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.

Find your villa:

Refine your search:

There are 155 villas still available of the total of 6 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 »

Persons
Pool
Lowest week price
10
private pool
-

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 »

Persons
Pool
Lowest week price
4
private pool
-

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 »

Persons
Pool
Lowest week price
14
private pool
-

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 »

Persons
Pool
Lowest week price
6
Communal pool
-

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 »

Persons
Pool
Lowest week price
6
Communal pool
-

Chiara (26 persons) - Italy, Tuscany, Florence

Villa popularity 2024: 89% 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 »

Persons
Pool
Lowest week price
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 »

Persons
Pool
Lowest week price
13
private pool
-

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 »

Persons
Pool
Lowest week price
14
private pool
-

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 »

Persons
Pool
Lowest week price
18
private pool
-

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 »

Persons
Pool
Lowest week price
14
private pool
-

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 »

Persons
Pool
Lowest week price
14
private pool
-

Lisandro (14 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 100% 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 »

Persons
Pool
Beach
Lowest week price
14
private pool
35 km
-

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 »

Persons
Pool
Citycenter
Lowest week price
6
private pool
8 km
-

Vitus (3 persons) - Italy, Tuscany, Castiglion Fiorentino

Villa popularity 2024: 100% 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 »

Persons
Pool
Citycenter
Lowest week price
3
private pool
4 km
-

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 »

Persons
Pool
Citycenter
Lowest week price
6
private pool
1 km
-

Search villa by name

Persons:
Bedrooms:
Bathrooms: 7
Pool:
View:
Show villa
×