Montestigliano
Apartment
We review each country house on a scale of 3 to 5, with 5 being the best category. We have looked at price, quality and x-factor and come up with a comprehensive review, which is largely made with the heart, and therefore is very personal.
High quality and high wow-factor
Own production of olive oil and wine
Possibility to eat local fook
- Closest food shopping5 km
- Closest village5 km
- Sovicille9 km
- Siena12 km
- Monticiano25 km
- Lucignano28 km
- Colle di Val D'Elsa35 km
- San Gimignano48 km
- Distance from the sea50 km
- Volterra53 km
- Firenze80 km
- Follonica89 km
- Pisa airport115 km
- Rome airport250 km
Check availability and prices
Casa Damiano (3 pers.)
Casa Damiano can accommodate 3 persons on its 65 m2, here are a total of 2 bedrooms.
The villa is located approx. 5 minutes walk away from the pool area, and is located in a cluster along with 2 other villas, namely Casa Ropoli Sotto and Casa Ropoli Sopra. These 3 villas share a parking space and a laundry room.
Casa Damiano is the smallest of all the villas on Montestigliano, and has been renovated with great care and respect for history. From Casa Damiano you have a beautiful view of the Tuscan countryside, and the nearby castle of Orgia and Siena can also be seen.
The villa itself has a living room with kitchen, dining area and living room with sofas. There is 1 double bedroom, 1 bedroom with a single bed and 1 bathroom. In addition, there is a private outdoor kitchen, southeast facing garden, where meals can be enjoyed and wonderful moments are created.
7 days
08.08.2026
-
15.08.2026
Casa Luisa (10 pers.)
Casa Luisa can accommodate 10 people on its 175 m2, here are a total of 5 bedrooms.
This villa is originally an old farmhouse and it is clearly seen as the entrance to Casa Luisa is on the 1st floor. In the old days, the ground floor was reserved for the animals, the wine and everything else that needed to be stored.
The villa is classically furnished with a large open kitchen, where there is a fireplace, dining area and living room. A long corridor leads you down to 3 bedrooms with 2 single beds in each room and 2 double bedrooms. In addition, you will find 4 bathrooms, where the two of them have a shower and the other two have bathtubs.
Outside you will find a covered terrace, so it is possible to sit outside on the hot summer days, because you will enjoy to sit here and look at the view. Here is also a grill at your disposal.
7 days
08.08.2026
-
15.08.2026
Casa Marta (6 pers.)
Casa Marta have room for 6 persons on its 125 m2, here are a total of 5 bedrooms.
The apartment is on the 1st floor, so you have to go up a stone staircase to enter. Upstairs you will find a large bright apartment with living room, original cast iron stove, kitchen with dining area, 2 bedrooms with 2 single beds in each room and 1 double bedroom, as well as 2 bathrooms (1 with bathtub and 1 with shower.)
The back door of the apartment leads you out to the garden with pergola, where you can enjoy the view of the hilly landscape, which you will find here near Siena.
7 days
08.08.2026
-
15.08.2026
Casa Massimo (4 pers.)
Casa Massimo can accommodate 4 persons on its 110 m2, here are a total of 4 bedrooms.
Back in time, Casa Massimo was used to produce Vin Santo (a sweet Tuscan wine that is typical of the area here). More specifically, this means that once the grapes were ripe, they were placed in large sieves to dry before being pressed into Vin Santo.
A lot has happened since then, and now here is a cozy and renovated apartment.
An outdoor staircase leads you up to the entrance, which opens up to 2 large interconnecting rooms which include dining room, living room with fireplace and kitchen. In addition, there is 1 double bedroom, 1 bedroom with two single beds and 2 bathrooms (one with bathtub and one with shower.)
Outside you have the private garden, which is surrounded by olive trees. Here is a terrace under a pergola where you can sit and enjoy your dinners.
7 days
08.08.2026
-
15.08.2026
Casa Ropoli Sopra (4 pers.)
Casa Ropoli Sopra can accommodate 4 persons on its 80 m2, here are a total of 2 bedrooms.
The villa is located approx. 5 minutes walk away from the pool area, and is located in a cluster along with 2 other villas, namely Casa Damiano and Casa Ropoli Sotto. These 3 villas share a parking space and a laundry room.
The small but charming villa is south facing and overlooks the valley. Access to the villa itself is via a stone staircase, which leads you up to a furnished covered terrace, which is perfect for enjoying breakfast. Inside there is a living room with kitchen, dining area and living room with sofa.
In addition, the villa has 1 double bedroom, 1 bedroom with two single beds and 1 bathroom. Below the apartment there is also a pergola and sitting areas where you can get even closer to the beautiful landscape, which is right here.
7 days
08.08.2026
-
15.08.2026
Casa Ropoli Sotto (6 pers.)
Casa Ropoli Sotto can accommodate 6 persons on its 145 m2, here are a total of 3 bedrooms.
The villa is located approx. 5 minutes walk away from the pool area, and is located in a cluster along with 2 other villas, namely Casa Damiano and Casa Ropoli Sopra. These 3 villas share a parking space and a laundry room.
Outside you will find the covered terrace, which is an extension of the villa. Here is a dining area, traditional wood burning stove, which is perfect for warming up if the evenings get too chilly.
Casa Ropoli Sotto has wonderful views of the classic Tuscan countryside, as well as Orgia Castle on one side. On the other side of the villa, you will find a sea of olive groves, which cover the Montestigliano mountainside.
The villa itself is spread over 3 levels. The entrance to the villa is on the ground floor, and leads you into the living room and dining room, late small basement, as well as a small stone staircase that leads you up to the kitchen and out to the backyard, where the covered terrace with wood burning stove is.
On the upper level there is a long corridor with 1 double bedroom, 2 bedrooms each with 2 single beds, 1 toilet and 2 bathrooms (one with shower and the other with bath.)
7 days
08.08.2026
-
15.08.2026
Casa Virginia 1 (4 pers.)
Casa Virginia 1 for 4 people. Apartment on the first floor with external staircase with a small covered area with garden furniture. From here there is the most beautiful view over olive groves and cypresses. Living room with open fireplace, kitchen with dining area, 2 double bedrooms and a bathroom with shower.
7 days
08.08.2026
-
15.08.2026
Casa Virginia 2 (4 pers.)
Virginia 2 can accommodate 4 persons on its 60 m2, here are a total of 2 bedrooms.
The apartment is on the 1st floor, right next to Virginia 1, an outdoor staircase leads you over to a small balcony where the apartment is located. The balcony faces south, overlooking cypresses, olive trees and the rest of the Tuscan countryside.
Inside there is an open plan living area with kitchen, dining area and sofas, in addition there is 1 double bedroom, 1 twin bedroom and 1 bathroom. Outside there is lawn where there is room for play, fun and games. Of course there is also an outdoor area for the apartment, where you can sit under a pergola, here you will find chairs, tables and barbecue.
7 days
08.08.2026
-
15.08.2026
Villa Donati (14 pers.)
Villa Donati can accommodate 14 persons on its 320 m2, here are a total of 8 bedrooms.
The villa is also known as "La Fattoria", which means the farm and was the first of its size on Montestigliano. It is built back in the 18th century by Aldobrandinis, who was a family from Rome.
Today, the villa stands elegant and rustic, with high ceilings, large rooms, which are decorated with antique furniture and paintings. You will be able to see the beams in the ceiling, and warm yourself by the fireplace in winter - which just makes the villa cozy.
On the ground floor you enter the hall, where there is also a door to the garden. In addition, there is a large living room, kitchen with fireplace and dining room, 1 double bedroom, 1 bedroom with two single beds and 1 bedroom with a single bed and 1 bathroom.
A stone staircase leads up to the mezzanine with 1 double bedroom and 1 bathroom. In addition, there is a staircase up to the 1st floor, where there is a large living room with original fireplace, 2 double bedrooms and 2 bedrooms with two single beds in each room and a small staircase leads to another 1 bathroom.
At the back of the villa you will find a large garden with fruit trees, grapes and a fantastic view over the Tuscan countryside. On the terrace you will find tables, chairs and sun loungers that you can use when lying in the garden and relaxing or enjoying your meals.
7 days
08.08.2026
-
15.08.2026
Villa Giancarlo (10 pers.)
The villa accommodates 10 people with 6 bedrooms and 5 bathrooms.
Villa Giancarlo spans 300 square meters and was built in 1910. It exudes the classic character of a typical Tuscan country villa and is situated in the heart of the main village of Montestigliano, offering breathtaking views of the Sienese landscape.
Spread across two floors, the ground floor hosts a highly functional kitchen and dining area with two living rooms that open onto a large panoramic terrace overlooking the swimming pool and the village of Montestigliano. Additionally, there's a single room with a French bed and a bathroom with a shower.
The second floor is dedicated to the sleeping quarters. An elegant hall leads to bedrooms and bathrooms: 2 double rooms with ensuite bathrooms, 1 single room with a French bed and an ensuite bathroom, and two double rooms that share a large bathroom with a bathtub.
The expansive terrace envelops the entire ground floor of the villa and is fully equipped for outdoor dining. It also grants access to a narrow, elongated Italian-style garden—a peaceful area for relaxation, reading, and savoring the Tuscan countryside
7 days
08.08.2026
-
15.08.2026
6,535.00 EUR
Available weeks
- Casa Damiano (3 pers.)
- Casa Luisa (10 pers.)
- Casa Marta (6 pers.)
- Casa Massimo (4 pers.)
- Casa Ropoli Sopra (4 pers.)
- Casa Ropoli Sotto (6 pers.)
- Casa Virginia 1 (4 pers.)
- Casa Virginia 2 (4 pers.)
- Villa Donati (14 pers.)
- Villa Giancarlo (10 pers.)
Price list in Euro
Out of the high season you have free check in, minimum 3 nights. At the high season it is from Saturday - Saturday.
| Per week | Max. persons | Final cleaning |
|---|---|---|
| Casa Damiano (3 pers.) | 3 | Incl. |
| Casa Luisa (10 pers.) | 10 | Incl. |
| Casa Marta (6 pers.) | 6 | Incl. |
| Casa Massimo (4 pers.) | 4 | Incl. |
| Casa Ropoli Sopra (4 pers.) | 4 | Incl. |
| Casa Ropoli Sotto (6 pers.) | 6 | Incl. |
| Casa Virginia 1 (4 pers.) | 4 | Incl. |
| Casa Virginia 2 (4 pers.) | 4 | Incl. |
| Villa Donati (14 pers.) | 14 | Incl. |
| Villa Giancarlo (10 pers.) | 10 | Incl. |
| 07.03. - 18.04. 26.09. - 28.11. |
18.04. - 13.06. 05.09. - 26.09. |
13.06. - 05.09. |
|---|---|---|
| 1,225.00 | 1,411.00 | 1,655.00 |
| 2,513.00 | 3,400.00 | 4,533.00 |
| 1,655.00 | 2,119.00 | 2,818.00 |
| 1,580.00 | 1,925.00 | 2,389.00 |
| 1,225.00 | 1,450.00 | 1,715.00 |
| 1,470.00 | 1,925.00 | 2,450.00 |
| 1,470.00 | 1,734.00 | 2,144.00 |
| 1,164.00 | 1,258.00 | 1,470.00 |
| 3,124.00 | 4,299.00 | 5,756.00 |
| 3,565.00 | 5,400.00 | 6,535.00 |
The prices include:
Gas, water, electricity, heating, linen, towels and final cleaning.
Pool season:
The swimming pool is open between 01/06 - 31/09.
To be paid locally and directly to the owner:
Deposit: 250 euro (cash - refunded at departure).
Baby cot and High chair: 50 euro per week.
Pets are allowed on request.
NB - Tourist tax:
Tourist taxation, which is a small amount, has to be paid locally at arrival. The tourist taxation is expected to be approximately 1.5 euro per person per night (kids under 12 years are not included) and a maximum of 10 days.
CIN IT052034B5XODYGVBO


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