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Holiday villas for rent in Gaiole in Chianti


Do you know who invented the basic recipe of Chianti in 1800? Baron Bettino Ricasoli. If you love the Chianti Classico wine choose to rent one of our villas in Gaiole in Chianti and you will be at the exact place where this delicious product made from sangiovese grapes was devised. Our vacation rental agency is pleased to offer you the best deals on villas for rent in Gaiole in Chianti with photos, prices and detailed descriptions.


Gaiole in Chianti is a beautiful medieval-looking village surrounded by hills covered with vineyards and olive groves. The city is about is just over 30 km away from Siena and 65 from Florence giving you the opportunity to visit both cities on day trips, as well as the opportunity to visit the other towns of the Chianti Classico area, the renowned castles and San Gimignano, Volterra and the Val d'Orcia.

The town of Gaiole in Chianti offers a beautiful historic center and a large square, the undisputed centerpiece of the city. In the Middle Ages in fact the population and merchants met in that square to exchange local products or those imported from distant lands.


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Villa Botticelli Villa Botticelli

Villa for vacation rental in Radda in Chianti, between Florence and Siena, in the Tuscan countryside. Accommodation for 10 people, garden, swimming pool, panoramic view, Internet connection.

7 days: min: 1750 � - max: 2800 �More details
Villa Siena Villa Siena

Villa with swimming pool for rent near Siena for holidays in Tuscany. Villa with accommodation for 4/6 people, panoramic view on Siena.

7 days: min: 1016 � - max: 1544 �More details
Castle Torre Chianti Castle Torre Chianti

Apartment sleeping 5+2 in the tower of an 11th-century castle in Sienese Chianti, near Gaiole in Chianti. Swimming pool, air conditioning, Internet connection, utmost privacy. Riding stable and tennis club in the neighbourhoods.

7 days: min: 1277 � - max: 2128 �More details
Villa Letizia Villa Letizia

Luxury villa with private swimming pool in Siena, in Tuscany. Elegant villa with accommodation for 10+2 people.

7 days: min: 3190 � - max: 4665 �More details
Villa Zanobi Villa Zanobi

Cosy country house sleeping 8 in Sienese Chianti, a few kilometres from Gaiole in Chianti. Garden, wood-burning oven, swimming pool, children's playground with swing set and slide, Internet connection, air conditioning.

7 days: min: 1530 � - max: 2555 �More details
Villa Navigatore Villa Navigatore

Beautiful villa sleeping 8 near Gaiole in Chianti (Siena), in the Chianti Classico region. Heatable swimming pool, air conditioning, Internet connection, Finnish sauna. Possibility of organising well-being itineraries, cooking lessons and wine tasting events. Breathtaking panorama, utmost peace and privacy.

7 days: min: 3240 � - max: 4860 �More details
Farmhouse Pestello Farmhouse Pestello

Farmhouse sleeping 12 near Montevarchi (Arezzo), in Upper Valdarno. Garden, swimming pool, basketball/tennis/volleyball pitch, Internet connection, hydromassage, air conditioning. Beautiful view of the valley of the Arno and the ridge of Pratomagno. Possibility of organising wine tasting events and cooking lessons.

7 days: min: 2385 � - max: 4405 �More details