Arezzo

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Satellite / Cable TV

Ping Pong Table

Sound System

Entertainment

Bathtub

Hair Dryer

Bathroom

Coffee Maker

Cooking Essentials

Dishwasher

Freezer

Fridge

Kettle

Kitchen

Kitchen Utensils

Microwave

Oven

Pod Coffee Machine

Stove

Kitchen & Dining

Cot / Crib

Drying Rack

Hangers

Iron

Ironing Board

Washing Machine

Bedroom & Laundry

Outdoor Pool

Private Pool

Swimming Pool

Wellness & Fitness

Laptop Friendly Workspace

Wi-fi

Internet & Office

Air Conditioning

Central Heating

Heating & Cooling

Free Parking On Premises

Private Parking

Parking Available

Private Entrance

Parking & Access

Balcony

Barbeque

Garden

Outdoor Seating

Outdoor

Mosquito Net

Nice to haves

Pets Allowed

Pets

This is not your typical Italian villa. Sure, on the outside it looks familiar with its rustic stone walls and quaint shutters. But on the inside, it’s a treasure trove of antiques and expertly styled rooms. From the off, the huge living area is a grand affair with its high ceilings, exposed stairways, reclaimed wood and Chesterfield sofas. Upstairs, the bedrooms are fit for Italian nobility with period–style furniture and opulent beds. And it would be remiss not to mention the games room with its pinball machine, table football, vintage fruit machines and stunning polished brass cash tills (try saying that one after a few negronis). When you’re finished perusing your home’s articles of virtu, whip up a torta di pere using pears plucked fresh from the home’s orchards. Find a quiet spot beside the pool or socialise under the gazebo. At dinner time, get the barbecue going and dine together on the patio, finishing the occasion with a digestif and your knockout dessert. 

Dreams of Yesterday

Smart TV

Toiletries

Espresso Machine

Toaster

High Chair

Hot Tub

Sauna

Free Parking

Self Check-in / Check-out

Sun Loungers / Beach Chairs

Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers. Little ones will also adore the green back garden where they can let their imaginations and legs run free. Though it feels hard to beat the panoramic landscape, it does try. Starting with the indoors hot tub and sauna, where a large bi-fold door connects you to the outdoors. We also like the mix of modern and rustic elements here. As for location, you're a short drive from Arezzo. 

The Whispering Hills

Games Room

Rain Shower

Blender

Extra Pillows and Blankets

Cleaning Products

Desk / Workplace

Fireplace

Herb Garden

Outdoor Fireplace / Firepit

Hammock

Outdoor Shower

Resort Access

First Aid Kit

Other

This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings. 

This home looks stunning from every angle, both inside and out. From the moment you step inside, you’ll feel its history – with its stone walls, high-beamed ceilings, open hearths, Renaissance artworks and a mosaic of windows. There’s plenty of space for you and your guests – with spacious, stone-arched ceilings and a flowing, open-plan layout – and it's equally adept for socialising and private moments.

Here, the details do not just complement the surrounding landscape – they are built around them. Spend mornings plunging into the pool or working up a sweat on the volleyball court before blending a smoothie to enjoy under the shade of the olive trees. The glasshouse is a real focal point of this home, with its rust-coloured frame and photovoltaic ceiling – you couldn’t find a more idyllic spot for performing your vinyasa flows as the early sun rises. Afternoons can be enjoyed in the biodynamic orchard, where you can choose a selection of produce for tonight’s dinner, whether you’re in the mood to put on your apron or have your host organise your meals. As dusk arrives, why not indulge in some personal time in the sauna?

If you’re seeking exploration, the drive to Arezzo’s city centre lies only thirteen minutes away. Discover the 15th-century fresco of Mary Magdalene in the Arezzo Cathedral, then head to the Medicean Fortress for sweeping views over the city.

Arezzo Stone

DVD Player

Library of Books

DVD Library

Cafetiere

Dryer

Heated Pool

Patio / Terrace

Child Friendly

Tucked away on the Tuscan hillside, this home is an idyllic retreat for larger groups seeking a slice of dolce vita. Tiled floors, exposed beams and warm tones stay true to the house’s origins and also provide a cool respite from sweltering summer temperatures outside. Upon arriving, drop your bags and dive straight into the impossibly large pool, or if swimming isn’t your thing, retreat to the library and curl up with a good book. Dinners are a breeze thanks to the wood-fired pizza oven – you can even pick your own toppings from the vegetable garden – what could be better than that? If can bear to leave your remote Tuscan idyll, you're within striking distance of Florence, just over an hour away, which is the birthplace of the Renaissance movement and one of the world's greatest art cities.

Vita Toscana

Private Washing Machine

Desk

Workplace

Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super modern. Sit by the fireplace in the main building or admire the art adorning the walls, or out by the private pool and catch some sun on the poolside loungers under the trees. While one annexe houses primarily bedrooms, the second can be enjoyed as an impressive modern gazebo with a fully-equipped kitchen and dining area, and large windows that can be lowered at the touch of a button. Read under the trees and enjoy picnics on the vast grounds, and dine alfresco in the furnished gazebo.

Although you'll enjoy tranquillity and serenity during your stay, there's only a ten-minute drive between you and the city of Arezzo. History buffs can visit the Roman amphitheatre and Medici Fortress, or dine like a local at the range of fantastic restaurants. Indulge in some retail therapy or breathe in the fresh air on the hiking trails of Misciano, before heading home to draw yourself a hot bath or enjoy late-night drinks on one of the multiple terraces.

Timeless Harmony

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one. 

Arrive to be awed by the impressive façade and the surrounding gardens, with ancient trees and lovingly tended to plots of organic fruit and vegetables. You’ll feel light years away from the hustle and bustle of modernity, and the serene holiday mode will descend upon you the moment you step your foot on this land. 

Come inside to be welcomed by the cosy interior, with the original wooden beams on the ceiling, stone walls and terracotta floors. We love just how much space there is here to lounge about and enjoy the tranquillity – for those lovely evenings of fine wine and conversation opt for the snuggly sofas and the warmth of the fireplace. You can also spend ages wandering around and admiring the unique art pieces which hang on the walls or gazing out of the windows at the fantastic views. 

With the huge country kitchen and all the organic produce available in the garden, you’ll no doubt feel inspired to create delicious feasts – share them with your loved ones at the grand dining table. In the heat of the afternoon, why not head outside to take a dip in the pool or simply relax with your holiday reads at one of the comfy sun loungers dotted around. 

Awake feeling well-rested and refreshed, courtesy of the grand and luxurious bedrooms, and enjoy a cup of freshly brewed Italian coffee out in the garden. The day is just starting and you can fill with all the fantastic activities available here: why not try yoga with your host Daniela or head out to explore the vast grounds and the picturesque countryside around you. 

When you’re ready to see more of the region, you’ll find yourself just ten minutes away from the historic city of Arezzo, with its rich tradition of art and craftsmanship. Marvel at the masterpieces of Giotto and Della Francesca or visit the medieval churches and ancient palazzos.  


The Healer of Tubbiano 

Surrounded by over a hectare of parkland, this beautiful home will, if nothing else, reestablish your connection to nature – starting on the drive up to the front door, where the path is lined with Cyprus trees.

We encourage long morning walks around the grounds, lazy afternoons picnicking at the edge of the vineyards, and sunset swims where you can get out onto terracotta that’s still warm after being sun-baked all day. 

Enjoy meals al fresco at the striking table on the balcony and drinks in the portico. With outdoor seating for almost every occasion – including coffee and quiet contemplation under the vine-covered pergola – entire days can be spent in Tuscan temperatures, but don’t be surprised if the 16th-century charm of the home calls you in.

With beams exposed and tiles kept traditional, you’ll find yourself at home between the rustic walls. Immerse yourself in the history and slower pace of living as you wander around looking for the ideal reading spot. 

Arezzo and the Medici Fortress, Arezzo Cathedral and Roman amphitheatre lie only a short drive away, whilst Florence, Siena, and Cortona are worth visiting, too, if you’re up for a longer trip.

The Vineyard House

Board Games

Baby Bath

Ceiling Fans

Free Parking On Street

Single-Level Home

Umbrellas

Fire Extinguisher

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

Children's Dinnerware

Carbon Monoxide Detector

Situated on a hilltop above the city of Arezzo, this villa boasts a private saltwater pool and a large garden with hammocks, outdoor seating, and a wood-burning pizza oven. The decor is quite traditional and won't be for everyone, but there's lots of space for kids to play outside and indoors on the foosball table, and your host can provide a cot and high chair if you're travelling with little ones. The location means you'll have plenty of peace and quiet along with some truly gorgeous views, but you'll want a car for visiting Arezzo and exploring Tuscany.

Pastel Caramel

Netflix

Streaming Services

Private Dryer

Electricity Adaptors

Paid Parking

Welcome Hamper

Scoop up your nearest and dearest or escape for a solo adventure to this oh-so-Italian penthouse set right in the beating heart of the historical town of Arezzo in Tuscany. 

Set in a glorious townhouse dating back to the XV century, this place delivers all the Tuscan charm you're chasing. Inside, there's a 'more is more' opulence to the space, with jungle murals and statement furniture bringing the wow factor. While those decorative floor tiles, stone archways, and white-washed vaulted ceilings remind you this home is firmly planted in Tuscany.

But it's the suntrap balcony leading off from the bedroom that's getting us hot under the collar here – the views over the emblematic terracotta rooftops are magnificent. But if the weather doesn't buck up, the dining table area is an atmospheric spot for lazy breakfasts (the nearby bakery can help with that).

When it's time to soak up the local culture, lose yourself to its ancient, winding streets packed with museums, farm-to-table restaurants serving Tuscan fare, and cosy wine bars for an evening tipple. And be sure to make a beeline for Arezzo's central square – it's just as beautiful as it appears in Roberto Benigni's classic film La vita è bella (Life is Beautiful).

A Benigni Classic

Black-Out Blinds

Security Cameras

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. 

Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature. And from the moment you arrive, you’ll want to savour the rustic simplicity and charm of this home – it’s the perfect place to connect with the timeless beauty of Italy. 

Families and friends will love gathering here – the communal spaces feel warm and intimate, inviting you to slow down and enjoy quality time together. And whether you’re drinking your morning coffee in the garden, swimming in the pool or cooking in the cosy kitchen, this is the kind of home that enriches daily living. 

Outside, follow the garden path out into the surrounding countryside for an inspiring stroll, or make the short drive into the majestic city of Arezzo – just ten–minutes away. Whether you’re admiring 15th century frescoes and abbeys, or olive trees and vineyards, this home is the perfect setting to celebrate the authentic taste of Tuscany. 

The Terracotta Sun

You’ll find this arresting home in the hills above Arezzo, boasting views of the Tuscan valley beneath it, as well as beautiful gardens. Set over several buildings, this large home includes a main farmhouse, two apartments, and an annexe. It’s ideal for large families or groups who want to spend a holiday together but still like a little privacy. The home has been designed to showcase the historic virtues of these ancient buildings – we were first taken by the classic stone walls and their attractive sage green shutters. Inside is a symphony of elegance. Neutral tones and natural textiles offset the original stone walls perfectly, while distressed wooden beams give the home a much softer, cosier atmosphere than you might first expect from its size. The main kitchen looks as though it was designed with professional chefs in mind, while in the two separate apartments, you’ll find smaller kitchens that pay homage to their humble farmhouse beginnings while still looking effortlessly chic – think Aga-style ovens, glass fronted cabinets, and vintage dining tables. The bedrooms ooze relaxation, with modern furniture, gauzy textiles, and clever lighting making for a boutique hotel experience. And that’s before we even get to this home’s outdoor areas. Covering several hectares, the gardens back onto a wood where guests can roam and play, while back in the garden you’ll not only find a children’s playground, ping pong table, and hot tub, but a Roman-style pool surrounded by sun loungers, a glorious view of the countryside below, and even a diving board. 


Forza Arezzo

Sun Umbrellas

The Italian holiday of your dreams awaits at this elegant villa, based in the rolling green hills of Valdichiana Aretina, providing peace and perspective in abundance. Nestled with rich greenery, it feels like you’re tucked away in nature while still being just a short drive from the city of Arezzo, where you can roam idyllic streets and find unique bars and quaint cafes to visit.

This home has been styled with old-school opulence in mind, with ornate wooden furniture, exquisite soft furnishings and characterful decor, all making a stay here feel like a real treat. We love the stately reading room where you can grab a book from the library and enjoy some quiet time, as well as the lounge where you can sip your morning coffee while you discuss your daily itinerary with one another.

The outdoor areas here will blow you away. The private pool makes for some lovely moments of pure relaxation – especially when the sun starts to set – while the covered dining area provides the perfect spot for popping a bottle and toasting to your getaway.

Italian Iced Tea

Pool / Snooker Table

Tennis Court

Fenced Property

Days spent soaking up the sunshine poolside; long afternoons of good food and conversation gathered around a shady garden table; free-flowing red wine as the stars light up the night sky. This is the stuff of dreamy Tuscan holidays, and one that could be a reality in this gorgeous country villa. Once you’ve cruised down the sweeping private driveway, you’ll find yourself fully immersed in that dream. This handsome shuttered villa, the rambling gardens and grounds and the clear blue skies overhead all conspire to create the perfect setting for a laidback summer holiday that will become part of your family's story. Inside you’ll find sumptuous living spaces adorned with classic Italian furniture, grand artworks and polished marble floors. On cooler evenings your whole group can gather around the monumental fireplace in the lounge and get cosy. While on sunny days the gardens, grounds and swimming pool will be more than enough to keep everyone blissfully absorbed in their own Tuscan dream. 

Tuscan Dream

Overlooking vineyards, rolling hills and woodland, this private estate sits like a gateway to the natural beauty of Tuscany. There are two villas here, one of which dates back to 1700 while the other is a traditional Tuscan farmhouse – together they set the tone for a restorative retreat or intimate celebration. You’ll also find two private pools, a barbecue and multiple terraces to relax and savour the unique charm of this location. From here, it's just a 250-metre stroll to a winery and restaurant – perfect for sampling local produce. And for explorations further afield, it's just a ten-minute drive to the hilltop city of Arezzo.

Sweet Vita

Just outside the tranquil hilltop town of Arezzo, you'll find this meticulously renovated and effortlessly stylish villa. Despite its evident design credentials, it manages to feel both chic and homely thanks to glamourous furnishings that sit beneath rustic touches such as exposed beam ceilings and open fireplaces.

The home is arranged over two floors, each with a separate kitchen and living area, ideal for two families or a group of friends. Both are of an identical standard, and what the first-floor flat lacks in direct access to the outdoor dining area, it more than makes up for with awe-inspiring views over the Tuscan landscape.

On days where you fancy doing a little more than laying out by the pool, the nearby Antico Podere di Pomaio winery offers organic wine tasting. Slightly further afield, the picturesque cities of Siena and Florence (both a little over an hour's drive away) mean there's a whole host of culture to get out and experience.

Tuscan Terroir

You’ll find this lavish Tuscan villa at the end of a tree-lined drive, where cypresses stand sentinel against the rolling landscape. A swimming pool set in the perfectly manicured lawn provides a cooling reprise from the Tuscan sun, and there are plenty of loungers to while away the days. Dining outdoors can be taken on the gravel patio, beneath huge parasols, or perhaps amidst the rusticana of the loggia with its built-in wood oven. The terrace, overlooking the fields below, is the perfect spot for a sundowner.

Terracotta and flagstone floors inside retain that old Tuscan feel, alongside frescoed walls and ceilings. Living areas with plush sofas are connected by brick archways and rooms illuminated by candelabra and Moroccan lamps. Marble statues, shelves teeming with books and rich oil paintings all add that luxurious feel. The main kitchen, in chrome and steel, looks like it belongs to a fine-dining restaurant and each of the three apartments on each of the villa’s floors has its own kitchenette. Bedrooms are fit for a fairytale with swathes of silk for headboards and exposed stone walls. 

When it comes to exploring the area, you can reach the medieval city of Arezzo in just twenty minutes by car or stick around to enjoy farm-to-table restaurants and local pizzerias in the walkable Castiglion Fibocchi.

Cypress & Stone

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

Wine Cellar

With beautiful views across the valley, this 19th-century farmhouse is the perfect setting for a blissful Tuscan getaway. Enjoy total peace and privacy while relaxing in the garden and swimming in the pool. There’s an outdoor kitchen, a barbecue and a covered patio for magical evening meals. Your host provides a welcome basket with local organic breakfast items and housekeeping is included in your stay. Plus, there are a range of extra services available – including a private chef and organised day trips and tours. You will need a car to get around here, but it’s just a short drive to the city of Arezzo. 

The Moonlight Hills

Bicycles

Surrounded by scenery straight out of an oil painting, it comes as no surprise that the variety of landscape in the Valdarno area is believed to have been portrayed by the great da Vinci himself. The so-called balze that characterise the region and numerous artworks, rural structures, and Romanesque churches provide the perfect backdrop to this stunning, Tuscan palace. By no means out of place amongst such grandeur and history, an aristocratic elegance floods this home. From its turreted bedrooms, wooden beam ceilings, and formal dining room, to its private drive and panoramic veranda that looks out onto twenty-hectares of land and bordering vineyards. Large groups and families will have no struggle for space here, with a main house and two annexes to spread out over. A games veranda also sports its own gym area with treadmill and stepper, whilst multiple porches and shaded lounge areas offer endless spots for relaxation and retreat. A short distance from the home lies a number of trails to explore, either by foot or mountain bike, which your host supplies. Dotted with sites of Roman and Etruscan heritage and a wealth of flora and fauna, there is beauty to behold as far as the eye can see. 

Villa da Vinci

Piano

Balcony / Patio

Retaining its original exposed stone structure and terracotta thatched roof, this villa stands tall just outside the small village of Alberoro. Spend mornings relaxing on the lush lawns by the private pool, where sprigs of lavender lend an air of tranquillity. Fire up the gas barbecue for an alfresco lunch in the courtyard, with striking views over the rural landscapes of the Aretine Val di Chiana and its surrounding villages. Large white umbrellas cover the many outdoor seating areas here, to shade you from the Mediterranean sun as you enjoy the views. Inside, this rustic home has luxurious touches throughout, including beautiful bathrooms with painted walls, blue velvet sofas, a 12-seater wrought iron dining table and a piano. As well as two separate living rooms, there's a light-filled library with comfy sofas, and a games room with foosball and a poker table. If you can tear yourself away, you’ll be just a short drive away from the quaint medieval town of Arezzo. 

Lavender Lawns

Foosball / Table Football

When staying in Tuscany, who doesn’t want a 16th-century villa, with life-size frescoes and acres of grounds to explore? This place sits between the medieval borgo of Monte San Savino (a ten-minute drive) and the alluring city of Arezzo (a fifteen-minute drive). 

This villa’s swimming pool really grabbed us – a long, turquoise triangle, covered at one end to keep you shaded during the heat of the day. Loungers sit beneath parasols and the huge, outdoor dining table is shaded by an L-shaped pergola, dappled with jasmine. There are sprawling lawns for the kids to run free, and a tennis court and ping pong table too.

Inside, each apartment has its own living area, from the grand lounge set around an ancient stone fireplace to the book-lined family snug and TV room. The kitchen is sleek and modern in slate grey and white but sits beneath the old wooden ceiling of this 16th-century villa for a touch of the past.  

Between The Olive Groves

Breakfast Included

Immersed in the green hills and vineyards surrounding Arezzo, this villa is a beautiful base for exploring Tuscany and Umbria. This is an eco-sustainable home that embraces green living – which is fitting considering the verdant surroundings. The lush garden is an idyllic spot for morning strolls, and the private pool is oh-so-tempting when the sun is shining. We love the dining area in the loggia, which overlooks the valley and boasts views of Arezzo too. The city is just 7 kilometres away, ideal for meals out and shopping trips. 

Green Hills Haven

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

Only 2 kilometres from Civitella in Val di Chiana's impressive fortresses, this villa wins us over with spectacular views of the Tuscan landscape. Here you'll find a quintessential country home that boasts wood beams, arches, and fireplaces, the ideal space for pet-friendly hangouts at any time of year. Staying in the summer? There's a seasonal pool, alfresco dining areas, table tennis, and a flowery garden for you to soak up the sun. Beyond the unpaved driveway, Arezzo is the perfect road trip 18 kilometres away.

The Hilltop Castle

Nothing says ‘la dolce vita’ quite like this authentic Italian villa, which you’ll find tucked away on the outskirts of Castiglion Fiorentino. Nestled deep in the heart of the Tuscan countryside, this rustic home dates back to the 17th century, so it’s no wonder that stepping inside feels like travelling back in time. Don’t worry though – there are plenty of modern amenities on-site to make your stay as comfortable as possible, so whether you need to join a last-minute Zoom meeting or want to spend the evening curled up in front of the TV, this Italian abode has got you covered.  

However you plan to spend your day, we’d recommend starting your morning with a leisurely coffee in the wooded garden, where you’ll be able to feast on views of the verdant Tuscan hills. When you’re finished, grab your swimming costume and take a dip in the shimmering infinity pool, or get dressed and wander down to the grocery store – just a ten-minute walk away – to pick up some fresh ingredients for lunch. If you fancy doing some sightseeing, it’s an eight-minute drive – or forty-five-minute walk – to Castiglion Fiorentino, the perfect place to learn more about the region’s rich history. When you’ve had your fill of ancient attractions – think the Cassero fortress and Pinacoteca Comunale – grab a bite to eat in one of the city’s pizzerias or head home and let yourself drift off in front of the villa’s gorgeous stone fireplace. Bliss.

Casa Castagna

Playground

Bathrobes

Changing Table

Buzzer / Wireless Intercom

Outdoor Audio

Safe

Stair Gates

Smoke Detector

Tucked away in vineyards and verdant pastures as far as the eye can see, this home promises tranquillity with breathtaking views to boot. You'll find it tucked away in Terranuova Bracciolini, surrounded by natural beauty and just a thirty-minute drive from Arezzo. Here, you're in a convenient spot for exploring Tuscany, with Siena and Florence both just shy of an hour's drive away.

We're completely infatuated with this home's rustic charm. It's set across two pastel-hued and ivy-clad villas, making it the perfect base for families and large groups. We especially love the majestic glass-walled recreation space, dressed to the nines for entertaining, with a banquet-style dining table, cosy lounge, ping pong and billiards table. 

Inside, it's a quaint canvas of terracotta tiled floors, shuttered windows and timber beamed ceilings, while contemporary comforts promise a want-for-nothing stay. After a restful slumber in the cosy sleeping quarters, spend mornings in the fully-equipped country kitchen, brewing espressos or tucking into breakfast on the veranda. 

Fringed by lush, landscaped grounds, including a home-grown vegetable garden that you're encouraged to forage, this home beckons you to relax in the splendour of your surroundings. Here, a saltwater infinity pool takes centre stage, a glistening oasis amidst the perfectly clipped emerald lawn. Spend your days poolside, soaking up the sun or relaxing beneath the shade of the rose garden nearby. 

Tuscan Rose

This refurbished 17th-century villa sits like a jewel in the middle of emerald green lawns. It has a sense of traditional charm, with most of its original stone structure intact and carefully curated vintage furniture including a four-poster bed and antique armchairs. Modern upgrades like the sleek bathrooms, a cosy TV lounge and a fully-equipped kitchen provide all the home comforts you need. Spend lazy days here lounging by the private pool, or active afternoons walking through the nearby olive groves that are bordered by bushes of red roses and herbs. In the evening, sit back and enjoy a glass of wine on the terrace where pretty wicker seating makes for the perfect spot to watch the sunset over Tuscany’s iconic rolling green hills. 

Roses & Herbs

Relaxation is the order of the day at this 19th-century farmhouse in Tuscany's Ranchetto region. Located within its own natural park, lined by tall oak and chestnut trees, it's perfect for those after unwavering peace and privacy. 

Upon arrival, the home's stone exterior, wooden shutters and juniper roofing hark back to the place's history, and we can't help but swoon over the warm and inviting living space inside. Beamed ceilings and terracotta floors add plenty of visual interest, while the very earthy and natural colour palette will soon have you feeling right at home. Cook up a storm in the country-style kitchen, then spill out into the beautiful communal outdoor areas. 

With a completely-fenced garden of about 3000 sq/m, full of green foliage and potted flowers, you'll have no choice but to slow right down, adopt the pace of nature and unwind. Whether you're tucking into a lazy alfresco lunch on the terrace, cooling off with a few up and downs in your glistening pool or enjoying an apéritif under the pergola, you're sure to feel completely at ease. 

If you can muster up the energy to leave this beautiful home, there's so much exploring to do nearby. Start with a visit to the traditional neighbouring town of Castiglion Fiorentino, where age-old buildings, museums and artwork make for a great historical trip, just a twenty-eight-minute drive away. You'll also find the popular hilltop town of Cortona and the attractive city of Arezzo in less than thirty minutes by car. 

Old Tuscan Farmhouse

This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery here, especially since you’ll have a large garden at your disposal. The swimming pool is an added perk – with no other buildings in the vicinity, you’ll have total privacy. The inside is all about the stone walls and traditional features, with plenty of room for a large family or a group of friends to make themselves at home. Note that a car is necessary in order to reach the nearest shop and explore the area. 

Tuscan Villa

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

Beach / Pool Towels

Courtyard

Garden Games

Dating back to the 17th century, there is an undeniable air of rustic charm to this villa near Arezzo (a thirty-five-minute drive away). As the sun sets over the surrounding hills, the stone facade practically glows against the landscape. You’ve got 80 acres of ground to explore, dotted with cypress trees, olive groves and peaceful woodland. Exploring every nook and cranny, you’ll stumble upon hammocks strung up between trees, outdoor lounges looking out over the rolling hills, a dining area beneath a wrought-iron gazebo and, of course, the turquoise pool in the terraced garden. Our favourite spot is the courtyard garden, bursting with potted flowers in a riot of colour.

Inside, it’s exactly what you expect from a historic home in the Italian hills. Ceilings are wooden with gnarled old beams, thick stone walls are pristine white and the time-worn terracotta floors look as though it has seen centuries of footsteps. Although it’s been completely renovated, there are still signs of the times gone by – the huge old hearth in the dining room, gilded mirrors and exposed stone walls. Antiques and book-filled cabinets add to that feeling of an old-world country retreat.

If you want to head out for a meal, the nearest restaurant is a ten-minute drive away, and the pretty medieval town of Monterchi is a further five minutes where you’ll find a selection of places to eat and shop for groceries. 

A Comet at Twilight

Amazon Prime

Laundry Supplies

This apartment offers a taste of non-touristic Tuscan life that can be hard to find elsewhere. Boasting a blend of tradition and modernity, the log-burning fireplace and hot tub in the living room are highlights. It's a little on the smaller side, with few windows and stone walls, so it may not be for everyone. But there's enough space to enjoy a cappuccino outside under the sun, and Pergine Valdarno is ideal for a quiet romantic getaway. For some good sightseeing, it's not a long drive up to Arezzo, Siena and Firenze.

Claudio Papetti

Exercise Equipment

This luxurious villa is the perfect setting for a relaxing holiday in Tuscany. The home is set in a large park filled with plants and flowers, with a beautiful infinity pool at its centre. There’s a vegetable garden that you can choose produce from for your meals, perhaps prepared on the barbecue or in the wood-burning oven. When you want to take your vacation relaxation to the next level, head to the wellness centre to soak in the Jacuzzi and unwind in the sauna. This home in the heart of the Val di Chiana is a stunning choice for large groups. 

Golden Dahlia

Lift Access

Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arrival, you’ll want to pause to admire the unique charm of this setting. 

Surrounded by trees, the abundant garden fills the house with a wonderful sense of peace and tranquillity – inviting you to put down your bags and make your way inside. 

From the elegant styling, rustic stone and traditional features to the air-conditioned bedrooms (each with its own bathroom), the owners have honoured the building’s heritage whilst integrating contemporary comforts – including a lift to travel between floors. And with an abundance of living space, both inside and out, this is the perfect location to celebrate the simple pleasures of Italian living. So whether you’re enjoying a quiet morning coffee on the terrace, swimming in the pool, relaxing in the shade or sharing Italian-inspired feasts as the stars fill the sky, every moment promises to be enriched by the natural beauty of the surroundings. 

Beyond this private sanctuary, it’s just a short scenic drive to the hilltop town of Cortona, while the region is brimming with opportunities for long hikes, sightseeing, wine tasting and simply admiring the views across the Chiana Valley.

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