Villas Chianti - Villas in Chianti for vacation rentals
Villas in Chianti for vacation rentals

We have evaluated and chosen for you and your family the best villas for vacation rental in Tuscany. Contact us and choose the villa that best suits your needs according to the area where you want to stay and the particular features of the villa you want to rent. In these pages you will find our proposals for villas in Chianti .

Chianti is certainly one of the most famous areas of Tuscany in the world. Made famous by the red wine Chianti DOCG, the area attracts tourists from around the world fascinated by the beauty of the landscapes and the peaceful atmosphere of its hills.

Chianti is the perfect place for a relaxing vacation, surrounded by breathtaking scenery and a few kilometers from major cities such as Florence, Siena, Arezzo and San Gimignano.

The farms, country houses and villas in Chianti are generally on hilltops and the path to reach them is characterized by lines of cypress trees. Around the houses, rows of vineyards and olive groves. Staying in one of our villas in Castellina in Chianti, Radda in Chianti or Gaiole in Chianti you will be right in the heart of the Chianti Classico on the Chiantigiana road. If you prefer to stay closer to Florence we recommend our villas in Greve in Chianti, San Casciano, Impruneta or Greve in Chianti. To all those who prefer quiet villages, the best choice is one of our villas in Dudda in Chianti, Panzano in Chianti or San Polo.


Well known as an international tourist destination, Chianti is not only famous for the beauty of its landscapes and its medieval villages, but also for its vineyards that, thanks to expert growers, produce some of the most popular wines in the world. This is a land to be discovered in every corner. A vacation looking for perfection not only for your eyes but also for the palate when the wine is accompanied to tasting of typical products such as extra-virgin olive oil, the `cinta senese`, the truffle, Tuscan salami and `pecorino` cheese.

This land is closely linked to agriculture and many folkloristic events and festivals in the country coincide with the most important moments of the agricultural year : in September, for example, there is the `Festa della Vendemmia` (Grape Harvest Festival) in Radda, the `Sagra della Bruschetta` (Bruschetta Festival) in Gaiole and the `Festa del Vino` (Wine Festival) in Greve in Chianti.

In this part of the site you will find our villas in Chianti with pictures and descriptions. Choose your favorite and do not hesitate to contact us.
 
Villa rental with swimming pool for holidays near Montespertoli in the countryside of Empoli (Florence). Sleeps 12+2 , hydromassage, panoramic view, Internet connection.
7 days: min: 1750 € - max: 2375 €
Farmhouse near San Polo in Chianti (Florence). The farmhouse is located on the top of a hill and offers a breathtaking view on the Arno river valley and on Vallombrosa mountains. Swimming pool, gazebo, Internet connection. Sleeps 8+1.
7 days: min: 800 € - max: 1735 €
Tuscany villa with pool near Radda in Chianti in the countryside of Chianti between Siena and Florence. Sleeps 10, Internet connection.
7 days: min: 1750 € - max: 2800 €
Villa for vacation rentals in Siena countryside. 4+2 sleeping accommodations, swimming pool.
7 days: min: 1016 € - max: 1544 €
Farmhouse between Florence, Siena and Arezzo, and about 15 minutes from Radda in Chianti. Sleeps 8+2, fireplace, Jacuzzi, olive grove, Wi-Fi Internet connection, large swimming pool exclusively reserved to guests, hamlet with all services within short walkable distance.
7 days: min: 1230 € - max: 2460 €
Cosy independent house with private swimming pool close to the medieval village of Certaldo (Florence), in Empoli countryside. Sleeps 4+2, wide garden, air conditioning, barbecue equipment. Lake for sports fishing and riding stable nearby.
7 days: min: 735 € - max: 1230 €
Country luxury villa in San Polo in Chianti near Florence. 10+2 sleeping accommodations, swimmming pool.
7 days: min: 1862 € - max: 3591 €
Castle in the heart of the Chianti district, near Florence. The castle is divided into apartments and includes a farmhouse with 4 to 12 sleeping accommodations. The complex accommodates up to 46 people. Swimming pool, park, breathtaking panorama.
7 days: min: 481 € - max: 10524 €
Beautiful independent house with swimming pool in panoramic position offering splendid views of the Tuscan hills and the towers of San Gimignano. The small villa is located in the province of Florence, near the charming village of Tavarnelle Val di Pesa. Sleeps 4, air conditioning, hydromassage, Internet connection.
7 days: min: 745 € - max: 1755 €
Farmhouse in Tuscany between the Casentino and the Chianti, in Castelfranco di Sopra, in the province of Arezzo. 8/9 sleeping accommodations, swimming pool, barbecue, wonderful panorama.
7 days: min: 1070 € - max: 2010 €
Exclusive luxury villa with swimming pool near San Gimignano, in Valdelsa, between Florence and Siena. 10 sleeping accommodations, satellite TV, air conditioning, barbecue, Internet connection.
7 days: min: 4000 € - max: 5650 €
Villa with swimming pool in the Chianti region, in Tavarnelle Val di Pesa (Florence). Sleeps 4+2, Internet connection, air conditioning, children`s toys. Tennis courts and riding stable nearby.
7 days: min: 684 € - max: 1503 €
Villa in the Chianti region, in Montespertoli, at a close distance to Florence historic centre. Sleeps 8+1, wide garden, swimming pool, barbecue.
7 days: min: 840 € - max: 1775 €
Ancient farmhouse with a splendid view over the countryside around Bagno a Ripoli, just 12 kilometres from Florence historic centre. Sleeps 16, swimming pool, Internet connection, barbecue equipment. Possibility of organising cooking lessons and dinners with traditional Tuscan menu. Golf club nearby.
7 days: min: 1575 € - max: 3405 €
Luxury villa with breathtaking view over Siena. 10+2 sleeping accommodations, swimming pool, satellite TV.
7 days: min: 3190 € - max: 4665 €
Ancient tower of a historic 11th-century castle near Siena, in the Chianti district. Sleeps 5+2, garden, swimming pool, Internet connection, air conditioning. Tennis courts and riding stable nearby.
7 days: min: 1277 € - max: 2128 €
Beautiful independent house near Montespertoli, a few kilometres from Florence, in the Chianti region. Sleeps 6, swimming pool, barbecue. Beautiful view over the surrounding hills.
7 days: min: 400 € - max: 1415 €
Holiday Tuscany villa for rent in the heart of the Chianti district, between Greve in Chianti and Panzano in Chianti. Sleeps 4+1, swimming pool, air conditioning system.
7 days: min: 1070 € - max: 1380 €
Prestigious and exclusive villa with swimming pool in a historical castle in Pelago, on the hills surrounding Florence, in Valdisieve. 12+2 sleeping accommodations, hydromassage, wonderful panorama, billiard table.
7 days: min: 4125 € - max: 6875 €
Elegant luxury villa in Certaldo (Florence), in Empoli countryside. Sleeps 15, wide garden, swimming pool, Internet connection, barbecue, air conditioning. Tennis club and riding stable within a few kilometres. Possibility of purchasing the wine and olive oli produced in the farm.
7 days: min: 1120 € - max: 5425 €
Historical medieval castle in the heart of the Chianti district, near Florence. The castle accommodates up to 25 people in 8 bedrooms from 2 to 4 sleeping accommodations. Swimming pool.
7 days: min: 7700 € - max: 9865 €
Ancient farmhouse in Greve in Chianti (Florence) with view over the surrounding countryside and nearby Florence. Sleeps 12, wide garden, swimming pool, Internet connection, and barbecue.
7 days: min: 1915 € - max: 3520 €
Ancient and renovated farmhouse in the Chianti, near Florence. Sleeps 11, swimming pool, Internet connection, table-tennis table. Possibility of organising dinners and cooking lessons.
7 days: min: 1715 € - max: 3375 €
Independent villa near Castellina in Chianti (Siena), in the heart of the Chianti Classico area. Sleeps 6, swimming pool, air conditioning, Internet connection. Possibility of organising wine tasting events and dinners.
7 days: min: 435 € - max: 1735 €
Independent house in an old hamlet in the Chianti Classico area, near the village of Gaiole in Chianti (Siena). Sleeps 8, swimming pool, wood-burning oven, children's playground with slide and swing.
7 days: min: 1530 € - max: 2555 €
Farmhouse with swimming pool in the heart of Tuscany, near Montevarchi (Arezzo) Sleeps 12, tennis/volleyball/basketball court, hydromassage, Internet connection. Possibility of organising cooking lessons and wine tasting events. Wonderful views over the valley of the River Arno and Pratomagno.
7 days: min: 2105 € - max: 3505 €
Villa in San Polo in Chianti, near Florence. 6 sleeping accommodations, panoramic terrace and swimming pool.
7 days: min: 980 € - max: 1850 €
Luxury villa with swimming pool near Impruneta, on the hills surrounding Florence. 12/24 sleeping accommodations, billiard table, table-tennis table, Internet connection, air conditioning.
7 days: min: 690 € - max: 8064 €
Tuscany villa for vacation rental in Panzano in Chianti, in the Chianti district, in the countryside around Florence. 10 sleeping accommodations, swimming pool, mountain bikes.
7 days: min: 1990 € - max: 2290 €
Farmhouse in Tavarnelle in Val di Pesa, in the Chianti region, between Florence and Siena. Sleeps 8/11, garden, swimming pool, Internet connection, barbecue. Riding stables and tennis courts nearby.
7 days: min: 1700 € - max: 3780 €
Apartment in farmhouse for rent in Tavarnelle Val di Pesa (Florence), in Florentine Chianti . Sleeps 6+1, swimming pool, air conditioning, Internet connection. Tennis courts, golf club and riding stables in the neighbourhood.
7 days: min: 1485 € - max: 2835 €
Holiday villa in Montespertoli, in Florentine Chianti, between Florence and Siena. 8/11 sleeping accommodations, fully enclosed garden, hydromassage. Trekking routes in the surroundings.
7 days: min: 1590 € - max: 2585 €
Two villas immersed in the green Chianti countryside, about 400 metres from the famous square of Greve in Chianti (Florence). 6/10/16 sleeping accommodations. Two swimming pools, Internet connection.
7 days: min: 1080 € - max: 5065 €
Elegant luxury villa in Barberino Val d`Elsa (Florence), in the Chianti Classico region. Sleeps 10, swimming pool, air conditioning, Internet connection. Riding stable in the neighbourhood.
7 days: min: 3370 € - max: 6300 €
Luxurious and elegant villa with panoramic view over Valdarno situated near Reggello (Florence). Sleeps 14, wide garden, swimming pool, Internet connection, private tennis court. Riding stable within 1 kilometre.
7 days: min: 6000 € - max: 6665 €
Comfortable portion of a country house near Montespertoli (Florence), in Empoli countryside. Sleeps 6, swimming pool, Internet connection, barbecue. Just a few kilometres from the Chianti Classico region.
7 days: min: 805 € - max: 1720 €
Portion of a farmhouse in Montespertoli ( Florence ), in Empoli countryside, at the border with Chianti. Sleeps 6, swimming pool, Internet connection, air conditioning, hydromassage, toys for children. Tennis courts, riding stable and golf club nearby.
7 days: min: 1335 € - max: 2665 €
Elegant historic luxury villa dating from the 17th century near Impruneta , a small picturesque town in the Chianti countryside, near Florence . Sleeps 12/16, wide garden, swimming pool, Internet connection, air conditioning, gym, Tennis courts, riding stable and golf club nearby.
7 days: min: 3780 € - max: 7560 €
Ancient castle in the Chianti district, near Florence. Sleeps 15/20, swimming pool, Internet connection, table-tennis table. Riding stable, tennis courts and golf club nearby. Organisation of yoga and cooking lessons, wine-tasting events and guided tours.
7 days: min: 7900 € - max: 11150 €
Luxury villa dating from the early 20th century on the hills around Montespertoli (Florence). The villa is situated in Empoli countryside, in Lower Valdarno, just a few kilometres from the Florentine Chianti region. Sleeps 8, swimming pool with whirlpool corner, Internet connection, air conditioning and barbecue. Tennis club and golf club nearby.
7 days: min: 3160 € - max: 4740 €
Beautiful independent villa in the heart of Chianti Classico, near Greve in Chianti, in the province of Florence. Sleeps 8, swimming pool, wide outdoor space, barbecue. Wonderful panorama.
7 days: min: 2420 € - max: 4035 €
Typical farmhouse on the hills that surround Florence, near San Casciano Val di Pesa, in Florentine Chianti. Sleeps 12, panoramic swimming pool, Internet connection, barbecue.
7 days: min: 2365 € - max: 4045 €
Farmhouse in panoramic location on the hills of Chianti, near Montespertoli (Florence). Sleeps 10, swimming pool, Internet connection, air conditioning, barbecue. Wonderful view over the surrounding hills. Possibility of organising dinners with a traditional Tuscan menu.
7 days: min: 2235 € - max: 3990 €
Beautiful country house in a quiet and panoramic location on the hills of Chianti, near Certaldo and Montespertoli and a few kilometres from Florence. Sleeps 8, swimming pool, Internet connection, hydromassage. Extensive views up to the towers of San Gimignano.
7 days: min: 1790 € - max: 3290 €
Ancient farmhouse near Tavarnelle Val di Pesa, just a few kilometres from Florence historic centre and the Chianti region. Sleeps 8, swimming pool, barbecue, wide garden.
7 days: min: 1550 € - max: 2640 €
Ancient barn renovated and converted into a cosy country house situated at the doors of the Chianti region, near Tavarnelle and Montespertoli (Florence). Sleeps 8, swimming pool, barbecue, wood-burning oven.
7 days: min: 1490 € - max: 2480 €
Traditional Tuscan farmhouse in the heart of Chianti Classico, a few kilometres from Siena. Sleeps 16, swimming pool, wide garden, air conditioning, Internet connection. Possibility of organising wine tasting events and buying the produce of the farm.
7 days: min: 1155 € - max: 5935 €
Elegant villa (in the past an aristocratic residence) in Valdelsa, in Monteriggioni (Siena). Sleeps 14, park, swimming pool, air conditioning, Internet connection, panoramic terrace. Possibilty of organising dinners at the property.
7 days: min: 4200 € - max: 5600 €
Farmhouse in the Chianti region, near Siena. Sleeps 9, swimming pool, Internet connection. Panoramic position with views of Siena, the hills of Chianti and the Crete Senesi region.
7 days: min: 1625 € - max: 2625 €
Holiday farmhouse in the heart of the Chianti Classico district, near Siena. 4/6 sleeping accommodations, garden, swimming pool, Internet connection.
7 days: min: 1240 € - max: 1735 €
Villa in Chianti, near Monteriggioni (Siena). The villa is divided into three apartments and sleeps 11+3. Swimming pool, Internet connection, air conditioning. Tennis courts, riding stable and golf club within a few kilometres.
7 days: min: 2900 € - max: 5600 €
Villa with private swimming pool in the region of Montagnola Senese, near Sovicille (Siena), in a peaceful and panoramic position. Sleeps 8, air conditioning, wide garden, barbecue equipment. Just a few kilometres from Siena and the towns of the Chianti district.
7 days: min: 1845 € - max: 3075 €
Beautiful villa on the hills of Chianti Classico, between Siena and Florence, near Castellina in Chianti. Sleeps 12, panoramic swimming pool, barbecue, Internet connection, air conditioning. Gorgeous views of the surrounding countryside. Possibility of purchasing the olive oil and wine produced in the farm.
7 days: min: 2725 € - max: 5115 €
Welcoming country house on the hills of Chianti, near Certaldo (Florence) and San Gimignano (Siena). Sleeps 6, swimming pool, Internet connection.
7 days: min: 1205 € - max: 2105 €
Elegant villa in panoramic location in the heart of Chianti Classico, just a few kilometres from Gaiole in Chianti (Siena). Sleeps 8, heatable swimming pool, Finnish sauna, air conditioning, Internet connection. Possibility of organising wine tasting events, cooking lessons and wellbeing itineraries. Utmost peace and privacy.
7 days: min: 3240 € - max: 4860 €
Comfortable and elegant villa with private swimming pool on the Florentine hills, near Montespertoli. Sleeps 10, beautiful garden, Internet connection, hydromassage, table tennis table, billiard table. Just a few dozen kilometres from Florence and the Chianti area.
7 days: min: 2460 € - max: 4170 €