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Villas in Chianti, Listing of villas in Chianti with pool, Tuscany Italy.

TuscanDream has handpicked private villas in Chianti with pool.
Choose from our list of villas in Chianti, farmhouses and B&B.

Villa La Costa is located inside the Petrolo estate, famous for its production of wines and extra Virgin Olive Oil, on a hillside overlooking Chianti. The farm is on a hill just below the Tower of Galatrona, and only one kilometer from the towns of Mercatale and Valdarno. Villa La Costa is surrounded by a grove of chestnut trees and from the house there is a wonderful view of the Tuscan valley below. Villa La Costa offers both privacy and comfort at affordable prices. Villa La Costa - Chianti

€ 3.001 - € 4.000 a week
Sleeps 8 people

 Villa San Michele is located in Vico Elsa , a small village in Chianti, forty minutes southwest of Florence. This deluxe 5 bedroom villa, built in 1600 and restored in 1987, is situated on a hill overlooking the picturesque town of San Gimignano, “the village of 100 towers”. Surrounded by olive trees and some of the best vineyards in Chianti this two story farmhouse with terracotta floors has a large garden, private pool, beautiful living room with a majestic fireplace, great billiard table and plenty of parking!  Villa San Michele - Chianti

€ 4.001 - € 5.000 a week
Sleeps 10 people

On Casa Aida’s ground floor are two bedrooms with two bathrooms, a large living room, small kitchen, breakfast room and spacious den.Casa Aida - Chianti

€ 5.001 - € 6.000 a week
Sleeps 9/10 people

Villa Lucia is a magnificent country house located 20 minutes northeast of Siena near the quaint town of Buccine in Chianti. With five air conditioned bedrooms this lovely 16th century villa sleeps up to 9 adults and three children. With its solar heated swimming pool and tranquil gardens Villa Lucia is the perfect place to join bucolic Tuscan life at its finest!Villa Lucia - Chianti

€ 6.001 - € 7.000 a week
Sleeps 9/10 people

 If your idea of a perfect holiday is an elegant villa located in the middle of a fabulous vineyard producing some of the finest Chiantis and Supertuscan wines in the world, then Villa Felciai and its twin sister villa Casa Fabbri are for you! Casa Felciai - Chianti

€ 8.001 - € 10.000 a week
Sleeps 22 people

Amidst the award winning vineyards of Chianti’s fertile Val d’Ambra region, the Villa Spino defines Tuscan luxury! Built in the early 16th century this recently renovated villa features six opulent bedrooms in the main house, and four additional bedrooms in a separate annex.Villa Spino - Chianti

€ 8.001 - € 10.000 a week
Sleeps 20 people

Built in the 12th century, and once the residence of the legendary Cardinal di Ricci who obviously did not take his views of poverty very seriously, the gorgeous nine bedroom Villa Rignana is nestled in the Chianti hillside near the picturesque villages of Panzano and Greve.Villa Rignana - Chianti

€ 15.001 - € 20.000 a week
Sleeps 17/18 people

 Villa Agave is a charming deluxe two story villa, measuring 210 square meters, recently remodeled in the traditional Tuscan style. The villa is situated in the green hills of Chianti only a few kilometers from the village of Montespertoli, and 15 minutes southwest of Florence. . It is a gated private property in a quiet location and enjoys panoramic views over both the nearby Montegufoni Castle, and the surrounding Tuscan countryside. Villa Agave features a great swimming pool and beautiful garden.Villa Agave - Chianti

€ 3.001 - € 4.000 a week
Sleeps 6 people

Villa Il Poggio is a private villa with its own pool inside the beautiful Bibbione Castle estate situated in the Chianti area between Siena & Florence. On the Bibbione estate there are also 12 independent apartments which can be rented on a weekly basisVilla Il Poggio - Chianti

€ 4.001 - € 5.000 a week
Sleeps 8 + 2 people

The main villa is built in the Florentine style with thick plastered walls and Impruneta terracotta flooring and is furnished with Tuscan antiques. Villa Montignoso - Chianti

€ 5.001 - € 6.000 a week
Sleeps 16/17 people

Villa Petrolo is the main building of Fattoria Petrolo. It was built by Architect Massimiliano Soldani as his private residency, between 1700 and 1750.Villa Petrolo - Chianti

€ 8.000 - € 10.000 a week
Sleeps 19 people

Imagine yourself in a magnificent 12th century tower on top of a Tuscan hill, looking down at a 360 degree panoramic view of vineyards and olive trees, watching wild horses graze on the lush countryside. This is everyday life at the superb Casa Fabbri and its sister villa Casa Felciai.Casa Fabbri - Chianti

€ 8.001 - € 10.000 a week
Sleeps 16 + 5 people

Villa Gerlino is a ten bedroom villa situated in a charming position high in the Chianti Hills, between the provinces of Florence and Siena just outside the picturesque village of Ambra.Villa Gerlino - Chianti

€ 8.001 - € 10.000 a week
Sleeps 20 people

Located on a spelendid wine producing estate outside the Chianti hill town of Palazzuolo. The lovely newly renovated eight bedroom Villa Stroncoli has a fascinating history. Its original foundation dates back to 800 BC – when it served as a stopping point on the Etruscan war road. The present day stone walls were built in the 16th century, and the villa was restored to its present form in 2007. Featuring a brilliant swimming pool, an outstanding indoor Jacuzzi and stunning panoramic views, Stroncoli is perfect for families wanting a wonderful vacation under the Tuscan sun without breaking the bank. 
 Villa Stroncoli - Palazzuolo
Air conditioned villa!
€6,080 - €8,000 per week.
Sleeps up to 30 people

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Villa in Tuscany