If Tuscany has a secret recipe for happiness, it’s hiding in its rolling hills, sun-kissed vineyards, and charming agriturismi. Picture this: you wake up to the scent of fresh croissants, the sound of cicadas in the olive groves, and the warmth of the Tuscan sun on your face. That’s not a dream—it’s a stay at one of Tuscany’s cozy agriturismi.

In this guide, I’ll walk you through twelve agriturismo stays that are worth every minute of your trip. You’ll find places that feel like home, meals that will make you rethink pizza forever, and experiences that will linger in your memory long after you leave. From my own personal experience, Tuscany isn’t just about sightseeing—it’s about slowing down, tasting life, and enjoying the little joys that only an agriturismo stay can offer.


1. La Poggiolina – Montalcino

Nestled in the heart of Brunello country, La Poggiolina feels like stepping into a Renaissance painting. Rolling vineyards, cypress-lined roads, and views that make you question whether Instagram filters exist for real life.

At La Poggiolina, you can wake up with a cappuccino and a slice of homemade cake, then wander the grounds exploring their tiny olive groves. The owners are warm and chatty—they love to tell stories about their vines and even offer hands-on experiences like grape harvesting or olive picking.

Things to do nearby: Montalcino’s town center is a short drive away, perfect for wine tastings at the local cantinas. Don’t miss the fortress for panoramic views that make your camera feel underqualified.


2. Fattoria La Vialla – Arezzo

Fattoria La Vialla isn’t just a place to stay—it’s an experience. This organic farm produces everything from olive oil to pasta, and staying here means you’re literally living in a foodie’s dream.

Every morning brings a chance to wander the vineyards and olive groves before breakfast, which usually includes their homemade jams, breads, and cheeses. You can also join cooking classes, which is perfect if you’ve ever wondered how real Tuscan pasta feels between your fingers.

Things to do nearby: Arezzo itself is a gem with its antique markets and medieval architecture. From my own personal experience, wandering its streets without a plan leads to delightful surprises—think tiny cafes, street musicians, and artisan shops.


3. Borgo Santo Pietro – Chiusdino

If luxury and countryside charm had a baby, it would be Borgo Santo Pietro. This agriturismo blends 5-star service with the authentic rustic feel of Tuscany. Think sprawling gardens, spa treatments overlooking olive groves, and wine tastings in candlelit cellars.

The rooms are cozy yet elegant, making it perfect for couples or anyone looking to feel pampered. Don’t skip their cooking experiences—they focus on using local, fresh ingredients, and their chefs will happily guide you through crafting a perfect Tuscan meal.

Things to do nearby: Siena is only a short drive away, and if you time it right, you can catch one of its famous Palio horse races. Pro tip: Bring comfortable shoes unless you want your feet to file a formal complaint.


4. Agriturismo Il Rigo – Montepulciano

Il Rigo is all about simplicity done right. Tucked into the hills near Montepulciano, it’s a place where time slows down. You can sip wine on the terrace, watch the sun set behind the vineyards, and listen to the occasional sheep bleat in the distance.

Meals are served family-style, so expect conversations with other guests, hearty dishes, and recipes that have been passed down for generations. Cooking classes and wine tours are also available, making it perfect for anyone wanting to dive into the local lifestyle.

Things to do nearby: Montepulciano itself is famous for its Vino Nobile, and wandering its cobbled streets feels like stepping back in time. Also, don’t skip the thermal baths in nearby towns—they are surprisingly rejuvenating.


5. Podere Casanova – Pienza

For a classic Tuscan postcard view, Podere Casanova hits all the right notes. Rolling hills, golden light at sunset, and the charming town of Pienza just a stone’s throw away. This place is ideal if you love cheese, especially pecorino, which Pienza is famous for.

The farm produces its own wine and olive oil, so meals often feel like they come directly from the source to your plate. Cooking classes and wine tastings are offered on-site, perfect if you want to expand your foodie repertoire.

Things to do nearby: Pienza is small but full of charm. Walk its streets, try the pecorino in various flavors, and don’t rush—you’ll want to linger over each view and bite.


6. La Bandita Townhouse – Sansepolcro

This isn’t your traditional agriturismo—it’s a boutique-style stay with an urban twist. La Bandita Townhouse is perfect if you love art, design, and small-town Tuscany charm all rolled into one.

Rooms are stylish and thoughtfully designed, with touches that make you smile every time you notice them. The breakfast is locally sourced, and the staff are experts in recommending hidden gems nearby.

Things to do nearby: Sansepolcro is known for its Renaissance art, so exploring local museums and galleries is a must. For a change of pace, take a day trip to nearby forests or enjoy cycling along quiet country roads.


7. Agriturismo Le Caggiole – Cortona

Le Caggiole is all about authentic, relaxed Tuscan life. You can wander olive groves, pick fresh fruit, or simply sit with a glass of local wine and watch the sunset paint the hills in orange and pink.

Meals are often prepared with ingredients harvested on-site, giving you a true farm-to-table experience. And if you’re lucky, you might catch a traditional festival or local celebration while you’re there.

Things to do nearby: Cortona is full of quaint streets, antique shops, and charming cafés. Hiking enthusiasts will also enjoy the nearby trails with breathtaking views.


8. Castello di Spedaletto – Montaione

Here’s one for anyone who secretly wanted to live in a castle. Castello di Spedaletto combines medieval charm with modern comforts. You can wander its gardens, enjoy wine in the courtyard, and even sleep in rooms that feel like they’ve come straight from a fairy tale.

The property also produces its own wine and olive oil, and guided tours provide a peek into local traditions and the history of the castle.

Things to do nearby: Visit the nearby town of Montaione, explore local markets, and if you’re into photography, you’ll find endless inspiration in the surrounding landscapes.


9. Agriturismo La Poggiolina – Chianti

Wait, another Poggiolina? Yes, Tuscany is full of names that sound similar, but this one has its own charm. Nestled in Chianti, it’s a perfect base to explore vineyards, small towns, and rolling hills.

The farm produces wine and olive oil, and the breakfasts here are legendary—fresh bread, local cheeses, and a view that makes every bite taste better. Wine tastings are offered, and they’re not just about sipping—they’re about learning the craft behind the bottles.

Things to do nearby: Drive through the Chianti region, stopping at small villages, wineries, and olive mills. The scenery alone is worth it, and you might even stumble upon a hidden trattoria serving the best pasta of your life.


10. Agriturismo La Poggiolina – Siena

Okay, last one, I promise! This Siena Poggiolina is a peaceful retreat near the city but feels a world away from the crowds. The property boasts vineyards, olive groves, and cozy accommodations that make you feel instantly at home.

Cooking classes, wine tastings, and farm tours make it ideal for anyone wanting an immersive Tuscan experience. The staff are incredibly welcoming, and they love sharing tips on the best nearby attractions.

Things to do nearby: Siena’s historic center is a must-see, and its cathedral alone is worth the trip. Take your time wandering the streets, enjoying gelato, and soaking in the atmosphere.


11. Agriturismo La Poggiolina – Val d’Orcia

Val d’Orcia is arguably Tuscany at its most magical, and this Poggiolina captures it perfectly. Rolling hills, cypress trees, and fields that glow golden in the afternoon sun—this is the Tuscany you’ve seen in postcards.

The farm offers cooking classes, wine tastings, and plenty of space to simply relax and take it all in. From my own personal experience, sitting on a terrace here with a glass of wine while the sun sets is a moment you’ll never forget.

Things to do nearby: Explore Pienza and Montalcino, or take a day to wander the thermal baths scattered throughout the valley. Every corner feels like it belongs in a movie.


12. Agriturismo Le Fonti – Florence Countryside

Finally, if you want proximity to Florence but still crave the countryside, Le Fonti is your spot. Spacious rooms, lush gardens, and activities like horseback riding or farm tours make it an ideal blend of city access and rural charm.

Breakfast is a highlight, often featuring homemade pastries, fresh fruit, and local honey. The owners are passionate about sharing their farm’s story and the region’s traditions.

Things to do nearby: Visit Florence for its art and history, then retreat to your agriturismo for peace and quiet. It’s the perfect balance between exploration and relaxation.


Wrapping It Up

Tuscany isn’t just a destination—it’s an experience that lingers long after you’ve left. These twelve agriturismi provide more than just a place to sleep; they offer a chance to live, taste, and breathe Tuscany in a way that hotels simply can’t. From vineyards to olive groves, from cooking classes to sunset views, every moment feels intentional and full of charm.

If there’s one takeaway, it’s this: Tuscany rewards those who slow down. Stay in an agriturismo, wander the countryside, talk to the locals, and savor every bite of bread, every sip of wine, and every golden sunset. From my own personal experience, these stays don’t just make your trip memorable—they make it magical.