Monterchi

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Hidden away in deepest Tuscany, this home is ideal for anybody eager to escape the stresses of modern life and embrace la dolce vita instead – even if only for a week or two.

The villa is a real rustic gem, with character galore in the stone walls, wooden ceiling beams and the feature wood-burning fireplace in the living room. Those fond of the latest interior design trends might not be too happy with some of the dated elements, but those not so committed to aesthetics should find no cause for complaint.

Especially when the marvellous outdoor space is taken into consideration. Across the 100 hectares of grounds, there's a long swimming pool in which to cool off during the height of summer, plus vineyards, olive groves and vegetable gardens to please the foodies in the group. The wood oven and barbecue will help you whip up lavish feasts, which can be enjoyed in the open air.

As even the most cursory of glances at the surroundings will show, the home really is isolated and quite tranquil for it. That being said, there are options for day trips only a short drive away. The town of Cortona is only 15km away and is worth a trip for the Renaissance-era architecture alone. Watersports fans might also want to head over to Lake Trasimeno, 36km away.

Rural Dreamscape

It's fair to say that Tuscany moves at its own pace and it's not the place to go for homes on the cutting-edge of contemporary design. What you will find reassuring amounts of, however, is villas with time-honoured characters such as this one.

Dating back to the 19th century, the interior is packed full of charming period features, from patches of exposed stonework and wooden ceiling beams to traditional fireplaces around which to gather after the sun's gone down for the day. You can see that renovations have been made over the years, but any changes are in keeping with the region's inimitable style.

The same can be said for the outside space, too. As such, you can pass your days here frolicking about in the swimming pool, luxuriating in the hot tub or simply admiring the views of verdant hillsides from the comfort of a lounger. When bellies start to rumble, you can fire up the stone barbecue or think about heading to the nearest restaurant 4km away.

There's a better choice when it comes to food and drink, plus lots of attractions, in the Etruscan town of Cortona, 16km from the home. Elsewhere in the locale, you probably don't need telling that there's a wealth of countryside to explore, including Lake Trasimeno only 30km away.

Enrapturing Scenery

If we asked you to imagine a rustic home in the middle of the Tuscan countryside at which you could happily while away a week or two, we'd be willing to wager that what you pictured looked something a little like this villa.

Surrounded by verdant woodland and hillsides, the home is charmingly old-fashioned inside, with a wealth of wooden beams, terracotta tiling and stone walls all lending to the rural aesthetic. Don't confuse this with dilapidation, however – the country-style kitchen, bright bedrooms and sleek bathrooms will all meet approval from the discerning holidaymaker.

Of course, it's likely that you'll be spending hours upon hours in the wonderful garden, which is filled with Mediterranean flowers and foliage. The swimming pool is sure to see plenty of visits during sunny afternoons, while the barbecue and table on the terrace are ready and waiting for open-air feasts under the setting sun.

When you want to see a little more of the local area, the town of Anghiari is only six kilometres from the home, and known for its medieval architecture and month-long classical music festival held every July. The larger city of Arezzo lies a little bit further in the opposite direction, but well within reach for a day trip.

Floral Symphony

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle. 

Step inside, and you'll be enchanted by the traditional touches, from the terracotta tiles to the original fireplace and wooden ceiling beams. Budding chefs can whip up their favourite dishes in the kitchen, using the fresh Italian herbs provided. And, the leafy garden provides the ideal spot for a sundowner – open a bottle of Pinot Grigio and relax on the patio as you make some plans for the following day. 

The hilltop Arezzo Cathedral is not to be missed – admire the painted ceilings before strolling through the medieval town, gelato in hand. The nearby Piazza Grande is one of the most beautiful in the region, and is an awe-inspiring setting for a coffee or something stronger. And, if you want to explore more of eastern Tuscany then there's plenty to see just a short drive away – from vineyards to castles, there's something for everyone. 

Pistachio Pesto

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request. Keen cooks will love the modern chef's kitchen for preparing alfresco suppers – though if you feel like dining out, the nearby village of Volpaia and the market town of Radda are both just a short drive away. You will need to hire a car to get around here, and the drive will often be hilly and uneven. 

The Olive Tint

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

With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind. Upon arrival you’ll be treated to a light dinner and wine tasting, and your host is on hand to help organise a range of extras – including spa treatments and private chefs. You will need a car to get around here, but it’s just a short drive to the nearest shops and restaurants in Radda in Chianti, while Siena and San Gimignano are also within easy driving distance. 

Dream of Light

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Step inside your apartment, and you'll discover a typically Tuscan scene, with tiled terracotta floors, exposed wooden ceilings and frescoes painted directly on the walls. Four individually decorated bedrooms, each as enchanting as the last, will serve as your soothing sanctuaries for you to unwind at the end of each day. The spacious interior includes not one but two seating areas, so you can always claim a secluded spot as your own for the afternoon if you want to get lost in the pages of a good book. Meanwhile, the kitchen and dining area are perfect for sociable meals with family and friends in true Italian style. 

Outside in the shared garden, you'll find yourself surrounded by pristine landscaped gardens with a vine-covered pergola, terraced seating and perhaps most importantly, a pool. 

Start each day by visiting Forno La Chiocciola, where you can stock up on fresh bread, including Florentine speciality flatbread, schiaccata. Then, when you're not laying out on poolside loungers and sipping wine in the sun, the stunning Renaissance city of Florence is less than half an hour away. Why not get to know the artistic, architectural and cultural history of Tuscany, spending an afternoon or three wandering its streets and taking it all in. 


The Legendary Giulia

A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home deep in the countryside between Arezzo and Cortona. Surrounded by its own lush, terraced gardens, it's a stone-built gem with flexible accommodation to suit a large group. Packed with character features, you'll be welcomed by tiled floors, ancient wooden beams and traditional shuttered windows. The main house is divided into two apartments, each boasting its own kitchen and cosy living room, and with two bedrooms on each of the two floors. Allowing for as much or as little socialising as you require, there's also a stunning dining room with a table big enough to seat up to ten guests. And it has its own kitchenette to make life easier. Elsewhere in the garden, you'll find an additional one-bed guesthouse with its own bathroom – perfect if you really value your privacy. Spend your days swimming in the private pool on a lower level of the garden and eating outside on the huge terrace, pouring local wine and admiring the incredible views. If you want to do some shopping, Arezzo is just half an hour away by car, with Cortona and the Valdichiana Outlet Village around the same.  

Wild Rosemary

This Tuscan farmhouse sits within a renowned winery, just a ten-minute drive from Arezzo. 250 metres away, guests can enjoy wine tasting and delicious Tuscan food in the winery’s garden. A cosy farmhouse living room and kitchen await inside. We love the dining room with its walls of glass doors offering unobstructed views of the rolling hills, along with a rustic-style semi-outdoor kitchen with a wood-burning oven. Outside, the villa has a beautiful garden with a private corner swimming pool overlooking the valley and city of Arezzo. Start your Tuscan dream the right way with dinner offered by the owners on arrival and a welcome basket for next day's breakfast.

The Tasteful Tree

​​Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams. Walk barefoot across the floors to savour the coolness of those tiles on hot days, or light a fire in the wood-burning stove and stare up at the beams, imagining what life would’ve been like here. Nonnas rolling out pastry for tortellini, children helping churn gelato, wine flowing, and bowls of food changing hands in a celebration of ingredients, and life. You might even wish to recreate that – a holiday well spent.

Alternatively, spend lazy afternoons sitting under the vines outside as you watch the sunset on the horizon. Head out to authentic Italian pizzerias for pizza and gnocchi, or make a gelato run before exploring the surroundings. 


Bellissima Casa

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

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