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If you’re dreaming of rolling hills, cypress trees, vineyards and olive groves of the Tuscan countryside of Val d’Orcia – there’s no better way to experience it than by staying in an agriturismo. And if you are wondering where to stay in Val d’Orcia, this is the guide you need to read!

On our trip through Val d’Orcia and Tuscany, we stayed in a 17th century villa turned traditional farmhouse and it turned out to be the best part of our Italian itinerary.

From waking up to panoramic views of olive groves and vineyards to ending the day with a glass of Brunello di Montalcino by the pool, it was everything we’d hoped for on a Tuscan holiday. What a dream it was!

I can’t speak enough of the hospitality and care we were provided by our hosts and it stands out as one of our best stays ever!

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Whether you’re looking for a rustic and romantic stay like Villa Cicolina with vineyard views, something boutique and central like Il Miraggio Val d’Orcia Relais & Spa in San Quirico d’Orcia or a full-on luxury escape like Castiglion del Bosco, there’s a perfect agriturismo for you.

In this guide, I’m sharing why you should stay in an agriturismo, where to stay in Val d’Orcia, the best one to choose and 7 of the best agriturismos in Val d’Orcia – each with its own charm.

Whether you’re looking for a luxurious stay, a farm house with a pool or a scenic base for exploring Tuscany, you will find an option here.

What Is an Agriturismo? Why You Should Stay in One in Tuscany?

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If you’re planning a trip to Tuscany, you’ll come across the word agriturismo pretty quickly and for a good reason. 

An agriturismo is a working farm that also offers accommodations to travelers. Think of it as a cross between a boutique countryside hotel and a family-run farm stay.

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But don’t let the word “farm” fool you. Many agriturismos in Val d’Orcia are beautifully restored old farmhouses or centuries’ old historic villas, complete with outdoor pools, on-site restaurants and even spa centres.

Some are upscale ultra luxury hotels, while others offer a more rustic, authentic experience.

What makes agriturismos so special and why you should stay in one?

What makes these agriturismos special is how connected they are to the land.

Many of them grow their own produce, make olive oil and produce great wines like Brunello di Montalcino and Vino Nobile de Montepulciano.

You get to enjoy local farm-to-table food, cooking classes and wine tastings right where it is all made. There are several agriturismos close to Florence and a stay at agriturismo is is worth adding to your Florence itinerary.

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We stayed in a 17th century villa turned agriturismo during our time in Southern Tuscany and Val d’Orcia and it was easily the most memorable stay of our entire Italian itinerary.

Mornings started with espresso overlooking the olive groves and birds singing and evenings ended with sunset views over the Orcia Valley and a glass of Brunello by the pool.

It felt peaceful, slow and incredibly grounding – a perfect contrast to the busyness of city life. If you are looking for a slow summer in Europe sipping wine and tasting food, an agriturismo in Tuscany is the place to be.

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If you’re visiting the Val d’Orcia area, I cannot recommend staying at an agriturismo enough. It is not just a place to sleep – it is part of experiencing authentic Tuscany. And I assure you it will turn out to be the best part of your Italian trip itinerary. Even if you cannot stay overnight, I suggest visiting an agriturismo as part of a day tour from Florence.

How to choose the right Agriturismo in Val d’Orcia?

With so many incredible options, choosing the right agriturismo in Val d’Orcia depends on what kind of experience you’re looking for.

Whether you plan to explore the small villages and medieval towns like Pienza, San Quirico d’Orcia, Montalcino or relax at thermal baths like Bagno Vignoni or Bagni San Filippo, choose a stay that is centrally located.

Agriturismos near San Quirico d’Orcia or Montalcino and Pienza offer a great base for day trips around the valley.

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If you like a more relaxed vibe with lots of wine tasting and vineyard views, popular wine regions and towns of Montalcino and Montepulciano are good options with lots of wine bars and wineries. These towns are home to some of the best wineries of Tuscany.

Capanna Suites in Montepulciano or Relais Mastrojanni in Montalcino are some of the best options.

If you don’t like being so disconnected from towns and like trying out different restaurants, I suggest staying at an agriturismo that is closer to a town like La Saracina near Pienza.

Illustrated travel guide for Val d'Orcia featuring rolling green hills, cypress trees, and a Tuscan villa. The infographic lists the best towns to stay—San Quirico, Pienza, Montalcino, and Montepulciano—along with top rustic agriturismos like Sce Quiríc, Palazzo Massaini, and La Saracina, and luxury options including Castiglion del Bosco, Villa Cicolina, and Relais Mastrojanni. Aimed at travelers seeking the best agriturismos in Val d'Orcia.

I suggest looking at the amenities as well and what your vibe is.

We stayed in an agriturismo that was 3 miles from the nearest town of Buon Convento which meant we had to drive out of the villa every night for dinner.

  • Some agriturismos offer outdoor pools, on-site restaurants or cooking classes (and even flat-screen tv!), while others are more rustic and peaceful with just the basics.
  • If you’re visiting in summer, check for air conditioning. Also look for free Wi-Fi if you want to be connected. 
  • Look for one that offers free private parking is a must. Public transport in this area is limited and renting a car is essential to enjoy the surrounding countryside.

Lastly, what kinda vibe are you into?

Some are working farms with olive trees and vineyards, while others are luxury boutique stays with spa services and incredible rooms. 

7 Best Agriturismo in Val d’Orcia for a Dreamy Tuscan Stay

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Now that I’ve convinced you why agriturismos are the best way to stay in Tuscany, are you looking to book one that is more than just a hotel?

These 7 agriturismos offer the kind of stay that becomes the highlight of your trip.

Just imagine panoramic views, wine tastings, olive groves and stays that feel authentically Tuscan.

1. La Saracina – Pienza

La Saracina is a boutique farmhouse just outside Pienza, making it an ideal base for exploring the heart of Val d’Orcia.

Imagine peace and quiet, stunning panoramic views, beautifully curated rooms and home cooked Tuscan meals everyday. Did I mention cooking classes and guided trekking?

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La Saracina has only a few suites, so the experience feels private and personal – perfect for couples looking for traditional charm with luxury comfort.

  • Seasonal outdoor swimming pool
  • Rooms with garden views
  • Free private parking
  • Cooking classes, guided trekking.
  • Close to Pienza, Monticchiello, and San Quirico d’Orcia

2. Relais Mastrojanni – Montalcino

Located in the Brunello wine region, this stunning Relais property is part of the Mastrojanni Winery, offering the full wine-country experience.

With just a handful of rooms overlooking olive groves and vineyards, it is an intimate, upscale stay.

Book a wine tasting, enjoy the infinity pool, and dine at the on-site restaurant for an unforgettable evening in the Tuscan countryside.

  • Winery tours & tastings on-site
  • Outdoor pool with vineyard views.
  • Close to Monte Amiata and thermal baths
  • On-site restaurant with dinner, high tea and Italian cuisine
  • Ideal for wine lovers & foodies

3. Palazzo Massaini – Le Scuderie – Pienza

If you want something scenic but a little more regal, Palazzo Massaini – Le Scuderie delivers.

Set on a hill just outside Pienza, the historic estate includes a wine cellar, olive groves, and beautifully restored farm buildings.

It has that peaceful vibe, sweeping views all within a short drive to Pienza. Some of the best features include:

  • Infinity pool, incredible breakfast options
  • Historic estate with local wine & olive oil
  • Free parking and garden views
  • Great base for exploring the small villages and towns of Val d’Orcia

4. Villa Cicolina – Montepulciano

Fancy staying in a centuries’ old Villa? Villa Cicolina is a former noble villa turned agriturismo. It combines antique decor with modern comforts and dates back to the early Middle Ages.

Located near Montepulciano, it is surrounded by cypress trees, gardens and rolling vineyards. For a more rustic option, this is one of the best agriturismos to stay in Val d’Orcia region.

Villa Cicolina is one of the most romantic stays in the region and those looking for something different and just a stone’s throw away from Montepulciano.

  • A little more rustic
  • On-site restaurant with Tuscan cuisine including truffles 🤤
  • Beautiful large garden and terrace areas
  • Free private parking
  • Lot of wine tasting options & day trips to terme di montepulciano, chianciano terme thermal bath

5. Castiglion del Bosco – Montalcino

If you’re going all out and something super luxurious, Castiglion del Bosco – a Rosewood property is hands-down the best agriturismo in Val d’Orcia!

Rosewood is one of my favorite brands of hotels to stay. If you have been to Rosewood properties across the world, you know they deliver.

Set in a 5,000-acre estate in the Val d’Orcia countryside, Rosewood Castiglion del Bosco is pure ultra luxury hotel.

This Rosewood hotel has its own Brunello di Montalcino winery, a spa centre, golf course, cooking school and panoramic villa suites.

While it is not a traditional agriturismo, Castiglion del Bosco sure offers a once-in-a-lifetime stay in the heart of Tuscany.

  • World class 5-star service and amenities
  • Private villas and suites
  • Winery including tasting and tour along with spa and wellness centre
  • Ideal place for luxury travelers or special occasions
  • Concierge can arrange day trips or wine tours

6. Il Miraggio Relais & Spa

Set within the charming small town of San Quirico d’Orcia, Il Miraggio Val d’Orcia boutique spa property blends agriturismo comfort but close to the town.

Imagine stepping out into a UNESCO world heritage site and village of San Quirico, then retreat to a private room within a historic villa – pure dream! San Quirico is one of the best villages to visit in Tuscany.

Il Miraggio is a beautiful place that feels special but still close to the main square, restaurants, and shops.

  • More luxurious than a typical farm stay
  • Air conditioning and free Wi-Fi with fitness centre
  • Walkable to historic town walls and churches
  • Perfect stay for relaxing after day trips in surrounding areas

7. Sce Quiríc – San Quirico

A true agriturismo experience with high-end touches, Sce Quiríc is located in the hills above San Quirico.

The setting is peaceful, with panoramic views and a beautiful outdoor pool. The rooms are cozy yet elegant and their homemade breakfasts with warm hospitality is to die for.

It is an ideal balance of authenticity and comfort.

  • Outdoor pool with countryside views
  • Free private parking & free WiFi
  • Peaceful farm stay feel
  • One of the best locations to explore Crete Senesi, Bagno Vignoni, Pienza, and Via Francigena. 

Bonus Options: 

Castel Brunello – Montalcino

Not a traditional agriturismo, but Castel Brunello is worth mentioning if you’re looking for villas with modern comforts in a classic Tuscan setting.

Castel Brunello offers spacious apartments with kitchenettes, garden terraces, and an outdoor pool and is perfect for families or longer stays.

You’ll still be surrounded by vineyards and olive trees and close to Montalcino just with a bit more independence.

Capanna Suites – Montalcino

Capanna Suites in Montalcino is another great option for those looking for winery stays and offers farm stay accommodations

Final Thoughts

If you are visiting Val d’Orcia, I honestly think the stay matters just as much as the towns you visit. This is one of those places where the magic is in the quiet moments like the slow mornings with espresso, panoramic views of the rolling hills and dinners that stretch a little longer because you are not rushing anywhere.

That’s why I always recommend an agriturismo Tuscany stay. It’s not just “where you sleep”. It’s the experience. The space, the views, the sense of being surrounded by vineyards and olive groves and the feeling that you’re living the Tuscan dream.

Whether you go full splurge at Castiglion del Bosco, stay central near Pienza like La Sacarina, pick a base such as Il Miraggio in San Quirico d’Orcia or choose a more independent villa like Castel Brunello, you are in for a truly Tuscan experience and incredible hospitality.

It was truly an experience of our dreams and we loved every minute of our stay at a 17th century villa turned agriturismo.

If you’re planning your trip now, book early as the best places in Val d’Orcia get snapped up fast, especially in spring and summer!

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9 Comments

  1. Your photos of Tuscany are so lovely and make me so sad my trip got delayed earlier this year!

    1. Aww. Hope you can reschedule it soon. I know we’ve all had to cancel a lot of travel plans. Thank you so much Sami!

  2. Hey! When did you go to Tuscany? I’m thinking of going in April as I want the fields to be green! Do you think that’s the case? Thank you in advance! 🙂

    1. Hey! We went end of May and it was gorgeous. I think April would be beautiful too as it is spring time. Enjoy! 🙂

  3. Lovely post!
    You mentioned offbeat cities, no mention of cities like Florence, Siena. Is it not worth going there..pls share your thoughts

    1. We had visited both Florence and Siena and love the cities. This post is focused on the off beat areas as not many people venture out of the cities in Tuscany.

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