Cortona

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Nestled in the vibrant Tuscan landscape, surrounded by traditional beauty lies this home. Whether you're lounging by the private pool or going for a swim to stay active as the kids play in the garden, or you're getting some last-minute remote work done at the dining table, you'll find it easy to make the most of your holiday here. Head down to the private wine cellar and taste some excellent local wines, or sit out in the garden on the stone bench with a good book. The annexe is perfect for couples or guests who want a little more privacy, with its comfy sofa bed and private living quarters. Regroup in the garden under the pergola as you enjoy alfresco meals with panoramic countryside views.

This home places you in Cortona, in the heart of central Italy between the Tuscany and Umbria regions. Hiring a car or hopping on a train means travelling less than an hour to visit cities like Florence, Pienza, Assisi and Perugia. Countless days spent shopping, dining and immersing yourself in culture and history await you.

Fairytale in Cortona

Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. 

And from the moment of arrival, the atmospheric presence of the villa feels inspiring. Formerly a church that belonged to an old noble property, the owners have sensitively restored this building into a home that shines with character and poetic beauty. 

From the traditional features to the art and objects, every detail brings a quality of joy to daily life. And whether you’re gazing at the garden views from the kitchen, sipping coffee on the terrace or soaking in the bathtub, it’s easy to settle in and feel at home here. 

Stepping outside, you’ll discover an idyllic sanctuary – a natural haven perfectly poised for refreshing morning swims, long lunches and sunset drinks. Take a short stroll and you’ll find the village of Pergo is just fifteen–minutes away – there’s a supermarket here for any basic amenities you might need. And for explorations further afield, the picturesque hilltop town of Cortona is just a ten–minute drive away. From here you can meander through the medieval streets, stop for gelato and savour the beauty of the Valdichiana valley. 

A Sweet Symphony 

Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. 

Less than a fifteen–minute walk from the centre of Cortona, the owners have thoughtfully restored this traditional farmhouse into a welcoming space that exudes charm. And with its abundant garden and breathtaking views, this is the perfect setting for a retreat into the heart of nature. 

Stepping inside, you’ll find an uplifting space designed to enrich your stay with the simple pleasures of Italian living. From luminous mornings watching the sun rise over the valley to cosy evenings curled up by the fire, this is the kind of space that adapts to suit the needs of the moment. And for the ultimate sense of relaxation, the swimming pool is perfectly poised for refreshing swims and lazy afternoons reading under a tree. 

For explorations further afield, it’s just a short atmospheric stroll to the church of Santa Maria Nuova as well as the town centre. Days can be spent meandering the majestic streets, pausing in a local bar or restaurant and savouring the stunning views.

The Ancient Stone

Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is the perfect immersion into the local lifestyle. For true convenience, you're expertly placed to explore every part of the town.

The town centre is just three minutes away, giving you instantly access to the charming cafes, restaurants and shops. Spend leisurely afternoons moseying around the quaint streets, finding chic clothing in the aisles and delicious food in the eating spots.

If you wanted to keep things private and intimate, your host can arrange a private chef to rustle up some top-notch dishes at home. When the weather is warm, you can enjoy each sumptuous bite on the cute outdoor table in the garden. 

Even if you're not eating, the garden is a dreamy spot to spend the evening. Pick up a bottle of wine from town and share a glass or two with the beautiful view as your background.





View From The Evening

Leave the tourist trail behind and embrace authentic Tuscan village life during a stay at this charming four-bedroom cottage. The charming stone facade is comfortably the oldest in town, with a history dating back hundreds of years, we're sure this place would have some stories to tell.

Your hosts have lovingly renovated the building to create two self-contained two-bedroom apartments that can be effortlessly combined for multi-generational family stays and getaways with groups of friends – all while maintaining a degree of privacy. With exposed stone walls, terracotta floors, and beamed ceilings, this sympathetic renovation preserves the period features and original character so well that, at times, you'll feel as though you've stepped into a time machine. However, with all the mod cons you'd expect, there'll be no reading by candlelight and washing clothes by hand, unless you want to, of course.

The village has a small convenience store within walking distance of the home, plus plenty of hiking and biking paths, including the Path of Reclamation. This 62km-long trail runs along the banks of the Canale Maestro della Chiana through the Cortona countryside between Arezzo and Chiusi.

However, you'll need to jump in the car for easy access to larger grocery shops and restaurants, which are just a short drive away in Cortona. The city shot to fame as the unwitting star of the 2003 Hollywood film 'Under the Tuscan Sun', but has managed to retain its soul. With its Medici fortress, history of handmade ceramics and fascinating museums, it's well worth a visit.

For adventures further afield, equally beautifully cities, such as Arezzo and Siena are within an hour's drive, while Italy's east and west coasts are within day-trip distance, at approximately two-and-a-half hours drive each way.

Tuscan Tradition

Located just one mile from the hilltop town of Cortona, this Tuscan villa is made up of two apartments in one charming and traditional farmhouse. Both apartments have their own separate entrances, making this a great choice for large groups. Outside, the private pool is fenced and perfectly placed for stunning views, and children will love the expansive grounds. Animal lovers can bring their furry friends along, but it's important to note that a couple of dogs and even a friendly donkey live on the land, and the owner of the home lives nearby. Despite this though, you'll be granted full privacy during your stay.

Valley Vista Villa

With views across the Val di Chiana, this beautiful 18th Century villa is rich in the warmth and charm of the Tuscan countryside. 

Filled with character, there’s an atmospheric presence to this home that feels enchanting. It’s the kind of space that offers a wonderful glimpse into traditional Italian life – inviting you to savour the joy of being together in a beautiful setting. And whether you’re preparing your morning coffee in the kitchen, lounging by the pool or sitting around the table, there’s an understated luxury to this home that feels inspiring. 

Outside, follow the spectacular views to the hilltop town of Cortona – only a twenty–minute drive, or admire the stunning renaissance architecture in Montepulciano – a thirty–minute drive away. 

As the day draws to a close, you’ll love gathering in the garden of this home. It’s the perfect setting to light up the barbecue and watch the sunset across the valley. 

A Gift of Laurel

Built as a farm at the end of the 19th century, this rural home has oodles of charm and Tuscan character. We're swooning over the original terracotta-vaulted ceilings, the exposed cork beams and the huge fireplace, which is the perfect spot to snuggle up with a cup of tea on wintery nights. Every room captures the essence of old-world Tuscany – warm, cosy and pastoral – but there are modern conveniences too, like rainfall showers and a ping-pong table in the garden.

Surrounded by a sea of olive trees and with vistas of the mountains, the garden is utterly enchanting. Start the morning off with an espresso on the outdoor sofa, cool off on sunny afternoons with a swim in the pool, then fire up the stone barbecue and dine under the wisteria-covered pergola on summer evenings. 

If you fancy exploring, there are plenty of places to discover. Just down the road is artsy Cortona, an Etruscan town with views across the Chiana Valley. Want to stretch your legs? Lace up your walking shoes and go for a hike through the hilly countryside – there are many scenic outlooks and trails within easy reach. Or really pick up the pace with a visit to Arezzo or Perugia, both about forty-five minutes by car and excellent spots for day trips. 

The Softest Crimson

This quintessentially Italian home is nestled in the countryside just 5 kilometres from the beautiful town of Cortona. Days here can be spent hiking, cycling and exploring the historic hilltop towns of Tuscany. There’s also a private pool, a bocce court and a terrace with a barbecue – perfect for magical sunset meals. Inside, the rooms are traditional and full of character with plenty of space across the two floors to spread out. One of the rooms has bunk beds – making this a great option for families travelling with children. 

The Lucia

Found on the second floor of a noble palazzo, this apartment overlooks Cortona and the rolling Italian landscape beyond. Though it is a little more rustic, which might not be everyone's cup of tea, we think it charming. The balcony is its best feature, and we recommend sunset drinks to fully appreciate the views. As for your location, you're pretty central. This means a quick walk can get you to everything from restaurants to museums. Perfect for immersing yourself in this picturesque village. 

The Bello

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven. You’ll find the main house consists of two independent apartments, while the garden cottage has an additional two bedrooms – providing plenty of space for groups to spread out and enjoy quality time together. Some of the furnishings are a little dated, but there’s plenty of charm and character. It’s also just a short drive from the picturesque hilltop town of Cortona (2.5 kilometres away), while the nearest amenities are also just a short drive away.

The Valley of Angels 

With a private swimming pool, sun-drenched terraces and a private spa that includes a sauna, Turkish bath and massage table, it’s impossible not to relax here. Set just five kilometres from the centre of historic Cortona, this charming villa is an ideal retreat for a family or group of friends. With daily breakfast included, you can start the day in a leisurely fashion on the terrace, just the spot for sunny alfresco dining. And if having breakfast prepared has given you the taste for taking it easy, you’ll find a selection of eateries nearby for authentic Tuscan food. 

Tuscany Soul

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