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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Giorgia 10 (10 persons) - Italy, Tuscany, Reggello

Villa popularity 2024: 98% booked

This beautiful villa is situated in a splendid position inside a large estate owned by a famous family of Florentine entrepreneurs. The estate is located in a small, peaceful valley on the foothills of the Apennine mountains near the valley of the r... read more »

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Citycenter
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10
private pool
35 km
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Greta (9 persons) - Italy, Tuscany, Reggello

Villa popularity 2024: 98% booked

This beautiful villa is situated in a splendid position inside a large estate owned by a famous family of Florentine entrepreneurs. The estate is located in a small, peaceful valley on the foothills of the Apennine mountains near the valley of the r... read more »

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Citycenter
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9
private pool
25 km
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Alice (18 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2024: 100% booked

Alice is a beautiful farmhouse located in a panoramic position on the Chianti Classico hills. It appears that the first building dates back to the XII century and was a monastery which was later turned into an aristocratic Florentine residence. ... read more »

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Citycenter
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18
private pool
25 km
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Lucrezia (7 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2024: 94% 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 a farm that ... read more »

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Citycenter
Lowest week price
7
private pool
25 km
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Francesca (15 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2024: 98% booked

This is a beautiful example of a Tuscan medieval castle situated on a panoramic hilltop in the Chianti Classico district, around 10 Km from San Casciano Val di Pesa. Built by the Buondelmonti family on the foundations of a 10th century Roman constru... read more »

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15
private pool
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Mark (12 persons) - Italy, Tuscany, Badia Agnano

Villa popularity 2024: 100% booked

Mark is an ancient Tuscan villa dating back to the 1600s situated in a beautiful, peaceful position in the green valleys between Siena and Arezzo. The indoor areas of the house are very pleasantly furnished. Outside there are wrought iron tab... read more »

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12
Communal pool
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Massimo (12 persons) - Italy, Tuscany, Badia Agnano

Villa popularity 2024: 100% booked

This old stone farmhouse has been carefully renovated without altering the original structure. It has stone fireplaces and terracotta floors, as well as wood beamed and cross vaulted ceilings. The villa is in a beautiful position surrounded by the g... read more »

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12
Communal pool
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Mike (18 persons) - Italy, Tuscany, Badia Agnano

Villa popularity 2024: 100% booked

This ancient stone building dates back to 1700 and is situated in a small country village along the road linking Bucine to the beautiful medieval town of Civitella Val di Chiana. The villa is particularly suitable for hosting large groups whilst als... read more »

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18
private pool
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Roberta (12 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 100% booked

The Villa nestles on the hills outside Lucca around eight kilometers north of the town, near the ancient Pieve di San Pancrazio church. This area features some of the most important Renaissance residences of Lucca which were not just holiday homes ... read more »

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12
private pool
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Barbara (4 persons) - Italy, Tuscany, Greve in Chianti

Villa popularity 2024: 61% booked

This characteristic building was originally the ancient medieval chapel of the village where it is located, nestling on a hill in the Chianti district from which it is possible to admire spectacular views of the surrounding countryside and neighbori... read more »

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4
private pool
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Carlotta (6 persons) - Italy, Tuscany, Greve in Chianti

Villa popularity 2024: 98% booked

The house lies  in a slightly hilly position, surrounded by vineyards and olive trees, just a short distance from the main square of Greve in Chianti. All the food stores and various services available in the village are just a 10 minute walk a... read more »

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6
private pool
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Camilla (12 persons) - Italy, Tuscany, Castiglione della Pescaia

Villa popularity 2024: 98% booked

This beautiful modern villa is located in the Roccamare district, a group of high quality residences which was developed inside the pinewood of the same name in the second half of the 20th century. The villa is approximately 5 Km from the beautiful ... read more »

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Beach
Lowest week price
12
none
500 m
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Valerio (18 persons) - Italy, Tuscany, Buonconvento

Villa popularity 2024: 99% booked

The tract of land to the southeast of Siena is characterized by a typical yet unique landscape: the Crete Senesi. The stretch of road that runs from Siena to Montalcino crosses through the heart of the Crete offering views of one of the most beautif... read more »

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18
private pool
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Margherita (6 persons) - Italy, Tuscany, San Donato in Collina

Villa popularity 2024: 94% booked

This ancient country residence dating back to 1100 is situated in a splendid, panoramic position that offers views of the Arno valley right up to the mountains of Prato Magno and the Chianti district.  The villa, which is surrounded by the peac... read more »

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Citycenter
Lowest week price
6
private pool
15 km
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Jessica (6 persons) - Italy, Tuscany, San Donato in Collina

Villa popularity 2024: 56% booked

This elegant country residence is situated in a beautiful panoramic position on the hills outside Florence.  From the villa it is possible to enjoy magnificent views of the Arno valley right up to the mountains of Prato Magno and the Chianti di... read more »

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Citycenter
Lowest week price
6
private pool
15 km
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