oven and overlooks a manicured lawn and gardens, and the villa features a private tennis court, natural stone swimming pool and pool house. As with all villas on the Estate, the Riccardo Barthel-designed kitchen is pure Italian style combined with practical details to make cooking a pleasure. Personal chefs can be arranged for your stay if desired.

Living Space

Ground floor

  • Living room with authentic Tuscan fireplace
  • Double bedroom with kingsize bed, walk-in closet, en-suite bathroom and outside terrace;
  • Single bedroom with super single bed and en-suite bathroom;
  • Library and games room;
  • Dining room; kitchen;
  • Laundry
  • Powder room

First floor

  • Master bedroom with kingsize bed and en-suite bathroom
  • Double bedroom with kingsize bed and en-suite bathroom
  • Twin bedroom with single beds and en-suite bathroom

Pool House 

  • Living room with fireplace
  • Bathroom
  • Outdoor pergola-shaded seating area



 Price on request

Price on request

Enquire online


  • Oxford Private Travel Concierge Service
  • Use of sauna, steam bath, fitness centre, bocce and tennis courts
  • 2 hours daily housekeeping service
  • Check-out cleaning
  • Mini-bar
  • Morning newspaper and pastries
  • Use of WiFi
  • Welcome hamper of fresh vegetables from the garden


  • Airport Transfers
  • Flights
  • Food and drink
  • Insurance
  • Any other item not specifically mentioned

You might also love