Gaiole in Chianti Gaiole in Chianti is a medieval city located along the Massellone river and probably named after “gaggiolo” which refers to a big forest. Due to its location, Gaiole has always been an important market centre for the castles and towns in the surrounding. Back in the days, Gaiole was next to being an important market centre also very important to the clergy. This can be traced back to the churches and monasteries that can be found in Gaiole. A church that must be visited is the Parish Church of Spaltenna; consisting of a monastery, church and cluster of farmhouses. Here a valuable 15th century crucifix can be found. A castle situated in this area, also highly recommended to visit is the Castello di Brolio, inhabited by the Ricasoli family since the 12th century, known for producing wine. It isn’t actually possible to enter the castle as descendants of the family still live there, however it is possible to visit the gardens. A wine shop can be found too on the property, offering wine tastings. Of course, the Chianti Classico wine is sold here, but it is also on offer in many other wineries in this region, such as the Abbey of Coltibuono. This former monastery is turned into a wine estate comprising a big forest with a cedar of Lebanon, with a circumference of as much as 7 meters. In order to find some traditional little shops, you must go to the main square where you’ll find a traditional Italian grocery store, an ice cream shop and a cute little pottery shop. Gaiole in Chianti can be reached by flying to Florence and from there taking the car.

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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Federica (18 persons) - Italy, Tuscany, Lucignano

Villa popularity 2024: 98% booked

Federica is a classic example of a country residence of the tuscan nobility of the 18th century. The villa was created for the florentine aristocratic family called Ristori in the first half of the 1700s who wanted a summer retreat to recover thei... read more »

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Citycenter
Lowest week price
18
private pool
30 km
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Anna (15 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 46% booked

Among the historic villas dotted around the countryside near Lucca, Anna , which lies just 6 kms from the town of Lucca, occupies an important post due to its special historic and artistic value. It was built around the year 1500 for the Buonv... read more »

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Beach
Lowest week price
15
private pool
35 km
€ 5.474,-

Arianna (14 persons) - Italy, Tuscany, Forte dei Marmi

Villa popularity 2024: 29% booked

This 320sqm villa at Ronchi, in Tuscany's exclusive Versilia coastal region, 700 metres from the beach, was built by a pupil of the cult architect Frank Lloyd Wright and typifies the ethos of the Master's 'organic architecture' philosophy. Still own... read more »

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Beach
Lowest week price
14
private pool
500 m
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Benedetta (11 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 70% booked

This is one of the most authentic villas in the Lucca area, going back to the 17th century, and has preserved the refinement and elegance of that historical period. The owners live in the house during the winter, but leave all of the precious furnis... read more »

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Citycenter
Lowest week price
11
private pool
6 km
€ 8.141,-

Sofia (14 persons) - Italy, Tuscany, Chianni

Villa popularity 2024: 100% 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
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14
private pool
30 km
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Elena (18 persons) - Italy, Tuscany, Monte San Savino

Villa popularity 2024: 100% booked

There is a long driveway, lined with centuries-old Cypress trees, leading up to Elena,which was first built in the Middle Ages and then enlarged during the Renaissance to be an aristocratic residence. The villa lies in a panoramic posit... read more »

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Citycenter
Lowest week price
18
private pool
20 km
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Lucia (6 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 71% booked

Leaving Lucca by the south road you come across a hilly area covered in green forests and olive groves - a small collection of hills which historically marked the border area between Lucca and Pisa, and was even mentioned by the great Italian poet, ... read more »

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Citycenter
Lowest week price
6
private pool
10 km
€ 3.430,-

Simona (12 persons) - Italy, Tuscany, Rignano sull'Arno

Villa popularity 2024: 61% booked

Simona and its attractive village lie in the Chianti hills just 15 kms from Florence, in a very panoramic position with a 360 degree view of the olive groves and vineyards that are part of the extensive property. In the past the castl... read more »

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Citycenter
Lowest week price
12
private pool
15 km
€ 13.076,-

Silvia 20 (20 persons) - Italy, Tuscany, Bagno a Ripoli

Villa popularity 2024: 56% booked

This attractive private villa lies in a splendid, panoramic position in the Chianti hills close to Florence, which is just 13 kms away (15 minutes by car). The property has been recently very carefully renovated and has been furnished and equipped t... read more »

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Citycenter
Lowest week price
20
private pool
13 km
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Silvia 14 (14 persons) - Italy, Tuscany, Bagno a Ripoli

Villa popularity 2024: 56% booked

This attractive private villa lies in a splendid, panoramic position in the Chianti hills close to Florence, which is just 13 kms away (15 minutes by car). The property has been recently very carefully renovated and has been furnished and equipped t... read more »

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Citycenter
Lowest week price
14
private pool
13 km
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Caterina (8 persons) - Italy, Tuscany, Montalcino

Villa popularity 2024: 98% booked

Caterina is a classic stone farmhouse on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house stands in a splendid and tranquil spot with a view of Montalcino and of the surrounding countryside. It has been p... read more »

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Citycenter
Lowest week price
8
private pool
40 km
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Claudia (14 persons) - Italy, Tuscany, Vicchio

Villa popularity 2024: 98% booked

An old country house going back to 1600, Claudia is part of a complex of farm buildings in the Mugello countryside not far from Vicchio, where Giotto was born. The villa is well furnished and is equipped with all creature comforts. Guests have... read more »

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Citycenter
Lowest week price
14
private pool
35 km
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Valeria (12 persons) - Italy, Tuscany, Borgo San Lorenzo

Villa popularity 2024: 99% booked

This beautiful 15th century villa has recently been carefully and tastefully renovated. It  is an important building in terms of the architecture as well as the interior furnishings which consist of beautiful furniture and period pieces.. ... read more »

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Citycenter
Lowest week price
12
private pool
25 km
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Simon (10 persons) - Italy, Tuscany, Tavarnelle Val di Pesa

Villa popularity 2024: 98% booked

Simon 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 and has pleasant Tuscan-... read more »

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Citycenter
Lowest week price
10
private pool
30 km
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Daniela (6 persons) - Italy, Tuscany, Gambassi Terme

Villa popularity 2024: 98% booked

Daniela has been made in an old stone haybarn which, thanks to a careful renovation, has been transformed into a comfortable country house. The house lies within a large estate of 62 hectacres near Gambassi Terme in the florentine chianti hills,... read more »

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Citycenter
Lowest week price
6
private pool
45 km
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