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Home » Destinations » Europe » Italy

Where To Stay in Tuscany for a Dreamy Holiday

Modified: Jul 4, 2025 · Published: Jan 24, 2022 by Thanasis |

Tuscany is one of the most popular year-round tourist destinations for a good reason. Indeed, it can fulfill the desires and dreams of all sorts of visitors. From medieval villages and museums featuring Renaissance masterpieces to rolling hills, lush landscapes, sugary shores, hearty dishes, and delicious wine, Tuscany offers a wealth of options.

The same impressive diversity of choices is highlighted with the provided types of accommodation.

Villa Benedetta in San Casciano dei Bagni, Val d'Orcia, Tuscany
Villa Benedetta

Visitors are welcomed to a wide range of possibilities based on the holiday experience they seek, their base, budget, and level of luxury, privacy, and exclusivity. If you're wondering where to stay in Tuscany on an upcoming trip, here are three common options.

Chic Farmhouses

Agriturismo has been on the rise in recent years and refers to renting a room, an apartment, or an independent unit on a working farm set amidst the enchanting Tuscan countryside.

Most people choose this kind of accommodation for the opportunity to experience rural life. Modern Tuscany farmhouses are renovated, incredibly stylish, and range from elegant to rustic.

They also offer a wealth of luxury amenities, including a spa and pool, while enveloping guests in a refined atmosphere and offering heart-stopping views of the verdant Tuscany terrain, featuring olive groves, cypress forests, and vineyards. Additionally, you may be pampered with facilities such as wine tasting, cooking classes, organic food, and more. 

The great advantage of farmhouses is that they are perfect for families with children, as they can connect with nature and farm animals, and even learn a thing or two about growing their produce. Plus, they can be as far from the main local attractions as you wish. 

Dashing Villas 

Fienile di Montesoli in Buonconvento, Val dOrcia, Tuscany
Fienile di Montesoli

In the past, villas were large properties associated with agricultural activities. During the Roman era, the concept and function of a villa underwent significant evolution, becoming synonymous with the residences of the elite and upper classes. 

Built in prominent locations across Tuscany (mainly around the Italian capital), they symbolized wealth and prestige until the Renaissance, which gave birth to mind-blowing suburban villas epitomizing idleness and pleasure.

Today, you can find a plethora of Renaissance-style villas dotting the countryside; most bear the signature of the powerful Medici family. They offer an incredible range of facilities and services, from fully equipped kitchens and infinity pools to private verandas and pool bars. 

Villas can be a superb choice for groups of friends who seek more privacy, families with children who desire more space and isolation from the city's hustle and bustle, and couples accustomed to a VIP lifestyle.

You get to decide the privacy level you need, with villas in the heart of all the action and options scattered across a profoundly charming rural setting.

Imposing Tuscan Castles 

When deciding where to stay in Tuscany, consider medieval towns like San Gimignano (photo: David Lee)
View from San Gimignano (photo: David Lee)

It's mind-blowing to know that you can live in a medieval, fairy-tale-like castle even for a short while. Situated up in the hills, the local fortresses and castles boast stunning locations and captivating panoramas.

Although there are not many options available at this time, staying in a castle-turned-into-a-luxury-hotel is, undoubtedly, something different. 

Other Accommodation Options

Of course, when deciding where to stay in Tuscany, you can always choose a hotel (we suggest one with at least three stars). But, be mindful of the provided services - they can vary significantly between hotels (especially those close to or in big Tuscan cities).

Other than that, you may also consider a B&B in a central Tuscan town or small village, an apartment rental, or a historical residence (usually located in the town center) with ancient frescoes, eager to narrate its century-old story.

In any case, Tuscany will undoubtedly satisfy your desire for a memorable and exciting adventure. This region of Italy is surrounded by unimaginable natural beauty, quaint villages nestled in lush valleys, and landmarks dating back to the Middle Ages.

_______

This story is published in partnership with Kinglike Concierge.

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Dave at Ahu Ko Te Riku on Rapa Nui (Easter Island), Chile.

Hi, I'm Dave

Editor in Chief

I've been writing about adventure travel on Go Backpacking since 2007. I've visited 68 countries.

Read more about Dave.

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