Travelling to Tuscany? Explore the region’s finest wines at these luxury villas

One of the most prestigious wine regions in the world, the vineyards in Tuscany border Liguria to the northwest, Emilia-Romagna to the north, Marche to the northeast, Umbria to the east and Lazio to the southeast. Generally, because of the geological and climatic conditions, the wineries of this region produce high-quality and popular Tuscan wines, including Chianti, Brunello di Montalcino, or Vino Nobile from Montepulciano. Among the best-known wines here are the Chianti Classico, which can vary from light-bodied to full-bodied according to the area it is produced, given that the particular region’s climate and soils affect the taste of wine produced.

Tuscany is a wonderful destination for a holiday at any time of year, and out of the high summer season, it’s also particularly ideal to visit Florence, with its art galleries and museums, and fewer crowds. Once the olive harvest is over in November, the Tuscan countryside is also quieter and the weather cooler, so you might like to visit one of several thermal baths. The natural spa with waterfalls and hot springs of Terme di Saturnia and the Fonte Pura Thermal Baths are located in the Maremma area of Tuscany. Also, just outside the small town of Bagni San Filippo in the Val d’Orcia, there are natural hot spring waterfalls, and also small pools of hot water surrounded by woods – perfect for a daytime dip.

Our recommend villas to rent in Tuscany:

Castiglion Fibocchi, 9 bedrooms, 24 guests

Situated just 10 kms from Arezzo, and close to the historic borgo of Castliglion Fibocchi, the expansive villa of Castiglion Fibocchi is the ideal place for larger groups of friends and family. The estate is organically farmed and produces wine, grappa and extra virgin olive oil and cooking lessons and wine tastings from the wine cellar can be arranged on request.

In Medieval times, the property was used as a watch tower, and was later lowered and renovated into a villa, and the extra stone was used to build surrounding annexes. There are five bedrooms, each with en-suite bathroom in the main villa, and the three barns provide further independent apartments. Within the grounds, there is a swimming pool, spa and riding stables.

Upon request, cooking lessons can be arranged, and also wine tastings from the wine cellar.

La Corte di Campalli, 6 bedrooms, 12 guests

This villa is on the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine, and includes the Castle of Campalli. The 360° view from each point on the estate ranges over endless rolling hills, vineyards and olive groves, and on a clear day it is possible to see the towers of San Gimignano in the distance while Siena is just 18kms away.

Dating back to the 16th century, the impressive stone-built farmhouse is in a quiet location, and the beautiful swimming pool with large furnished sun terraces has panoramic countryside views.

Guests can enjoy guided tours of the estate and the castle, including Tuscan wine tasting and a visit to the property’s wine cellar.

Villa Vitigliano, 11 bedrooms, 22 guests

Set in a peaceful estate in the beautiful Chianti hills, Villa Vitigliano is just 5 kms from the organic farm of Vignamaggio, which produces both wine and excellent virgin olive oil. The property is also within an easy 10-minute drive to two beautiful villages, Greve and Panzano-in-Chianti. 

Perfect for a large family or group of friends, the accommodation is in a main farmhouse, with 6 bedrooms, a cottage with 2 bedrooms, a restored original barn with 2 bedrooms and a studio with 1 bedroom. On the ground floor of the beautiful and very comfortable main house, is a large open-plan kitchen and dining area, and also a spacious living room with working fireplace. The two outdoor verandas are furnished for relaxing outdoors and enjoying an al fresco barbecue. There is also a swimming pool and a gym.

Villa Marie, 9 bedrooms, 18 guests

The beautiful 18th-century villa rental of Villa Marie offers luxury facilities and can be found nestled in the Tuscan countryside, just 7kms outside of Lucca. There is a cosy library for reading, a formal dining room, and a traditional country-style kitchen, while all the bedrooms have king or queen-size beds.

The various outdoor living spaces allow guests to soak up the panoramic Tuscan views while dining al fresco, or relaxing with a glass of champagne at sunset.

The large grounds include a swimming pool, a private lake and several themed gardens. As well as fresh vegetables, used by the villa chef, there are also olive trees used to produce extra-virgin olive oil, as well as a kiwi fruit pergola and a lemon grove.

Villa Contignano, 9 bedrooms, 18 guests

The large property of Villa Contignano in Val d’Orcia benefits from breathtaking views over the surrounding countryside of hills and valleys, as far as the famous hill towns of Pienza, Montalcino, Radicofani and San Quirico. Within a 10-30 minute drive away, you will find an array of wineries, restaurants and spas, as well as a pecorino cheese factory in nearby Contignano.

The property’s estate also produces extra virgin olive oil and seasonal produce from the vegetable garden and orchards, including various jams and honey, complimentary for guests to enjoy.

This villa has been featured in interior design magazines such as Côté Sud, and has been renovated to an exceptionally high standard. It is surrounded by a stunning huge terrace, with several pergola covered areas for relaxing outdoors, as well as a covered dining area from where the magnificent views can be enjoyed. In the grounds is a heated jet stream infinity swimming pool and 8x8ft hot tub. The newly renovated barn holds a large games room (including ping pong and table football) and gym, relaxation area, lounge, bar and kitchenette.

Here we have three independent villas on a large estate in Cortona, producing wine and olive oil. The villas can be used separately for smaller or together for larger groups: Villa di Nello, Villa di Orlando and Villa di Liliana.

These villas are situated in a beautiful area close to the picturesque walled hilltop town of Cortona, on a large wine and olive oil producing estate. Founded by the Etruscans, Cortona was a major seat of power during medieval times, and its cobblestone streets lead to the Medici fortress and the Santuario di Santa Margherita, from where there are magnificent views over the Tuscan countryside.

The villas here are in different areas on the estate, making each property very private yet also suitable for larger groups or several families wanting to travel together. Each villa also has its own private garden and swimming pool, and all enjoy spectacular views over the Cortona countryside, while also benefitting from a chapel available for rent, making this the perfect spot for a wedding or private celebration. 

The estate’s olive oil and wine can be purchased by guests, and the owner will also arrange a cook on request. Cooking classes and wine tours can also be arranged.