Castellina in Chianti Castellina in Chianti is a city located on top of a beautiful green hill, seperating the Pesa and Staggia river. This small town is situated at the road that connects Florence to Siena, called the Via Chiantigiana. Castellina in Chianti is a historic town, with origins going back to Etruscan times. It was an important outpost because of its position between Florence and Siena. During times of battles, the city was destroyed and rebuilt many times, increasing the defensive walls every time the town was reconstructed. The Via della Volte is a covered street or tunnel, situated along the ancient walls, once used by guards, now used for shops and restaurants. You’ll be able to find more shops at the main street of Castellina in Chianti, called the Via Ferruccio, but also beautiful places such as Palazzo Banciardi and Palazzo Squarcialupi. These palaces both belong to local important families and the Palazzo Squarcialupi already serves as a wine shop for over 100 years, where you of course will find the delicious Chianti Classico wine. Just outside the city centre, the Fortress with its tall tower can be found, which offers a great view over the town and countryside. Another place that must be visited as well is the Church of San Salvatore, dating back to the 16th century, built in neo-Romanesque style. It contains important frescos, statues and a crucifix. If you like archaeology, the Archaeological Museum of Chianti is definitely something for you, where an Etruscan tomb buried under a tumulus on Monte Calvario and Etruscan necropolis of Poggino can be found. Castellina in Chianti is located at approximately 55 km from Florence, so the easiest option is to fly to Florence and take the car from there. Another option is to fly to Pisa, which is around 100 km from Castellina in Chianti and take the car from there as well.

The most known and visited area of Tuscany is the Chianti area, comprising around eight Chianti towns. The borders of this area aren’t very clear, but it can be said that in general it extends over the provinces of Florence and Siena, covering all of the area between the two cities and extending to the east toward the Valdarno and to the west to the Val d'Elsa. The Chianti landscape is unique and very beautiful, including picturesque little village, forests and hills covered with vineyards and olive trees. This region is of course also famous for its outstanding red wines, presented in bottles in woven baskets. The Chianti wines are characterized by intense aromas of fruit and flowers, easily drinkable with a smooth aftertaste. Traditional farming is still an everyday part of life in this region, including as afore mentioned wine making, but also olive oil production is very important here, making this region so attractive to tourists. 

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There are 154 villas still available of the total of 5 villas

Maria (12 persons) - Italy, Tuscany, Florence

Villa popularity 2022: 98% booked

The property is inside the Renaissance grounds of the Villa Favard, at the south entrance to the city of Florence, on the old Roman road called via Aretina. Surrounded by green vegetation and yet only a few minutes from the old city center of Floren... read more »

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Pool
Citycenter
Lowest week price
12
Communal pool
1 km
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Pietro (18 persons) - Italy, Tuscany, Bucine

Villa popularity 2022: 90% booked

Pietro is a typical nineteenth-century style building with all four walls in stone. It lies at the edge of Chianti in the village of Bucine, at the start of the road that goes all the way down the valley of Val d'Ambra and along the edge of a ... read more »

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Pool
Citycenter
Lowest week price
18
private pool
55 km
€ 4.193,-

Zarah (12 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2022: 76% booked

Villa Zarah lies inside the large estate of S. Andrea, which spreads out over 600 hectacres in the heart of the chianti classico region, and the main buildings of the company are housed in the ancient hamlet of Fabbrica. The villa is about 2 kms from... read more »

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Pool
Citycenter
Lowest week price
12
private pool
20 km
€ 4.004,-

Judith 4 (4 persons) - Italy, Tuscany, Collecchio - Alberese

Villa popularity 2022: 98% booked

Casetta di Ulisse lies inside a splendid estate in the hills of Maremma, just 4 kms from the beaches of the nature reserve "Parco dell'Uccellina" and 5 kms from the gulf of Talamone. The farm estate that includes the villa where the owners live and... read more »

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Pool
Beach
Lowest week price
4
Communal pool
5 km
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Judith 2 (2 persons) - Italy, Tuscany, Collecchio - Alberese

Villa popularity 2022: 98% booked

Casetta di Ulisse lies inside a splendid estate in the hills of Maremma, just 4 kms from the beaches of the nature reserve "Parco dell'Uccellina" and 5 kms from the gulf of Talamone. The farm estate that includes the villa where the owners live and... read more »

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Pool
Beach
Lowest week price
2
Communal pool
5 km
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Sara 24 (28 persons) - Italy, Tuscany, Campiglia Marittima

Villa popularity 2022: 93% booked

This old castello was built at the beginning of the 16th century, and was once the residence of the Grand Duke Leopoldo II of Tuscany. It has now for many years been the property of the Merciai family, who have in time transformed the castello into ... read more »

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Pool
Beach
Lowest week price
28
private pool
3 km
€ 14.126,-

Sara 20 (20 persons) - Italy, Tuscany, Campiglia Marittima

Villa popularity 2022: 93% booked

This old castello was built at the beginning of the 16th century, and was once the residence of the Grand Duke Leopoldo II of Tuscany. It has now for many years been the property of the Merciai family, who have in time transformed the castello into ... read more »

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Pool
Beach
Lowest week price
20
private pool
3 km
€ 12.600,-

Alfredo 12 (12 persons) - Italy, Tuscany, Talamone

Villa popularity 2022: 75% booked

This tower stands sentinel above a sheer drop down to the sea in the nature reserve in the Maremma about 7 km from the village of Talamone and 3 km from Fonteblanda, where you will find all the services you might need. It lies in a very panoramic an... read more »

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Pool
Citycenter
Lowest week price
12
private pool
170 km
€ 7.000,-

Alfredo 8 (8 persons) - Italy, Tuscany, Talamone

Villa popularity 2022: 98% booked

This tower stands sentinel above a sheer drop down to the sea in the nature reserve in the Maremma about 7 km from the village of Talamone and 3 km from Fonteblanda, where you will find all the services you might need. It lies in a very panoramic an... read more »

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Pool
Citycenter
Lowest week price
8
private pool
170 km
-

Laura (18 persons) - Italy, Tuscany, Castiglion Fiorentino

Villa popularity 2022: 76% booked

In the centre of Valdichiana, close to Arezzo and Cortona, at the top of a hill that dominates a scene of pleasant tuscan countryside with green fields and ancient villages, stands Villa de' Michelangioli. It is a typical old country residence, reno... read more »

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Pool
Citycenter
Lowest week price
18
private pool
20 km
€ 3.801,-

Alessia 18 (18 persons) - Italy, Tuscany, Ville di Corsano - Siena

Villa popularity 2022: 82% booked

Villa la Corte started as a monastery in the 12th century; until recently long abandoned it has undergone excellent restoration work lasting 4 years, transforming it into a high-quality villa, with modern facilities and services: swimming-pool (15x7... read more »

Persons
Pool
Citycenter
Lowest week price
18
private pool
15 km
€ 14.000,-

Alessia 14 (14 persons) - Italy, Tuscany, Ville di Corsano - Siena

Villa popularity 2022: 82% booked

Villa la Corte started as a monastery in the 12th century; until recently long abandoned it has undergone excellent restoration work lasting 4 years, transforming it into a high-quality villa, with modern facilities and services: swimming-pool (15x7... read more »

Persons
Pool
Citycenter
Lowest week price
14
private pool
15 km
€ 12.670,-

Veronica (12 persons) - Italy, Tuscany, Castelfiorentino

Villa popularity 2022: 78% booked

Every place in the Tuscan landscape carries traces of culture going back through the centuries. The Veronica , in the heart of the Chianti region, is a significant example. It lies just 35 km from Florence, not far from the town of Cast... read more »

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Pool
Citycenter
Lowest week price
12
private pool
35 km
€ 6.944,-

Marta (15 persons) - Italy, Tuscany, Barberino Val d'Elsa

Villa popularity 2022: 94% booked

Marta lies in the Chianti Classico hills about 4 kms from Castellina in Chianti and about 10 from San Donato in Poggio, halfway between Florence and Siena (about 30 kms from both of them). It stands in a very panoramic position, with a v... read more »

Persons
Pool
Citycenter
Lowest week price
15
private pool
30 km
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Brando (10 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2022: 98% booked

Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa La Colombaia. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country hous... read more »

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Pool
Citycenter
Lowest week price
10
private pool
22 km
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