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Towns and Villages in Tuscany

There are some truly spectacular towns and villages in Tuscany. From medieval hilltop villages, to larger towns with beautiful old town centres. Or if you prefer something a little more upbeat, there are several big cities packed with culture and entertainment. Each region in Tuscany has something unique to offer. Wander through the cobbled streets of quaint Italian towns and you will soon fall under the spell of Tuscany.

Some towns overlook rolling hills, endless fields with rows of vineyards and rustic castles can be spotted on the horizon. Sit and watch the world go by in a local Italian cafe, browse through quirky gift shops or admire the striking buildings that reside within the city walls.

Our private pool villas, hamlets and farmhouses are located within close proximity to Tuscany’s most impressive towns and cities.

Where to visit

We have all the information you need about all the regions and key places you should visit on your holiday to Tuscany, including the 3 main cities Florence, Siena and Pisa.

Northern Tuscany

The scenery throughout Tuscany varies quite considerably depending on where you go. The landscape and terrain in the North is very different from the South. Its unspoiled landscape is mountainous, more rugged and broken up with thick woodland.

Just like the South, it has traditional hilltop villages and medieval castles, but here the pace is much slower, despite the area being densely populated. As well as being by the breathtaking Apuan Alps, from most locations in Northern Tuscany you can easily reach the coast within a 30 minute drive.

Northern Tuscany offers the best of both worlds, soak up the sun on the beach, go hiking in the mountains, or visit amazing cities and towns such as Florence, Lucca, Pisa and Pistoia. Northern Tuscany may be less stereotypically Tuscan but it has classic architecture, artistic treasures, striking hilly landscapes and plenty of cultural events to enjoy.

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Central Tuscany

Can’t decide where to stay in Central Tuscany? Browse through some of the places below for further inspiration.

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Southern Tuscany

It’s easy to see why Southern Tuscany is such a popular area to visit, browse through the towns below to find out more.

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Umbria holidays

Umbria is often viewed as Tuscany’s sister, in many ways it mimics Tuscany’s delights, but also has its own distinct character. Umbria, known as ‘the green heart of Italy’ sits right in the middle of the country.

It’s about half the size of Tuscany, which means most of the region can easily be explored. Umbria is serene, understated, breathtakingly beautiful, and most importantly, unspoiled. It has long lived in the shadow of Tuscany, but visitors are discovering its charms and learning that a holiday in Umbria is not to be missed.

The landscape is littered with rolling hills, streams, valleys, olive groves and woodland. Visitors report there being a special quality of light that illuminates the horizon. Umbria is also famous for being the birthplace of the saints, which further contributes to its magical appeal.

This region is known for its olive oil, truffles, fine cured meat and full bodied wine. There are plenty of gorgeous hill towns to visit such as Assisi, Orvieto and Perugia, as well as quaint villages like Trevi, Spello and Montefalco. What are you waiting for? View the links below and book a holiday to Umbria.

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Val d'Orcia

The Val d’Orcia is a ravishing rural area running into le Crete Senesi, but within sight of hulking Monte Amiata. For many, this is the loveliest area in Tuscany, with Unesco-listed countryside, perfect hilltop villages, remote abbeys and evocative castles. Foodies, walkers and spa-lovers will take to the thermal spas, rustic inns, myriad wine trails and meditative walks. The Val d’Orcia represents quintessential Tuscany, with clusters of cypresses, ribbons of plane trees, vineyards on the slopes, and farms perched on limestone ridges. But it was not this alone that won the area Unesco World Heritage status – it’s also about the harmony between the Tuscans and their landscape, shaped by their mellow way of life. Once depopulated, these medieval villages are now enjoying a belated renaissance. San Quirico d’Orcia may be the gateway to the area but MontalcinoPienza and Montepulciano also make delightful stepping-stones to scenery landscaped since time immemorial.

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Experience an official tuscany tour with

Van with a view and Accademia Gallery in Florence

Discover Florence from a comfortable chauffeured minivan that will pick you up from you hotel! This tour explores some of the most famous monuments and landmarks. Admire the greatest view of Florence with a photo-stop in Piazzale Michelangelo and the Basilica di San Miniato al Monte, the finest Romanesque structure in Tuscany. You will drive past the famous Ponte Vecchio, a Medieval bridge known for having shops built along it, Palazzo Pitti, the last residence of the Medici Family, Via Maggio famous for its antique shops and art dealers and then proceed to the Duomo complex. Upon arrival you will start a guided walking visit of the Cathedral, very imortant for its dome designed by Filippo Brunelleschi, the Baptistery and Giotto’s Belltower. The walking tour will continue with a guided visit of the Academy Gallery, famous for its sculptures by Michelangelo, expecially his ” David “.The tour will end inside the museum.

from 89,25 US Dollar

Tour Of Palazzo Vecchio Secret Passages

Private visit of the secret passages of the Palace of the Government, normally closed to the public. This exclusive private visit will reveal some of the strategic stairways and private rooms that were once used by the rulers of Florence to escape from riots and assaults without being caught or to dedicate their time to their passions without being disturbed and seen by the others.

from 261,81 US Dollar

Private Food Tour of Florence

Choose this private tour to discover local and typical products through the popular places for Florentines.

from 79,34 US Dollar

Accademia tour

What's included:

  • Skip the line tickets to the Accademia Gallery
  • Guided Tour with professional Guide 
  • Customer assistance

from 77,35 US Dollar
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