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Villa Il Castagno,  
Tuscany

Location

Cortona

Sleeps

18

Bedrooms

9

Bathrooms

12


Short stays rates available on low and mid seasons.

Contact us for details.

A 17th-century frescoed residence set at the foot of the Etruscan hill town of Cortona, Villa Il Castagno accommodates up to 18 guests across 9 bedrooms, with views stretching across the Val di Chiana and the gentle hills of southern Tuscany. The property lies approximately 10 minutes from Cortona by car, 1 hour 30 minutes from Florence Peretola Airport, and 45 minutes from Perugia San Francesco d'Assisi Airport.

From this quietly positioned estate, the medieval streets of Cortona—where Frances Mayes set Under the Tuscan Sun—climb steeply upward just a few minutes' drive away, their stone palazzi and intimate piazzas rewarding an evening passeggiata with aperitivo views across the valley. The wine towns of Montepulciano and Montalcino lie within easy reach for tastings of Vino Nobile and Brunello, whilst Pienza's Renaissance perfection and the thermal springs of Bagno Vignoni make for memorable day excursions; Lake Trasimeno, its shores dotted with fishing villages, offers a change of scene in barely 20 minutes, and the artistic treasures of Arezzo, Perugia, and Assisi are all comfortably accessible.

The villa spans over 1,000 square metres and retains the quiet grandeur of its origins, with original frescoes, decorated vaulted ceilings, and antique terracotta floors throughout. An imposing living room on the ground floor features painted walls and an antique billiard table, whilst a second sitting room and formal dining area accommodate the full party; the fully equipped kitchen includes a breakfast bar and direct garden access, and an internal sandstone staircase leads to the frescoed reception rooms of the first floor, where princes and presidents—including Italy's seventh president, Sandro Pertini—once gathered for gala suppers. Air conditioning ensures comfort throughout, and the property is accessible for guests with mobility requirements on the ground floor.

The villa stands within a fully enclosed park of approximately 6,000 square metres, planted with centuries-old trees, potted lemon trees, and borders of flowering oleander along the tree-lined entrance drive. A swimming pool measuring 15 by 5 metres—open from May 1 through October 15—is set within the lawns and furnished with sunbeds and umbrellas, whilst a stone-columned gazebo with marble tables provides a shaded setting for alfresco dining; a wood-fired oven and barbecue stand ready for outdoor cooking, and a private chapel, olive grove, vegetable garden, and ornamental fountain complete the grounds. Parking is provided at the entrance to the property. Daily housekeeping, pool maintenance, and weekly linen changes are included, and a private chef, cooking classes, wine tours, and guided excursions can be arranged.

 

BEDROOMS CONFIGURATION 

First Floor 
Queen bedroom with ensuite bathroom with bathtub, Turkish bath and hydromassage shower 
King bedroom with ensuite bathroom with shower and jacuzzi tub
Queen bedroom with ensuite bathroom with bathtub and hand-held shower
Queen bedroom with ensuite bathroom with shower 
King bedroom with shared bathroom with shower 
King bedroom with shared bathroom with shower
Twin bedroom with bathroom with shower 

Second Floor 
Queen bedroom with ensuite bathroom with shower 
Queen bedroom with private bathroom with shower and jacuzzi tub

 

CIN: IT051017B5WIKXTPTK - CIR: 051017AAT0126


The Details

AC Throughout

Washer & Dryer

Hair Dryers

Toiletries

Pool Table

Smart TV

Steam Room

Mosquito Nets

Fenced Swimming Pool (open from May 1 to Oct 15)

BBQ

Private Parking

Gated Property

Private Garden

Monumental Trees

Cortona - 10min drive

Lake Trasimeno - 20min drive

Montepulciano - 40min drive

Perugia - 40min drive

Arezzo - 45min drive

Pienza - 50min drive

Assisi - 55min drive

Siena - 1h drive

Nearest Restaurants & Shops - 10min drive

Nearest larger supermarket - 5min drive

Guest Welcome & Show Around On Arrival

Utilities

Housekeeping 6-day/Week

Final Cleaning

Garden & Pool Maintenance

Extra Housekeeping

Linen & Towels Change

Chef Service

Tourist Tax



Reviews


Villa Il Castagno,  Tuscany

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Why choose Essenza Escapes?

Inspected Properties

Essenza rental homes must meet rigorous standards of inspection, maintenance and management and are regularly vetted to offer you security and peace of mind. All our homes offer villa managers to welcome guests and show them around. We hand-pick only the finest private luxury rental homes, often with pools and chefs, as well as high-quality city centre apartments and boutique hotels.

Expert Experiences

We work with over 400 local experts across Italy to offer unforgettable vacations. All our suppliers are the best in their fields and are obliged to meet our high standards of service. We can provide exclusive access to national landmarks and sporting events and partner with event planners who can arrange weddings and celebrations.

Travel Planning

We are your one point of contact for Italy. Our specialist Travel Planners offer insights and advice and will spend months curating bespoke itineraries, taking into account all guests' needs. The Travel Planners handle all logistics from hired cars, drivers, to in-villa chefs, butlers and private guided tours. The award-winning Essenza App offers an interactive map and messaging functionality so you can reach us at any time. 

Bespoke Packages

Essenza offers three villa rental packages to ensure all guests' needs are met. The Essential Package includes daily housekeeping. The Classic Package also includes our Travel Planner Services. Our Premium Package includes a full time host throughout your stay as well as other benefits such as airport fast track and American breakfast daily.

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Experience Villa Il Castagno,  Tuscany

Our Experiences
Walk to the village of Cortona to enjoy its charming boutiques, cafes and restaurants
Learn to prepare a Italian pizza with a pizza-making class for the entire family
Visit a local winery and enjoy a tasting of unique labels

Why choose Essenza Escapes?

Experience Villa Il Castagno,  Tuscany

Walk to the village of Cortona to enjoy its charming boutiques, cafes and restaurants
Learn to prepare a Italian pizza with a pizza-making class for the entire family
Visit a local winery and enjoy a tasting of unique labels

Let’s start the adventure...

Let us craft the perfect Italian travel experience for you.