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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Peach (10 persons) - Italy, Tuscany, Poggio al Vento

Villa popularity 2018: 88% booked

The small fortified hamlet of Poggio al Vento is situated on a hilltop in the Chianti area at a height of 400 meters above sea level. Its extraordinary position offers an extensive view of a large portion of this beautiful part of Tuscany ranging fr... read more »

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Beach
Lowest week price
10
private pool
100000 m
€ 2.100,-

Nasja (4 persons) - Italy, Tuscany, Cortona

Villa popularity 2018: 87% booked

Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully fur... read more »

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Beach
Lowest week price
4
private pool
163000 m
€ 1.022,-

Nymble (6 persons) - Italy, Tuscany, La California

Villa popularity 2018: 87% booked

Charming small house in Tuscany, a villa with private swimming pool situated in the country-side surrounding the lovely little town of Bolgheri, reachable by driving through a splendid century-old cypress alley. Beautiful extensive views over the su... read more »

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Beach
Lowest week price
6
private pool
4000 m
€ 1.036,-

Nelson (15 persons) - Italy, Tuscany, Castiglione d Orcia

Villa popularity 2018: 89% booked

Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property h... read more »

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Beach
Lowest week price
15
private pool
90000 m
€ 2.285,-

Pelacia (9 persons) - Italy, Tuscany, Castel Focognano

Villa popularity 2018: 98% booked

Villa Pelacia is located only 30 km from Arezzo, in the southern part of the Valdarno Casentinese, a territory that still is not part of the most common tourist itineraries in Tuscany: it is an area of beautiful age-old forests, which make up an imp... read more »

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Beach
Lowest week price
9
private pool
140000 m
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Puck (10 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2018: 98% booked

Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa Puck. 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 house, solid... read more »

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Lowest week price
10
private pool
85000 m
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Pavia (14 persons) - Italy, Tuscany, Chianni

Villa popularity 2018: 88% booked

Surrounded by woods of oak and chestnut trees, at the top of a hill that dominates the valley called Valdera with Volterra in the background, stands the old medieval village of Chianni. At the edge of the village, along the road running through the ... read more »

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Beach
Lowest week price
14
private pool
34000 m
€ 3.360,-

Punon (12 persons) - Italy, Tuscany, Poggibonsi

Villa popularity 2018: 88% booked

Fine villa situated in the hills of the Chianti Classico area just a short distance from Poggibonsi, just 3 kms away, where guests can find shops of all kinds. All the most famous place in Chianti are within easy reach of the villa, such as Castelli... read more »

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Beach
Lowest week price
12
private pool
80000 m
€ 2.282,-

Niesha (6 persons) - Italy, Tuscany, La California

Villa popularity 2018: 87% booked

Small independent barn completely restored, a charming accommodation with pool in Tuscany for your vacation, situated in quiet and panoramic location in the country-side surrounding Bibbona, along the Tyrrhenian coastline. This accommodation offers ... read more »

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Beach
Lowest week price
6
private pool
4000 m
€ 858,-

Pelegrina (11 persons) - Italy, Tuscany, Castellina in Chianti

Villa popularity 2018: 98% booked

Large stone-built farmhouse located inside a vast property that extends for 460 hectares, situated in a peaceful and panoramic position overlooking the vineyards and the gentle hills of the Chianti Classico (350 m altitude) and near the farm centre.... read more »

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Beach
Lowest week price
11
private pool
90000 m
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Peride (10 persons) - Italy, Tuscany, Tavarnelle Val di Pesa

Villa popularity 2018: 88% booked

Peride is an old stone building, and was originally a look-out tower going back to the XIII century. It stands on the road leading to an characteristic little medieval village called Tignano. It has been recently renovated an... read more »

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Beach
Lowest week price
10
private pool
95000 m
€ 1.596,-

Pemota (7 persons) - Italy, Tuscany, Mercatale Val di Pesa

Villa popularity 2018: 85% booked

This splendid stone farmhouse is situated in a beautiful, peaceful valley, surrounded by fields and vineyards, just a short distance away from Mercatale Val di Pesa, in the heart of the Chianti Classico district. The house is located on ... read more »

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Beach
Lowest week price
7
private pool
90000 m
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Purna (6 persons) - Italy, Tuscany, Monteriggioni

Villa popularity 2018: 47% booked

This nice country house lies in an attractive valley close to the medieval village of Monteriggioni which is 5 kms away. From the house a visit to Siena is within easy reach (15 kms), taking about 15 minutes by car, and so is the whole C... read more »

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Beach
Lowest week price
6
private pool
85000 m
-

Kaiser (4 persons) - Italy, Tuscany, Castelfiorentino

Villa popularity 2018: 87% booked

Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. 45 km from Florence. This villa, built in 2009, offers nice outdoor areas with a beautiful panoramic terrace, gazebo, furnished ... read more »

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Pool
Beach
Lowest week price
4
private pool
71000 m
€ 546,-

Philippa (18 persons) - Italy, Tuscany, Bellavista

Villa popularity 2018: 89% booked

The villa 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 lar... read more »

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Beach
Lowest week price
18
private pool
150000 m
€ 3.591,-

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