Montestigliano Estate

7 nights

Boutique Hotels




Cultural, Family, Food & Wine, Hiking


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.

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.


11 self-catering apartments and one Villa


from £1390 - one bedroom apartment


7 nights self catering sharing a one-bedroom apartment

Fully comprehensive car hire arranged at the airport

Travel planning

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International flights

Tickets for the Palio in Siena


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.


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.


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.



✓ 2 swimming pools with diving board

✓ Sun loungers and umbrellas

✓ Game room with TV area pool table, table football and table tennis

✓ Walking and mountain biking trails

✓ Bike Hire


✓ 10 apartments and 1 villa

✓ Central heating

✓ Wi-Fi

✓ Fully equipped kitchen


Montestigliano is immersed in a spectacular nature, among olive trees and woods, the nearest town is Sovicille on the road linking Siena to Massa Marittima and Follonica. Besides visiting the surrounding medieval hamlets and towns, Montestigliano is also a great base to enjoy the coastal towns of the Maremma Toscana.


Only a few minutes away, there is the 18-hole Golf Club La Bagnaia where guests of Montestigliano receive a 15% discount.

    Free Travel Plan

    Selected Value: 500