Crazy for Chianti in Tuscany



Tuscany is without doubt the most talked about region in Italy. It is well known for its outstanding landscape, walled towns, Cyprus trees, rolling vineyards, its rural lifestyle. Chianti, in the heart of the region is the epitome of all of these things.

The Chianti region extends over the provinces of Florence and Siena, covering all of the area between the two cities and extending to the east toward the Valdarno and to the west to the Val d'Elsa.

Picture postcard scenery



Chianti offers a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages and traditional Tuscan farmhouses and villas. It is one of the most beautiful areas in Tuscany, as well as the most well-known and appreciated by visitors from across the world – the landscapes are so beautiful that they inspire photographs and paintings which are sold around the world.

Travelling around the enormously beautiful region of Chianti is literally like turning the pages of a marvellous photo album. It seems that behind every corner, even more beautiful scenery or a more delightful village bursts into view.

What to do



It is perfectly possible to relax and do absolutely nothing in Chianti! The beauty of the region is its rural nature and history. An afternoon can be spent relaxing by the pool or wandering through the streets of a medieval village. A simple walk becomes a joy in these surroundings and you are faced with hundreds of years of civilisation. Strolling through medieval streets, you will fall upon endless art and architecture that is second to none.


Many come to the region to walk or cycle through the breath-taking countryside and in terms of activities, you will be spoilt for choice. During the year there are many events that take place in Chianti: the most important is the wine harvest, celebrating some of the most famous wines in the world. You don’t need to come at harvest time, as there are plenty of bars and vineyards along the main routes, where you can taste and purchase the local wine.


Don’t forget that you are in the heart of Tuscany, so everything is within easy reach; a day shopping in Florence; a trip to Siena; an afternoon in Pisa; a meander through the streets of Lucca or a day trip to the gorgeous Tuscan coastline.


The village gems

The region is simply blessed with so many unforgettable villages and towns but here are a few of the gems;


Radda in Chianti; a beautiful medieval town enclosed in large defensive walls is perfect for relaxing holidays in Tuscany. Several restaurants and wine shops in town offer excellent Tuscan dishes and the opportunity to taste the Chianti Classico DOC produced in the area.


Castellina in Chianti dates back to the Etruscans and is in a great position, located in the middle of the Chianti region between Florence and Siena. The castle offers breathtaking panoramic views and there are many historical buildings that belonged to Florentine and Senese aristocracy. The town offers many restaurants and wine bars.


Greve in Chianti is a lively town, famous for its square which is a triangular shape with large porticos along three sides that protect it and host many quaint local shops, wine bars and restaurants.


Gaiole in Chianti is surrounded by wineries, old villas located in the hills and churches, dating back to Romanesque times – that is why Gaiole is attracting tourists. The town square, lively atmosphere and beautiful scenery make this destination a must-see.

When to visit

Most tourists visit Tuscany predictably in the high season months of June, July and August. Even September is busy in the region these days but towards the end of September and October really is a magical time to visit and rental prices drop significantly!

How to get there

Pisa airport is the main International Airport in Tuscany and the number and diversity of flights has increased dramatically in recent years.  Amerigo Vespucci airport in Florence also has options and it is also possible to fly to Rome and travel north into Chianti.

Where to stay



As you would expect with a popular destination, the holidaymaker really is spoilt for choice in a region full of sun-soaked landscape and glorious, peaceful scenery. Holiday Homes in Italy offers an exclusive range of Tuscan villas for your holiday in Tuscany.  From family villas with pools in Tuscany to luxury Tuscan villas, rustic villas with pools in Chianti to small charming villas in Tuscany, we have an excellent selection of self-catering properties to suit all requirements. Take a look at the following;


Villas with pools in Chianti

Apartments in Chianti

Self-catering properties in chianti


Or let us take the stress out of choosing the perfect villa or property for you and offer you our knowledge on this region, combined with a first-class service – send us an enquiry today.

Comments