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 155 villas still available of the total of 5 villas

Flavio (10 persons) - Italy, Tuscany, Buonconvento

Villa popularity 2024: 99% booked

The Crete Senesi, to the south of Siena, is an area of stunning landscapes, with gentle hills interrupted by magnificent erosional phenomena to create beautiful open panoramas. In the spring it is a green mantle rippling in the breeze, in the summer... read more »

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10
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Fabrizio (4 persons) - Italy, Tuscany, Gaiole in Chianti

Villa popularity 2024: 100% booked

Typical Tuscan farmhouse located inside a large property, where there is also the Villa Primavera, with which it shares the entrance gate. The house is equipped with air conditioning and WI-FI internet connection, is completely independent and enclo... read more »

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4
private pool
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Eleonora (14 persons) - Italy, Tuscany, Gaiole in Chianti

Villa popularity 2024: 40% booked

Eleonora is located between the towns of Radda and Gaiole in Chianti, two famous centers of production from the history of Chianti Classico in Tuscany.  It is an historic villa which was once owned by the Florentine Strozzi family and s... read more »

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14
private pool
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Ida (6 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 98% booked

During the first half of the XVIth century, the noble Guinigi family, at that time the Dukes of Lucca, decided to locate their summer residence on the edges of the town of Matraia, which they chose because of the mild climate and spectacular views. ... read more »

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6
Communal pool
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Lenke (6 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 98% booked

During the first half of the XVIth century, the noble Guinigi family, at that time the Dukes of Lucca, decided to locate their summer residence on the edges of the town of Matraia, which they chose because of the mild climate and spectacular views. ... read more »

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6
Communal pool
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Chiara (26 persons) - Italy, Tuscany, Florence

Villa popularity 2024: 62% booked

An elegant and luxurious estate located around 4 km from the center of Florence and 3 Km from Piazzale Michelangelo.  The estate is comprised of the main villa, Chiara, the oldest villa, the origins of which date back to the 14th cent... read more »

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26
private pool
€ 26.124,-

Vittorio (13 persons) - Italy, Tuscany, Monsummano Terme

Villa popularity 2024: 98% booked

A modern style villa situated near Monsummano Terme(3 Km), the preeminent spa area with Montecatini and Grotta Giusti, famous for the natural hot springs where highly qualified health and wellbeing treatments are carried out. The nearest town is Cin... read more »

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13
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Jacopo (14 persons) - Italy, Tuscany, Casalguidi

Villa popularity 2024: 100% booked

The villa is situated near Casalguidi (1.5 KM.), a small town in the Tuscan countryside which has all the necessary amenities. It is surrounded by a large olive grove (10 hectares) and has a fenced private swimming pool (6 x 12 m) with changing roo... read more »

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14
private pool
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Elisa 18 (18 persons) - Italy, Tuscany, Castenuovo Tancredi

Villa popularity 2024: 98% booked

Medieval castles, undulating hills, ancient villages, isolated farmhouses, avenues of cypress trees, incredible vineyards and olive-groves, golden fields of wheat: these are just some of the elements that make up the wonderful, harmonious landscapes... read more »

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18
private pool
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Elisa 16 (14 persons) - Italy, Tuscany, Castenuovo Tancredi

Villa popularity 2024: 98% booked

Medieval castles, undulating hills, ancient villages, isolated farmhouses, avenues of cypress trees, incredible vineyards and olive-groves, golden fields of wheat: these are just some of the elements that make up the wonderful, harmonious landscapes... read more »

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14
private pool
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Elisa 14 (14 persons) - Italy, Tuscany, Castenuovo Tancredi

Villa popularity 2024: 97% booked

Medieval castles, undulating hills, ancient villages, isolated farmhouses, avenues of cypress trees, incredible vineyards and olive-groves, golden fields of wheat: these are just some of the elements that make up the wonderful, harmonious landscapes... read more »

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14
private pool
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Lisandro (14 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 74% booked

The hills around Lucca still preserve a large number of villas from the 1600s to the 1900s which were the country residences of the most affluent local bourgeois. Lisandro was built around the beginning of the 1800s and was completely renovated... read more »

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Beach
Lowest week price
14
private pool
35 km
€ 5.803,-

Santa (6 persons) - Italy, Tuscany, Certaldo

Villa popularity 2024: 100% booked

4-room house 140 m2 on 2 levels, on the ground floor. Very tasteful and stylish furnishings: large living/dining room with open-hearth fireplace and satellite TV. Exit to the terrace. Large, open kitchen (5 hot plates, oven, dishwasher, microwave, e... read more »

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Citycenter
Lowest week price
6
private pool
8 km
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Vitus (3 persons) - Italy, Tuscany, Castiglion Fiorentino

Villa popularity 2024: 51% booked

2-room house 40 m2 on 2 levels. Rustic furnishings: living/sleeping room with 1 sofabed, dining table and satellite TV. Exit to the terrace. 1 room with 1 double bed. Open kitchen (dishwasher, 4 gas rings, toaster, kettle, microwave, freezer, electr... read more »

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Citycenter
Lowest week price
3
private pool
4 km
€ 357,-

Allegra (6 persons) - Italy, Tuscany, Prato

Villa popularity 2024: 100% booked

"Allegra", 4-room semi-detached house 140 m2, on the ground floor. Antique and tasteful furnishings: living/dining room with open-hearth fireplace, dining table, satellite TV, CD-player and hi-fi system. Exit to the terrace. 1 room with 1 double... read more »

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Citycenter
Lowest week price
6
private pool
1 km
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