Arezzo

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Board Games

Library of Books

Entertainment

Hair Dryer

Baby Bath

Toiletries

Bathroom

Dishwasher

Freezer

Oven

Stove

Toaster

Fridge

Kitchen Utensils

Kitchen

High Chair

Coffee Maker

Cooking Essentials

Kettle

Blender

Kitchen & Dining

Washing Machine

Iron

Cot / Crib

Ironing Board

Hangers

Extra Pillows and Blankets

Cleaning Products

Drying Rack

Bedroom & Laundry

Wi-fi

Desk / Workplace

Laptop Friendly Workspace

Internet & Office

Fireplace

Air Conditioning

Central Heating

Ceiling Fans

Heating & Cooling

Free Parking On Street

Single-Level Home

Free Parking On Premises

Parking & Access

Herb Garden

Garden

Patio / Terrace

Outdoor Seating

Outdoor

Umbrellas

Nice to haves

Pets Allowed

Pets

First Aid Kit

Fire Extinguisher

Other

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

Satellite / Cable TV

Ping Pong Table

Sound System

Bathtub

Microwave

Pod Coffee Machine

Outdoor Pool

Private Pool

Swimming Pool

Wellness & Fitness

Private Parking

Parking Available

Private Entrance

Balcony

Barbeque

Mosquito Net

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

DVD Player

DVD Library

Cafetiere

Dryer

Heated Pool

Self Check-in / Check-out

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

Smart TV

Espresso Machine

Hot Tub

Sauna

Free Parking

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

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

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 

Games Room

Rain Shower

Outdoor Fireplace / Firepit

Hammock

Outdoor Shower

Resort Access

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

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

Paid Parking On Street

Paid Parking On Premises

Lift Access

Carbon Monoxide Detector

Smoke Detector

This apartment is situated at the beginning of Corso Italia (Arezzo's main street), so you’ll be surrounded by shops, cafes and restaurants. Piazza Grande, in the heart of the city’s historical centre, is also just a short stroll away. Other places of interest within walking distance include the Basilica di San Francesco, the Fortezza Medicea and the National Museum of Medieval and Modern Art. Back at this modern apartment, there’s a small balcony with views over Arezzo's rooftops. And there’s an open-plan living space (which also sleeps guests five and six on a sofa bed). This place has everything you need for a comfy stay in this Tuscan gem.

Arezzo's Rooftops

Black-Out Blinds

Balcony / Patio

Welcome Hamper

Modern and comfortable, this apartment is a practical base for exploring Arezzo. It’s just a five-minute walk from Piazza Grande, and four minutes from the train station. There are shops, restaurants, and supermarkets within easy reach. With its smart technologies and contemporary style, this apartment is ideal for families and groups of friends. At full occupancy, two guests will sleep on a sofa bed in the living and dining space, which features an extendable dining table and large windows. 

Arezzo Airs

Children's Dinnerware

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

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

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

Beach / Pool Towels

With sweeping views across the valley and city of Arezzo, this home makes for a relaxing retreat. There’s plenty of room for all guests to enjoy their own space here, although some rooms do lack a little natural light. Still, with the vistas, Mediterranean climate, and lingering scent from the almond tree, outdoors is the place to be. Enjoy relaxing with loved ones in the private pool or atop a sun lounger on the terrace, or maybe indulge in some extra in-villa activities like wine tasting or a cooking class, to truly experience authentic Italy. 

Artisan

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

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

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

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

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

Wine Cellar

Fenced Property

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

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

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

Pool / Snooker Table

Tennis Court

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

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

Piano

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

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

Luxury Toiletries

Laundry Supplies

Temperature Control

Wheelchair Access

Fenced Garden

Safe

This centuries-old home is beguiling with its mellow stone walls and hidden water well. There’s an internal lift too, making this home ideal for those with limited mobility. We love the grapevine-draped patio, as well as the private pool and garden full of plants and fruit and olive trees. Talking of olives – there’s an annual Olive Oil Festival around November to enjoy, but any time of year you can explore this pretty village surrounded by vineyards. Pergine Valdarno has a grocery, bakery, butchers shop, and restaurant, while further afield discover the castles and churches this romantic area is famed for.

Fresh Ink

Juicer

Tucked away in the town of Santa Maria alla Rassinata, amid the hills of Arezzo, this delightful holiday home promises beautiful views. The house dates back to the mid-16th century and has been expertly restored, showcasing retro charm. Outside, you’ll have a swimming pool surrounded by panoramic views, and a terrace with a pool house and a minibar. The well-maintained gardens feature antique roses, hydrangeas, and aromatic plants. The setting is ideal for long walks and bike rides, and you’ll be just an eighteen-minute drive from Palazzo del Pero. 

The Scent of Hydrangeas

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

Playground

Bathrobes

Changing Table

Buzzer / Wireless Intercom

Outdoor Audio

Stair Gates

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 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

Nestled quietly in the countryside, this beautiful home will enchant you from the moment you first set eyes on it. With views over the Val di Chiana and Cortona, this home has it all – stunning stonework, exposed beams, comfortable furnishings and rich gardens. Spend your days swimming in the panoramic infinity pool which is unique, thanks to its telescopic closure system – close the walls and roof and you can access the pool directly from the living room. 

Combining traditional Italian rustic charm with elegance and class, it won't just be the terracotta accents helping you feel the warmth of this home. Dine with loved ones in the wonderfully open-plan space or even share a pizza at the outdoor wood oven, before snuggling around the fireplace to enjoy a bottle of wine and good conversation. With the main villa alongside two annexes, there’s space for privacy but enough to keep the whole family entertained, making this home the perfect backdrop to an Italian adventure. 

Just a few kilometres from Castiglion Fiorentino and delightful Cortona, explore their beauty by meandering through the streets, following the scent of the most divine local cuisine, before returning to your charming rural retreat. 

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