Chianti is hard to beat as a villa holiday destination. Our collection of luxury villas in Chianti offers fabulous swimming pools, panoramic views and a wealth of creature comforts. They’re within easy access of pretty villages - including Panzano, Castellina and Greve-in-Chianti - famous vineyards and authentic Italian restaurants, giving you everything you need on your doorstep for a memorable Chianti villa holiday.
La Tenuta, just south of Castellina-in-Chianti, is the perfect spot to indulge in la dolce far niente - the Italian art of doing nothing. Various terraces provide shaded spots for sundowners for summer barbecues whilst the pool has ample space for relaxing under the Tuscan sun. Families with children will love Podere Cipressi, a traditionally styled villa with a huge swimming pool near to Panzano-in-Chianti. Whilst Villa Giuliana is a firm favourite due to its proximity to Florence and traditional Tuscan farmhouse character.
Villa La Castellana proudly sits amongst 17,000 olive trees and centuries-old cypress trees with nothing but thriving vineyards and the gently rolling Tuscan countryside as far as the eye can see.
Villa San Casciano is perfectly positioned for those who want easy access to Florence whilst being surrounded by dreamy Chianti countryside.
Located on the doorstep of the Chianti Classico region, Villa Il Sole is beautifully positioned to explore Florence and many of the best villages in Tuscany.
Podere Cipressi is a converted Tuscan farmhouse which has been beautifully restored, with vaulted ceilings, arched doorways and generous outdoor space.
A pretty farmhouse set amidst lushly ordered vineyards and picturesque olive groves in the heart of the Chianti Classico region, very close to many of the best loved villages in Tuscany.
Perfectly positioned for exploring the Chianti villages of Panzano & Greve, Chiocchio has a sensational pool, an Italian landscaped garden and tennis to play until the last rays of light.
Cradled by storybook Chianti countryside, Villa Tramonti offers a contemporary twist on a traditional Tuscan farmhouse.
A unique opportunity to experience life on a fully-functioning rural Tuscan wine estate located in a prime location halfway between Florence and Siena.
Once a medieval convent, now a contemporary Tuscan villa, La Regina is set in a commanding hilltop position within walking distance of the historic town of Panzano and equidistant between Florence and Siena.
Perched above the bucolic hills of Chianti, Villa Luce is exceptional for larger families with spacious grounds and generous interiors.
Amidst the breath-taking hills of the Chianti region lies La Tenuta, a 13th-century estate which combines modern luxuries with traditional design.
Villa Il Santo is perfectly located amongst the magnificent hills and vineyards of Chianti in Tuscany, it offers picturesque views across the valley to San Gimignano.
Named after the owners' local wine estate, Il Prato di Vignamaggio is perfectly positioned between two of the region's great villages, Greve and Panzano-in-Chianti, each ten minutes away.
A beautifully designed and recently renovated luxury villa in Tuscany. This hill-top retreat is located on an award-winning wine estate, surrounded with the rolling hills of Chianti.
This traditional stone villa exudes Tuscan charm with magnificent views of the Chianti hills. The setting on a private vineyard estate is completely irresistible.
A magnificent private Tuscan estate with expansive grounds and tennis court, in a prime location for exploring Siena, San Gimignano and the Chianti hills.
Perfectly located in the heart of Chianti, a delightful hill-top property set in a classically Tuscan landscape of cypress and vineyard.
For help with choosing the right Chianti villa for you or to get advice on where to go on holiday in Tuscany, contact our Italian villa experts on +44 (0)1242 787800.
£££ | Great quality at competitive prices |
££££ | Excellent accommodation at a moderate to higher price level |
£££££ | The very best in class and priced accordingly |