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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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Experience an official tuscany tour with

Pisa Afternoon Half-Day Trip from Florence

Enjoy this afternoon trip to Pisa and take the chance to admire the impressive Leaning Tower and Piazza dei Miracoli, with its marble architecture and neat grass lawns.

from 48,63 US Dollar

Chianti Classico Private Tour by Minivan from Montecatini with Lunch

A beautiful wine experience with lunch at a Tuscan farm. The Chianti Classico tour has an itinerary dedicated to wine lovers in the famous land that for centuries has produced the Chianti Classico. Also, you will discover how to make cheese and taste a lot of local products. Spend 6-hours and enjoy a special day dedicated to the Tuscan life on this guided tour that begins from your local hotel lobby.

from 166,43 US Dollar

Private Tour of Villa Artimino and Wine Tasting

Immerse yourself in the Italian countryside during this private 3-hour tour of Villa Artimino. Located in the picturesque hills of Tuscany, Villa Artimino was one of the country homes of the famous Medici family and overlooks the medieval village of Artimino. Now a UNESCO-listed World Heritage Site, the estate is home to ornate rooms decorated with period furnishings and known for its plethora of chimneys. Afterwards, head to Artimino for delicious Tuscan wine tasting and even some gourmet delicacies (extra fee).

from 161,03 US Dollar

Pitti Palace and Boboli Gardens Private Tour

Pitti Palace at the time was the largest residence in Florence and also the most magnificent. Boboli monumental gardens are one of the best examples in the world of Italian gardens.

from 71,33 US Dollar
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