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. 

Find your villa:

Refine your search:

There are 155 villas still available of the total of 5 villas

Prospero (5 persons) - Italy, Tuscany, Impruneta

Villa popularity 2024: 100% booked

4-room house 105 m2 on 3 levels. Bright, comfortable and stylish furnishings: 1 room with 2 beds. Exit to the garden. Upper floor: living room with satellite TV, hi-fi system and DVD. Exit to the terrace. Kitchen (oven, dishwasher, 4 gas rings, kett... read more »

Persons
Pool
Citycenter
Lowest week price
5
private pool
4 km
-

Sicily (6 persons) - Italy, Tuscany, Loro Ciuffenna

Villa popularity 2024: 100% booked

5-room house 120 m2 on 2 levels. Partly with sloping ceilings, rustic and cosy furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. Exit to the garden. Living/sleeping room with 1 double sofabed, open-hearth fir... read more »

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

Maddalena (7 persons) - Italy, Tuscany, San Gimignano

Villa popularity 2024: 100% booked

6-room semi-detached house 140 m2 on 3 levels. Object suitable for 7 adults + 2 children. Beautiful and tasteful furnishings: open living/dining room with panoramic window with open-hearth fireplace (only for decoration), dining table and satellite ... read more »

Persons
Pool
Citycenter
Lowest week price
7
private pool
2 km
-

Verona (8 persons) - Italy, Tuscany, Monte Argentario

Villa popularity 2024: 100% booked

5-room house 100 m2 on 2 levels. Comfortable furnishings: living/dining room with open-hearth fireplace, dining table, TV and hi-fi system. Exit to the terrace. 1 room with 1 double bed (160 cm). 1 room with 1 double bed (160 cm), open-hearth firepl... read more »

Persons
Pool
Beach
Lowest week price
8
private pool
2 km
-

Roma (6 persons) - Italy, Tuscany, Colle Val d'Elsa

Villa popularity 2024: 100% booked

5-room house 95 m2, on the ground floor. Practical and tasteful furnishings: large living room with open-hearth fireplace and satellite TV. Dining room. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. 1 double bedroom. ... read more »

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

Gerardo (8 persons) - Italy, Tuscany, Pontedera

Villa popularity 2024: 100% booked

"Gerardo", 6-room house 230 m2 on 2 levels. Comfortable and rustic furnishings: large living room with 1 double sofabed and open-hearth fireplace. Dining room. Open dining room with kitchen corner and TV. 1 open double bedroom. Kitchen (4... read more »

Persons
Pool
Beach
Lowest week price
8
private pool
50 km
-

Honora (6 persons) - Italy, Tuscany, Greve in Chianti

Villa popularity 2024: 100% booked

"Casa Honora", 4-room house 150 m2 on 3 levels, on the ground floor. Renovated in 2016: kitchen (4 hot plates, oven, dishwasher, microwave, freezer) with dining table. Exit to the garden. Sep. WC. Upper floor: living room with 1 double sofabed, open... read more »

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

Giuseppe (6 persons) - Italy, Tuscany, Pescia

Villa popularity 2024: 100% booked

4-room semi-detached house 80 m2, on the ground floor. Comfortable and tasteful furnishings: living/dining room with digital TV. Exit to the garden. 1 double bedroom. 1 room with 2 beds. 1 room with 2 beds. Kitchenette (4 hot plates, oven, dishwashe... read more »

Persons
Pool
Beach
Lowest week price
6
private pool
45 km
-

Giuditta (5 persons) - Italy, Tuscany, Scarperia

Villa popularity 2024: 100% booked

4-room house 150 m2 on 2 levels, on the ground floor. Renovated in 2019, practical and tasteful furnishings: entrance hall. Living/dining room with open-hearth fireplace and TV. Exit to the garden. Kitchen (5 hot plates, oven, dishwasher, freezer) w... read more »

Persons
Pool
Beach
Lowest week price
5
private pool
120 km
-

Fia (7 persons) - Italy, Tuscany, Volterra

Villa popularity 2024: 57% booked

"Fia ", 5-room house 100 m2 on 2 levels. Comfortable furnishings: living/dining room with winter garden with TV. Exit to the garden, to the veranda. 1 room with 1 bed. 1 double bedroom. Kitchenette (5 hot plates, oven, dishwasher, microwave).... read more »

Persons
Pool
Beach
Lowest week price
7
private pool
50 km
€ 910,-

Amalfi (6 persons) - Italy, Tuscany, Cortona

Villa popularity 2024: 100% booked

5-room house 110 m2 on 2 levels. Fully renovated, very tasteful furnishings: living room with open-hearth fireplace. Exit to the garden. Open dining room with satellite TV. Exit to the garden. 1 double bedroom with shower/bidet/WC. Kitchen (4 hot pl... read more »

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

Faro (6 persons) - Italy, Tuscany, Gambassi Terme

Villa popularity 2024: 100% booked

4-room house 95 m2, on the upper floor. Fully renovated, beautiful and tasteful furnishings: entrance hall. Living room with open-hearth fireplace, satellite TV, CD-player and DVD. 3 double bedrooms, each room with 1 double bed and shower/WC. Open k... read more »

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

Pellegrino (6 persons) - Italy, Tuscany, Volterra

Villa popularity 2024: 60% booked

5-room house 110 m2 on 2 levels, on the ground floor. Comfortable and cosy furnishings: living room with 1 sofabed, open-hearth fireplace and TV (flat screen), DVD. Exit to the garden. Kitchen (4 hot plates, oven, dishwasher, freezer, electric coffe... read more »

Persons
Pool
Citycenter
Lowest week price
6
private pool
1 km
€ 1.155,-

Renato (8 persons) - Italy, Tuscany, Terranuova Bracciolini

Villa popularity 2024: 100% booked

"Renato", 4-room semi-detached house 115 m2 on 1st floor. Renovated, rustic and antique furnishings: entrance hall. Large living/dining room with open-hearth fireplace, dining table and TV. 1 large room with 2 beds and 1 double bed. 1 double b... read more »

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

Leandro (7 persons) - Italy, Tuscany, Pergine Valdarno

Villa popularity 2024: 49% booked

4-room house 100 m2 on 2 levels. Comfortable and wooden furniture furnishings: entrance hall. 1 double bedroom. Kitchen (4 hot plates, dishwasher, microwave, freezer) with dining table, open-hearth fireplace. Shower/bidet/WC, hydro massage shower. U... read more »

Persons
Pool
Citycenter
Lowest week price
7
private pool
1 km
€ 1.225,-

Search villa by name

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