Casa Minuccia

The rolling hills, fertile valleys, vineyards, old estates, palaces, ancient villages and incredible cuisine of Chianti all make for a perfect holiday destination. It is a scenic place where you can potentially do it all – make day trips to famous cities like Florence and Pisa, explore endless villas and churches, visit famous wineries, go hiking, cycling, horseback riding and more – or do nothing at all and simply relax. Whether you like to unwind by a pool with a good book or through cultural pursuits or on adrenaline-pumping adventures, you'll find it all.

But what is the most important part of planning a trip to Chianti? Finding the perfect villa in which to rest and from which to enjoy your holiday, of course! So, to help you out, we rounded up some of our most idyllic, typically Tuscan, charming and perfect vacation rentals in Chianti.

San Gusmè is a picturesque fortified medieval village on a small hill which is surrounded by a long, circular wall in the region of Chianti in Tuscany. A charming little town full of pretty buildings and churches, it offers great views across the rolling hills and plains of the typical Tuscan landscape which surrounds. Siena and the profile of Torre del Mangia and the Duomo are even visible in the distance. Unlike other towns in the area, San Gusmè is devoid of major attractions, museums or shops, its charm is in the tranquillity that it offers. Here it seems as though time stopped a long time ago and continues to do so, offering a respite from the craziness of modern life.

With unprecedented demand for the holidays many missed out on last year and are so in need of this year, we have found that our villas are booking up even faster than ever before. As of this month, Italy is reopening for international tourists (with certain conditions) and many people are eager to get back to the endless charms of Tuscany. If you are among them then get browsing today or you may miss out. To get you started, we have selected a sample of just five of the incredible villa in Tuscany that still have good availability for the rest of 2021 on our website. Read on and plan your next holiday in Tuscany right now....

Podere Monticchiello

If you are looking for something impossibly pretty and romantic in a peaceful and remote location, few properties could be more perfectly suited than the endlessly charming Podere Monticchiello. Located in the famously gorgeous Orcia Valley and boasting views over the lush valleys of the area, 2km from the village of Monticchiello, this is an idyllic gem for those looking to get far away from the daily concerns and routines of life. A charming historic stone villa and out-buildings clustered among ancient trees and pretty pastures, the house looks like something from a storybook. Boasting eight bedrooms and nine bathrooms, the property is made up of a villa and annex that sleep up to sixteen comfortably in dreamy interiors that feature large rooms, a generous dining room, antique furniture, an original stove, several large fireplaces, exposed-beam ceilings, picture windows taking in the best views from the property, three different cosy living rooms, and three kitchen/living rooms, some bedrooms with canopy-draped four-poster beds, and more.

Tourists would greatly enjoy a trip to Castelnuovo Berardenga, a butterfly shaped town encompassing surrounding villages and hamlets of the same name in Tuscany that are brimming with exciting things to do and see! On one wing is the famous wine producing region of Chianti, with many hills covered in ripening vines and the other side are the town and suburb villages of Berardenga named after the nobleman Berardo who dominated the area in the 9th century. These two contrasting landscapes combined into a unique Tuscan region have helped to earn Castelnuovo Berardenga, an Orange Flag Award which is an official seal of tourism and environmental quality. Visitors wishing to stay for a few days have plenty of excellent vacation rentals to stay in and around the town.

Tourists might like to start their day of exploration with a trip to the landscape museum which helps one to appreciate how the rich array of natural resources helped to shape Castelnuovo Berardenga into the place it is today. It is also part of the Chianti cycling trail which is wonderful way for people to see the best scenery of the area.