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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Rin (5 persons) - Italy, Tuscany, Fiano

Villa popularity 2024: 100% booked

"Rin", 3-room house 70 m2. Rustic and wooden furniture furnishings: living/sleeping room with 1 sofabed, open-hearth fireplace, dining table and satellite TV. Exit to the garden. 1 room with 1 french bed (160 cm). 1 room with 2 beds. Open kitch... read more »

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5
private pool
30 km
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Biaggio (10 persons) - Italy, Tuscany, Montieri

Villa popularity 2024: 100% booked

"Biaggio", 6-room house 170 m2 on 2 levels. Tasteful furnishings: living/dining room with dining table and satellite TV. Exit to the veranda. 2 rooms, each room with 1 double bed and shower/WC. Open kitchen (2 hot plates, oven, dishwa... read more »

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10
private pool
30 km
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Alfonso (5 persons) - Italy, Tuscany, Monterotondo Marittimo

Villa popularity 2024: 100% booked

"Alfonso", 3-room house 60 m2, on the ground floor. Renovated in 2019, comfortable and tasteful furnishings: entrance hall. Open lounge with open-hearth fireplace, satellite TV and DVD. 1 room with 2 beds. 1 room with 1 bed and 1 double bed. Open... read more »

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5
private pool
36 km
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Santino (6 persons) - Italy, Tuscany, Pelago

Villa popularity 2024: 40% booked

4-room semi-detached house 130 m2 on 3 levels. Rustic furnishings: living/dining room with dining table, satellite TV, hi-fi system and DVD. Upper floor: living room with satellite TV. Open mezzanine with 1 french bed (160 cm), satellite TV. Open ki... read more »

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Citycenter
Lowest week price
6
private pool
5 km
€ 637,-

Gianna (6 persons) - Italy, Tuscany, Vinci

Villa popularity 2024: 49% booked

"Gianna", 3-room house 65 m2 on 2 levels. Cosy furnishings: living/sleeping room with 1 double sofabed, Scandinavian wood stove and satellite TV. Exit to the terrace. Open kitchen (4 hot plates, dishwasher, microwave, electric coffee machine) wit... read more »

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6
private pool
70 km
€ 1.029,-

Elio (9 persons) - Italy, Tuscany, Buti

Villa popularity 2024: 51% booked

"Elio ", 7-room house 300 m2 on 3 levels. Beautiful and cosy furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. 1 room with 1 french bed (160 cm), shower/WC. Kitchen (6 hot plates, oven, dishwas... read more »

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9
private pool
35 km
€ 1.694,-

Anselmo (10 persons) - Italy, Tuscany, Arezzo

Villa popularity 2024: 45% booked

7-room house 190 m2 on 2 levels. Renovated in 2006, rustic and tasteful furnishings: 2 rooms, each room with 1 double bed. Exit to the terrace. Dining room. Exit to the terrace. Open kitchen (oven, dishwasher, 4 ceramic glass hob hotplates, toaster,... read more »

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Citycenter
Lowest week price
10
private pool
4 km
€ 1.799,-

Amara (4 persons) - Italy, Tuscany, Lucca

Villa popularity 2024: 100% booked

2-room house 40 m2. Bright, practical furnishings: living/sleeping room with 1 double sofabed, dining table and satellite TV. Exit to the terrace. 1 room with 2 beds. Kitchen (4 hot plates, Gas stove, 4 gas rings, toaster, microwave, freezer, electr... read more »

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Lowest week price
4
private pool
40 km
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Donatello (5 persons) - Italy, Tuscany, Pergine Valdarno

Villa popularity 2024: 100% booked

4-room house 100 m2 on 2 levels. Comfortable and tasteful furnishings: living/sleeping room with 1 double sofabed, dining table and satellite TV. Exit to the terrace. Open kitchen (oven, dishwasher, 4 induction hot plates, toaster, microwave, freeze... read more »

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Citycenter
Lowest week price
5
private pool
1 km
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Filomena (6 persons) - Italy, Tuscany, Vinci

Villa popularity 2024: 43% booked

4-room house 130 m2 on 2 levels. Cosy furnishings: living room with open-hearth fireplace (only for decoration), satellite TV. Exit to the terrace. 1 open room with 1 bed (80 cm), shower/WC. Exit to the garden. Open kitchen (oven, dishwasher, 4 gas ... read more »

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Citycenter
Lowest week price
6
private pool
3 km
€ 903,-

Renzo (6 persons) - Italy, Tuscany, Dicomano

Villa popularity 2024: 75% booked

4-room house 100 m2 on 2 levels. Tasteful furnishings: living room with satellite TV. 1 room with 1 double bed (160 cm). 1 room with 1 french bed (160 cm). Open kitchen (oven, 4 gas rings, toaster, kettle, microwave, freezer, electric coffee machine... read more »

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Citycenter
Lowest week price
6
private pool
7 km
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Ginevra (7 persons) - Italy, Tuscany, Pergine Valdarno

Villa popularity 2024: 100% booked

4-room house 100 m2 on 3 levels. Rustic furnishings: living room with satellite TV. Exit to the terrace. 2 rooms, each room with 1 double bed. 1 room with 3 beds. Kitchen (oven, dishwasher, 4 gas rings, microwave, electric coffee machine) with dinin... read more »

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Citycenter
Lowest week price
7
private pool
2 km
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Daniella (12 persons) - Italy, Tuscany, Florence

Villa popularity 2024: 100% booked

"Daniella", 8-room house 240 m2 on 4 levels, on the ground floor. Entrance hall. Shower/WC. Upper floor: open living room with open-hearth fireplace and satellite TV. Lounge. Exit to the terrace. 2 double bedrooms. Open kitchen (4 hot plates,... read more »

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Lowest week price
12
private pool
110 km
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Aurelio (5 persons) - Italy, Tuscany, Foiano della Chiana

Villa popularity 2024: 55% booked

3-room house 60 m2. Renovated, simple and beautiful furnishings: living/dining room with satellite TV and tiled stove. 1 double bedroom. 1 double bedroom. Gallery, - 100 cm with 1 bed. Kitchenette (4 hot plates, oven, dishwasher, freezer, pizza oven... read more »

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Citycenter
Lowest week price
5
private pool
6 km
€ 714,-

Celestina (4 persons) - Italy, Tuscany, Scansano

Villa popularity 2024: 53% booked

2-room house 60 m2 on 2 levels. Spacious and bright, renovated, comfortable and beautiful furnishings: large living room with open-hearth fireplace and satellite TV. Exit to the loggia. Kitchenette (5 hot plates, oven). Upper floor: 1 room with 1 be... read more »

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Pool
Citycenter
Lowest week price
4
private pool
10 km
€ 805,-

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