Celleno

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Nestled amid the forests and fields of Umbria, this stone sanctuary combines tradition and comfort to bring you the ultimate Italian escape. With its origins dating back 400 years, you’ll find plenty of rustic charm along with a private swimming pool (open seasonally), a peaceful garden and lovely terraces – perfect for sunset drinks and barbecue meals. Guests can also enjoy a range of extra services here, including cooking lessons and wine tastings. And for explorations further afield, the nearest village of Porano is just 4 kilometres away while the historic city of Orvieto is a twenty-minute drive away.

The Olive Way

Floor-to-ceiling black-framed windows and a sensitive renovation have turned this 16th-century Umbrian dovecote tower into one of the region's smartest stays. Behind the stone tower, the jagged cliffs and town of Orvieto loom, while in front, the rolling hills stretch before you. Interiors meld old with new. Flagstone floors and antique furniture sit alongside steel ceiling pipes and geometric prints. As one would expect in a tower, there are several spiralling staircases – as well as gawp-worthy views. Push open the sliding doors in the grey, country-style kitchen and step out onto the terrace. A built-in barbecue and wrought-iron table overlook the Italian countryside, while a large vegetable garden and fruit trees provide the freshest ingredients. Continue down to find 1.5 hectares of garden with Etruscan origin and the swimming pool, which was once an agricultural fountain. Forget about any form of work, now all you have to worry about is which spot to pick around the water, with the rush of the nearby brook providing background music.

On A Wing & Prayer

Positioned on the outskirts of the medieval town of Vitorchiano, this villa sits amid an olive farm and lush parkland dotted with centuries-old oak trees. Inside, it’s modern with rustic touches – sloped ceilings, exposed beams, colourful tiled bathrooms, and large windows. There isn’t a dedicated living room, but with so much space to explore outside, you won’t miss it. Spend carefree days lounging in the hammock, stretched out by the pool, or wandering the pretty trails that weave through the grounds. As for the location, the Tuscia Viterbese region is something of a hidden gem, dotted with hillside villages, rolling vineyards, volcanic lakes, and thermal springs.

The Olive Farm

Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. 

Housed in a historic building, you’ll find plenty of traditional features here including exposed dark wood beams and terracotta floor tiles sitting alongside inviting contemporary furnishings to create the perfect mix of old meets new. 

Make yourself at home on the living room’s sofa – a good book and a coffee in hand – or retreat to the small private balcony for a sundowner after a day of exploring. The dining table beckons sociable soirées when you’re not out sampling the local trattorias, while the two bedrooms – with their beamed ceilings and rooftop views – are a treat to come back to after a day of sightseeing, or enjoying one of the many tours and cooking classes on offer through your host. 

Outside of your home, you’ll find Piazza della Repubblica a one-minute walk away, Porta Sant'Agostino a seven-minute stroll and the ​​Diocesan Museum three minutes away on foot. 


Sunflower Beams

In the folds of the hills, this home is all about those Tuscan sunsets. Catch the golden hour, as the sun dips below the forest-clad hills, from the terrace where curtains frame the view and dining by candlelight is a delight. Days can be spent drifting from one terrace lounge to another, or swimming laps in the pool – the sun hits the water throughout the day. There are two farmhouse-style kitchens to choose from – one is professional-grade in the basement of the main villa and the other, a smaller affair in the separate cottage. Guests can spread out between both buildings, each with its own living room, and join together for excursions to Cortona, 10 kilometres away.  

Rosemary Breeze

For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of the renovation is an apartment that boasts classic Tuscan design with modern amenities and comfort – you can dine beneath wooden beams and stay cool thanks to the terracotta tiles. 

Outside, a pretty patio boasts a wood-fired pizza oven and alfresco seating. After a day spent in the sunshine, it’s delightful to sit in the shade of the trees and sip local wine while the aroma of pizza fills the air. 

This is a restful home on the outskirts of the village of Brenna, which is just five minutes away on foot. If you need to cool down, you might stroll five minutes to Stazione Balneare Merse where you can swim from the river beach. Of course, the apartment is also in a great location for exploring Tuscany, whether you fancy touring the vineyards or seeing the galleries and museums of the cities. It takes twenty minutes to drive to Siena, making it a perfect day trip. 


A Rustic Reverie 

With its sunny swimming pool, gorgeous views, and country charm, we think you’ll love life in this Umbrian villa. There are shady terraces to relax with a book or enjoy a leisurely lunch, cosy and characterful rooms, and a farmhouse kitchen for turning regional fare into an Italian feast. The main house has four double bedrooms, and if eight or more of you are staying, you’ll also have access to a separate converted barn and cottage where there are two extra bedrooms. As for amenities, nearby Città della Pieve has restaurants and bars for entertaining evenings, and you’ll also be in one of the best spots for sampling local wines at one of the area’s prestigious wineries.

A Painted Place

Step into an Italian dream with a stay in this restored farmhouse. Surrounded by a beautiful Mediterranean garden with views across the Cathedral of Orvieto, this is the perfect spot to slow down and embrace total relaxation. There’s a saltwater pool for blissful swims and a wood-fried oven for magical evening meals. A breakfast service is included on four mornings per week along with weekly housekeeping. Plus, your host can help organise a range of special extras – including a private chef, wellness treatments and wine tastings. You will need a car to get around here, but it’s just a short drive to Orvieto and the nearest amenities. 

Ancient Love

This former farmhouse boasts panoramic views, a private swimming pool, and plenty of character. Everyone will love milling about the garden. Stretch out on a poolside lounger after a dip, or gather under the veranda for a drink as the sun goes down. We're big fans of the traditional details inside – think chestnut ceiling beams, terracotta floors, and antique Sicilian majolica pottery. For those keen on privacy, the fifth bedroom is situated in an adjacent annexe with its own kitchenette. Location-wise, the small commune of Attigliano is a five-minute drive away, while Orvieto, Perugia, and Rome are all great day trip options.

New Perspective

This villa is a rural oasis just south of Siena in the peaceful countryside, surrounded by woodlands and hills with panoramic views of Montalcino and Monte Amiata. You're just 24km from the charming city, while the Tuscan coast and Florence are also just over an hour's drive away, making it the ideal destination for those wanting to explore the area. The villa provides plenty of outdoor living space, including an alfresco dining area, a shaded lounge space and a poolside deck with a private pool. Inside, a bright and spacious living area with traditional features awaits you, as well as a country-style kitchen and five welcoming bedrooms, benefitting from wood beams and exposed brick. 

The Olive House

The Italian town of Viterbo – sandwiched between Rome and Tuscany – has been renowned for its thermal baths since the Romans were around. With this centrally located apartment, you don't even need to step out your front door for some restorative me-time. The home's wellness area comes with a Finnish sauna and is set up for Chromotherapy. It’s a peaceful space that gives this home real wow-factor.  

Aside from the wellness room, there are plenty of other striking design choices that vie for your attention. We love the spiral staircase that leads to the mezzanine, as well as the bold lime-green and blue kitchen. The clever reinvention of the fireplace to hold an artfully arranged source of illumination adds warmth and is yet another talking point. What's perhaps most impressive is that this isn't all found within a newly built block of apartments, but is instead hidden away behind the walls of a fifteenth-century palazzo building. 

The palazzo is in a small square typical of this part of Italy, with a church and fountain. The town of Viterbo is lovely to stroll around with a gelato, and there’s lots of history to take in. The Palazzo dei Papi is just fourteen minutes away, and is the former seat of the papacy. When you’ve had your fill of history, hop in the car and drive seven minutes to the hot springs. Soak away your troubles before returning to the apartment for another evening of blissful R&R. 

Where else could you find a property that merges history, cutting-edge design and wellness like this?


Healing Waters

Tucked within seventy hectares of countryside and surrounded by countless rows of olive groves and cypress trees, this charming Tuscan estate is the picture of rural tranquillity. Split into the main house and an independent annexe, the address has retained plenty of its original features – wooden beams, an open-hearth fireplace, stone floors and antique furniture give guests a sense of history. Start your day by pushing open the French doors in the living room and looking out over the neighbouring hills before sharing breakfast in the charming kitchen. 

Stepping outside, the home’s beautiful garden is an ideal sunbathing spot, while the sparkling swimming pool is perfect for cooling off from the midday heat. Find a cosy corner amid the plants to enjoy a cocktail at sundown, then head to the pergola, where an elegant dining table promises an unforgettable alfresco experience. If you can bear to leave your manor, the pretty town of Montepulciano is a short ten-minute drive away. Walk its winding streets and try the rare Vino Noble wine the region is so famous for.

Aglio e Olio

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