Montestigliano Estate

Montestigliano Estate

A unique collection of eleven high-quality apartments and farmhouses, on an exquisite Tuscan estate in the Senese hills, that is perfect for couples, families and group celebrations.

  • Best For Families, Food & Wine, Large Groups
  • Rooms 11 self-catering apartments and One Villas
  • Highlights Efficiently run by the Donati family and with regular BBQ’s, pizza evenings and Tuscan dinners

    Tuscan views at their finest - rolling hills, sunflower fields and the towers of Siena appearing in the distance
  • Holiday Offers Prices starting from £ 800 sleeping up to 3

Montestigliano Estate

Situated on the brow of a hill, with views over woodland and cypress-topped hills, Montestigliano is a classic Tuscan working estate just 12km from Siena.

Yet in between producing prestigious D.O.P olive oil from its 3,000 olive trees and farming wheat, barley and maize, the Donati family have, apparently effortlessly, converted traditional farm buildings into individually-styled apartments and villas and created a rural holiday idyll amidst the olive groves and glorious countryside.

There is also a games room with table tennis, table football and snooker table.
  • two swimming pools with diving board 
  • free internet wi-fi connection
  • sun loungers and umbrellas
  • game room with TV area
  • pool table, table football and table tennis
  • walking and mountain biking trails


Accommodation is in a collection of amber-hued restored farm buildings, ranging from the pretty little Casa Damiano (sleeps 3) to the fabulous Villa Donati (sleeps 14).

Villa Donati (sleeps 14): Originally the principal house on the estate, the 18th century country house is elegantly furnished and has a large fruit-tree filled garden and glorious woodland views.

Ground floor: large entrance hall, dining-room, lounge, kitchen with open fireplace, bathroom with shower, 2 single bedrooms. Another twin bedroom and bathroom with shower are on a half-landing.

First floor: large living room with working fireplace, 2 double bedrooms (with wash basins), 2 twin bedrooms.

Second floor: Bathroom with bath, plus half bathroom.

Casa Luisa (sleeps 10): A traditional Casa Colonica with beamed ceilings, terracotta floors and antique wooden furniture. The living, dining room and kitchen are open plan and there are 5 bedrooms (3 twins, 2 double) and 4 bathrooms (2 with bath, 2 with shower). Outside space includes a partly covered terrace to the rear with a pergola and barbecue, and a furnished loggia with woodland views.

Casa Marta (sleep 6): A centrally-located apartment, close to the courtyard, with private ground floor access. An internal staircase leads up to the spacious apartment. A back door on the ground floor leads to a secluded garden with a semi-covered furnished pergola.
Living room with wood burning stove, kitchen with table and chairs, 3 bedrooms (2 twins, 1 double), 2 bathrooms (1 with bath, 1 with shower).

Casa Massimo (sleeps 4): Occupying the loft space that was once used for making Vino Santo, access is via an external staircase to the first floor. The apartment overlooks the olive groves and orchard, with a private garden and semi-covered terrace. 
Large open plan living room with fireplace, kitchen, 2 bedrooms (1 twin, 1 double), and 2 bathrooms (1 with bath, 1 with shower).

Casa Virgina 1 & 2 (sleeps 4 each): Simple in style, with white washed walls and terracotta floors, the apartments were once used as store rooms, barns and wine cellars. Both apartments have a large living room with open fireplace, kitchen, 2 bedrooms (1 double, 1 twin), and a bathroom with shower. Both apartments have a furnished covered balcony and access to a large garden.

Casa Adriana (sleeps 4): Ground floor poolside apartment with access for special needs guests. 
Open plan living room and kitchen, 1 twin bedroom with adapted bathroom, 1 double room with bathroom (shower). Outside, there is a covered dining terrace with countryside views.

Casa Damiano (sleeps 3): An independent house with fabulous views towards Orgia and a large private garden with furnished covered terrace. Open plan living and dining room, with fireplace and kitchenette. 2 bedrooms (1 double, 1 single), 1 bathroom with bath

Casa Ropoli  Sopra (sleeps 4) and Sotto (sleeps 6): Situated overlooking the olive groves, these two properties are situated in a farmhouse just 300m below the summit of the hill. Access to the upper apartment (Sopra) is via an external staircase leading to a furnished loggia.

Casa Ropoli Sopra (sleeps 4) has an open plan living and dining room with traditional fireplace, and a kitchenette. 2 bedrooms (1 double, 1 twin), 1 bathroom with bath.

Casa Ropoli Sotto (sleeps 6) has a large living and dining room and a stone staircase to a kitchen (with table). From here, a back door opens on to a semi-covered terrace with wood fired oven. Another staircase leads up to the second floor where there are 3 bedrooms (1 double, 2 twins), 2 bathrooms (1 with bath, 1 with shower), and a half bathroom.

Casa Emilio (sleeps 4): Still retaining the charm and character of an old farmhouse, and offering complete privacy, the house stands independently on the edge of the hill.

Ground floor: The open plan kitchen/living room has floor to ceiling glass doors out to a private garden. Laundry room and half bathroom; double bedroom with en suite bathroom.
First floor: 1 double bedroom with shower.
Room Facilities
  • 10 apartments and 1 villa
  • central heating 
  • wi-fi internet connection 
  • fully equipped kitchen 

Hotel Restaurant

Regular BBQ’s, pizza evenings and Tuscan dinners  are organised regularly as well as Olive oil and wine tasting classes.

The atmosphere is convivial and you'll sahre the long table with the other guests.


The Montestigliano estate is just 12km from Siena and 80km to the south of Florence. Guests have access to the entire 2,500-acre estate which is criss-crossed with avenues of cypress trees and marked trails that can be explored on foot or by bike. Part of the estate borders on the River Merse which is a lovely alternative to the pools for a refreshing swim.

Torri, which has a famous monastery, is the nearest (very tiny) village and several restaurants, bars and pizzerie are available nearby.

Siena, with its magnificent Piazza del Campo, is just a hop away and the villas are also well-placed for visiting Florence and San Gimignano. The charming walled town of Volterra, just over an hour’s drive away, is well worth a visit, as are the towns of Pienza, Arezzo and San Sepolcro.

For anyone interested in wine, the prestigious wine-producing areas of Montalcino, Montepulciano and Chianti are within easy reach. For a breath of sea air, the beaches of the Maremma are approximately 60km away.

Getting there: Perugia (115 km) or Pisa airport (150 km)


Top 5 villages to visit along the Chiantigiana

Top 5 villages to visit along the Chiantigiana

If you fancy interspersing your vino voyage with a few stops in some enchanting hill top towns, there are plenty to choose from, so we’ve rounded up some of the best to make your decision a little easier.
The who, what, where and why of biodynamic viticulture!

The who, what, where and why of biodynamic viticulture!

If you’ve started to research wine and wine-making, you may have come across the peculiar term of biodynamic viticulture. Though it may sound like a scary, complex, scientific process, it is in fact an alternative, holistic approach to wine making that is extremely fascinating! So, we’ve put together the who, what, where and why of biodynamic viticulture, so you can learn more about this innovative wine making technique!
Wine tasting holidays in Tuscany

Wine tasting holidays in Tuscany

Beside its multi-centuries towns and splendid countryside, Tuscany is also famous for its wineries. A different but wonderful way to get to know it, it's to plan a food and wine holiday discovering its great wines.

And in all honesty, who wouldn't feel like touring the Tuscan countryside and the various wineries to taste whites, reds, sparkling wines and whatever else might come to mind?

Among ancient vineyards, organic and biodynamic cultivation, avant-garde architectural and energy cellars, our recommendations produce Chianti Classico, Brunello di Montalcino and Nobile di Montepulciano