•   9+1
  •   6
  •   5

Breathtaking views over the Chianti Classico valleys. Very tastefully restored and lovely furnished. Attractive and panoramic swimming pool area.

from3470/week

  •   12
  •   6
  •   6

Elegant villa, furnished at a very high standard, in the heart of the famous Montalcino vineyards. Magnificent views. Featured in books and magazines. The guesthouse can be rented at extra cost.

from6700/week

  •   10
  •   5
  •   4

Featured on many interior magazines for its elegant country décor. Airy and spacious rooms. Air-conditioning in the first floor bedrooms. Guest house can be rented at extra cost.

from5200/week

  •   10
  •   5
  •   5

Beautiful and elegant property in the Montalcino area. Large pool and flowerful garden. Air-conditioning in all the bedrooms.

from4990/week

  •   12
  •   6
  •   5

Featured on many interior magazines for its elegant country décor. Airy and spacious rooms. Air-conditioning in the first floor bedrooms. Guest house can be rented at extra cost.

from5990/week

  •   8
  •   4
  •   4

Peaceful position on the Castello di Volpaia Estate. Ideal for a holiday of total relax in Chianti. Fenced pool. Very panoramic outdoor eating area. Every bedroom has its own en-suite bathroom.

from2650/week

  •   8
  •   4
  •   5

Right in the heart of Italy in a panoramic secluded position close by Buonconvento. Four-bedroom retreat is an excellent choice for families looking to get away and discover the beauty of this renowned region. Fully air-conditioned. Gym.

Price on request

  •   12
  •   6
  •   5

Beautiful Estate close to Siena producing a Chianti Classico Wine. Fantastic views. Extremely helpful owners available for assistance.

from4570/week

  •   12+2
  •   6
  •   5

Exceptional view. Exclusive décor. Published in many international magazines. Air conditioning.

from9300/week

  •   11+1
  •   6
  •   6

9km from Montalcino, ideal for visiting the most well-known Tuscan villages and towns. Air-conditioning in all rooms. There are four separated sleeping apartments sleeping 11+2 people

from5520/week

  •   10+2
  •   5
  •   5

Set in a peaceful location in the Chianti region. Modern design combined to the original structure. Air-conditioning in almost all the house and heated swimming pool. Very peaceful and secluded position in the Chianti region.

from5990/week

  •   11
  •   6
  •   5

Located in a panoramic position close by the Volpaia hamlet in the Chianti classico area. Walking distance from 2 restaurants. The estate produces a very renowned Chianti wine that was listed in the Wine Spectator's TOP100 wines. Cooking classes can be arranged on request by the English-speaking local office.

from3300/week

  •   18
  •   9
  •   8

Very elegant villa - featured on many magazines - in the heart of Chianti Classico. Airy and spacious rooms. Air-conditioning in the first floor bedrooms.

from8700/week

  •   14
  •   7
  •   7

Elegant villa, furnished at a very high standard, in the heart of the famous Montalcino vineyards. Magnificent views. Featured in books and magazines. The guesthouse can be rented at extra cost.

from7560/week

  •   14
  •   7
  •   6

Featured on many interior magazines for its elegant country décor. Airy and spacious rooms. Air-conditioning in the first floor bedrooms. Guest house can be rented at extra cost.

from6900/week

Siena FAQs

All our villas in Siena have an exclusive private pool, including Lavacchio and Casavecchia, making them the perfect choice for your relaxing vacation.
There are many villas in Siena with beautiful views. Camporempoli, La Corte di Campalli and Fontanelle are excellent choices for their views.
Siena is a family-friendly destination thanks to its accessibility options and largely pedestrianised centre. Some of our perfect family-friendly villas are Villa Lorian,La Corte di Campalli and  Pozza di Volpaia
Campassole, and Pozza di Volpaia are all ideally situated close to a town or a small village for ease when out exploring.
You can find a range of luxury villa rentals in Siena, including La Maccinaia and Le Porciglia.

Many villas in Siena have air conditioning. Some of our best air-conditioned villas in Siena include San Sigismondo, Casina di Mello and Lavacchio.
Fontanelle, San Sigismondo and Pozza di Volpaia are some of our most popular villas to stay in Siena.