La Canonica di Cortine

Tuscany, Italy

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  • Part of a beautifully restored historic hamlet
  • Informal and friendly
  • 3-bedroom bed and breakfast
  • Delightful views of Chianti countryside
  • Restaurant 5-minute drive
Book this beautifully authentic bed and breakfast as part of our Tuscan Wandering Programme and we’ll include a complimentary wine tour and tasting at the boutique winery of Fattoria Le Fonti nearby. Find out more about Tuscan Wandering.

In a building the colour of cornfields, this charming, three-bedroom bed and breakfast is brimful of history and yet perfectly in tune with the needs of the more discerning 21st-century traveller. Surrounded by Chianti’s signature vineyards, olive groves and woodland, it was once part of an ancient hamlet transformed in a three-year restoration project from crumbling ruins into characterful, comfortable accommodation. Now, along with a small gathering of cottages and an elegant villa, it’s part of a beautifully maintained private hillside estate in the heart of Tuscany’s famous winelands.

At a time in regional tourism when whitewashing the walls was considered interior design, the owners, Lucia and Stefano, called in an expert to style each wooden-beamed room individually, carefully considering colours, fabrics and furniture to offer a welcoming take on traditional Tuscan style with a few classically English floral prints. Combined with furniture from Stefano’s antique restoration business and a few family heirlooms, Torre Vecchia has an authenticity that makes it far more than a very comfortable bed and delicious breakfast.

As a guest here, you also have access to a large shared swimming pool and room to relax in a small olive grove where canopies are strung between the trees to provide shade in the heat of the day. Follow the lavender and rosemary-lined walkways and you’ll also find a number of outdoor seating areas, decorated with large terracotta pots overflowing with flowers. Add a few beauty treatments (available on request and payable locally) or a long country walk around the Badia a Passignano and you have the makings of pure escapism. Light lunches are available on request and paid for locally, but, this being Chianti, there’s no shortage of excellent food and wine nearby. You can also book a cookery lesson at La Canonica di Cortine (for a minimum of two people) or visit one of the areas many boutique wineries to try a Chianti Classico or taste the local olive oil. The nearest restaurant, recently visited by George Clooney and Amal, is a 20-minute walk away; the nearest village of San Donato just a five-minute drive. And being an eight-minute drive to the main road between Florence and Siena, a visit to one or both of these iconic cities should definitely be on your agenda: two points of the Golden Triangle that also includes San Gimignano, which is just over half an hour away.

On the third weekend in September, medieval Panzano, a 20-minute drive away, hosts the annual Vino al Vino Wine Festival, a chance to sample the local tipples with a soundtrack of live music in the afternoon. This historic town is also home to Dario Cecchini’s famous restaurants and his butcher’s shop, which has as much personality as the celebrity butcher himself.



  • 3 bedrooms


  • Complimentary WiFi
  • Air-conditioning
  • Breakfast included
  • Hairdryer
  • Bathroom toiletries
  • Safe
  • Telephone
  • TV
  • Mini-bar
  • Shared swimming pool
  • Cooking classes available on request payable locally (minimum 2 people € 120 per person)
  • Dinner available on request and payable locally (minimum 6 people)
  • A daily tourist tax applies for the first week of your stay only, which means that an average of €1 per person (14+ years) may be charged. This should be paid in cash during your stay.


  • All properties with WiFi are able to support basic functionality such as web browsing and checking emails*

* We aim to offer an uninterrupted service but sometimes due to factors beyond our control reliability can be affected.


  • San Donato in Poggio (restaurants/bars) 5min drive
  • Castellina in Chianti 15min drive
  • Panzano in Chianti 20min drive
  • Greve in Chianti 30min drive
  • San Gimignano 30min drive
  • Siena 50min drive
  • Florence 45min drive
  • Florence airport 45min drive
  • Pisa airport 1hr 25min drive

Our choice of Italian properties is diverse, ranging from simple charm to genuine luxury and style. Much of our portfolio is privately owned, and price alone is therefore not a universal guide. We contract all our accommodation in person, and each property has its individual appeal.

To help you make the right choice based on your own priorities, we have devised a simple grading guide to be considered in conjunction with each individual property description, awarding up to a maximum of five stars for the below categories.

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Property Grading Key:

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  • 4/5

    Very good

  • 3/5


  • Location


    Position, view, serenity, privacy

  • Comfort


    Space, style, overall furnishings

  • Facilities*


    Property enhancements

  • Amenities*


    Proximity to beach, restaurant and shops

* For further clarification on Facilities and Amenities, please view the 'Details' tab for each property or speak to one of our experienced sales consultants.

Tuscany gives you permission to indulge in life’s simple pleasures – world-famous wine, indulgent food and hours consumed by epic histories. Each of Tuscany’s ten provinces has its own unique personality, but wherever you stay, you’ll find yourself surrounded by a verdant patchwork of olive groves, cypress trees and vineyards. From the birthplace of the Renaissance, Florence, to the narrow streets of hilltop San Gimignano, Tuscany makes for a stunning escape. 

To complete the picture, explore our collection of handpicked villas, boutique Simpson Hotels and charming apartments.

Read more on our Tuscany region page

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