Apartment • 6 People • 3

• 2

•

From

€

268 /night

Min Stay 1 night

Arezzo, Italy

€ 268 /Night (minimum stay 1 night)

Air Conditioning

WiFi

Fresco Fantastico

Sitting on the first floor of a noble palazzo in the typically Tuscan town of Cortona, this apartment will put a smile on the face of anyone fond of the opulence of yesteryear. Wander about the home and you'll spot everything from intricate frescoes and high vaulted ceilings to a black marble fireplace and handsome wooden furnishings. This tasteful interior is bathed in natural light from the large windows, which also offer guests lovely views of the townscape and the wider valley. We don't want to give you the impression that the address is a museum piece, however. The kitchen is plenty large enough for whipping up Tuscan feasts, plus the presence of a bathtub will be appreciated by those that like to end the day with a relaxing soak. When you're in the mood to explore, the local town is small enough to get about on foot, although there are enough attractions with which to fill an itinerary, including the Diocesan Museum only five m...More Details

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Arezzo, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

144 /night

Min Stay 1 night

Arezzo, Italy

€ 144 /Night (minimum stay 1 night)

Pets Allowed

Air Conditioning

WiFi

Noah's Son

If you're a frequent visitor to Tuscany and looking for somewhere that's slightly off the beaten track for your next trip, the medieval town of Cortona is a lovely choice and this apartment on the outer edges will help you see the best of it. Spread across two floors, the interior is a distinctive mix of period features, such as the flagstone floors and wooden ceiling beams, and modern touches, like the monochrome kitchen and smart grey bathroom. Compared to a lot of other apartments for two, there's a pleasing amount of space inside and nothing feels cramped. The local town is one that's easy to explore on foot and you'll discover plenty of restaurants and ice cream parlours, plus a couple of museums, during your wanderings. The Basilica of Saint Margaret of Cortona and Fortress of Girifalco are both only twenty minutes away on foot, too. *The apartment is spread over two floors, so it might not be suitable for guests with reduced ...More Details

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Arezzo, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

172 /night

Min Stay 1 night

Arezzo, Italy

€ 172 /Night (minimum stay 1 night)

Pets Allowed

Air Conditioning

WiFi

A Benigni Classic

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 s...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

514 /night

Min Stay 1 night

Arezzo, Italy

€ 514 /Night (minimum stay 1 night)

Air Conditioning

WiFi

Ideal for a group of friends or perhaps a multi-generational break, this farmhouse is said to be the oldest building in the village and, although it's been smartly modernised, it's still beautifully traditional. Just as it would have been when it was built, the main house is divided into separate apartments – one upstairs and one on the ground floor. With two small kitchens, two bedrooms and two bathrooms each, it's perfect if you'd like to all mingle in the outdoor space but retreat to some privacy at night. And with an additional one-bedroom guest house too, it becomes even more flexible. Deep in the Cortona countryside, it's a great base for exploring Tuscany, with Arezzo, Montepulciano, Siena and Assisi all within easy reach for a day trip by car. Get out and about on walking or cycling routes and even visit the coast if you feel like it. While you're out, don't forget to pick up some delicious local food and drink – perhaps stoppi...More Details

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Arezzo, Apartment for rent

Apartment • 3 People • 2

• 1

•

From

€

191 /night

Min Stay 1 night

Arezzo, Italy

€ 191 /Night (minimum stay 1 night)

Air Conditioning

WiFi

Sunflower Beams

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'Agos...More Details

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Arezzo, House for rent

House • 11 People • 5

• 5

•

From

€

844 /night

Min Stay 1 night

Arezzo, Italy

€ 844 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Ancient Stone

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

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Arezzo, Apartment for rent

Apartment • 11 People • 6

• 6

•

From

€

1,338 /night

Min Stay 1 night

Arezzo, Italy

€ 1,338 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Comet at Twilight

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 co...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,079 /night

Min Stay 1 night

Arezzo, Italy

€ 1,079 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Wrapped in Jasmine - Aloe

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...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

899 /night

Min Stay 1 night

Arezzo, Italy

€ 899 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Italian Iced Tea

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...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

1,713 /night

Min Stay 1 night

Arezzo, Italy

€ 1,713 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Main Event

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 ...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

642 /night

Min Stay 1 night

Arezzo, Italy

€ 642 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sing, Prima Donna

Sitting on a thousand-hectare olive farm in a rural part of Tuscany, this enchanting villa will win you over with its ancient character. Each morning, slide open the doors of your farmhouse kitchen, where you'll tuck into a traditional breakfast beneath wood beams. From unique oil tastings to dreamy massages, treat yourself to a holiday like no other at this former convent. After cooling down in the shared infinity pool, there's magic to be discovered in the on-site library and theatre – and you can raise your glasses to new friends in the Italian countryside. Perfectly placed, this home awaits midway between charming Arezzo and famous Florence – two cities steeped in rich history. Appreciated by nature lovers and artists for centuries, we're certain that this woodland scenery will inspire you to explore the great outdoors with your loved ones. Perhaps you'll stay by the Resco river, or maybe you'll lace up your hiking boots for a chal...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

920 /night

Min Stay 1 night

Arezzo, Italy

€ 920 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Amarillo Sky

Located just outside the atmospheric medieval town of Pian di Scò, this stunning villa offers an idyllic countryside retreat, perfect for spending quality time with family and friends under the Italian sun. Thanks to the secluded garden, private outdoor pool and covered porch, you'll be able to enjoy the alfresco lifestyle throughout your stay. Step inside, through any of several French doors lining the villa's facade, and you'll uncover a traditional Tuscan interior with rustic terracotta tiled floors, antique furniture and plenty of exposed wood. Elsewhere, each of the four individually decorated bedrooms boasts its own en-suite. There are several other properties and shared facilities on the farm, including a vast library with a wide selection of books and magazines, a theatre for hosting musical events, and a network of walkways crisscrossing the grounds that'll lead you on enchanting walks through mature forests, passing stream...More Details

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Arezzo, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

460 /night

Min Stay 1 night

Arezzo, Italy

€ 460 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Playwright's Paradise

Tucked away in rural Tuscany, this picturesque villa sits on a working olive farm, although it used to be a 17th-century convent. Surrounded by natural beauty, this historic place invites you to roam the woodland right outside your front door. Perhaps you'll drive out to Florence for a cultured outing, where Renaissance masterpieces await. Arezzo lies in the opposite direction, but we wouldn't blame you if you didn't want to venture too far. Bursting with storybook charm, this quaint retreat is furnished with antiques to honour the age of the home. While sipping Italian espresso at this intimate dining table, gather your loved ones and discuss your oil-tasting experience at the on-site olive mill. Why don't you stop by the impressive library and read about performing arts before taking to the stage at the theatre? Alternatively, imagine making new friends in the shared infinity pool or booking a relaxing massage – we just love how much...More Details

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Arezzo, Apartment for rent

Apartment • 14 People • 7

• 5

•

From

€

604 /night

Min Stay 1 night

Arezzo, Italy

€ 604 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Valley of Angels

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven. You’ll find the main house consists of two independent apartments, while the garden cottage has an additional two bedrooms – providing plenty of space for groups to spread out and enjoy quality time together. Some of the furnishings are a little dated, but there’s plenty of charm and character. It’s also just a short drive from the picturesque hilltop town of Cortona (2.5 kilometres away), while the nearest amenities are also just a short drive away. *While not all of the rooms are photographed, we expect the style and quality to be consistent with the rest of the home *The main villa consists of five bedrooms, while the garden cottage has two bedrooms – each apartment has its own kitchen and living room...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,063 /night

Min Stay 1 night

Arezzo, Italy

€ 1,063 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rosemary Breeze

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. tbc Air Conditioning Balcony Barbeque Child Friendly Coffee Maker Cooking Essentials Dishwasher Dryer DVD Player Fireplace Freezer Fridge Garden Hair Dryer High Chair Kettle Kitchen Kitchen Utensils Laptop Friendly Workspace Microwave Outdoor Seating Oven Parking Ava...More Details

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Arezzo, Apartment for rent

Apartment • 11 People • 6

• 4

•

From

€

734 /night

Min Stay 1 night

Arezzo, Italy

€ 734 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Fresh As a Vine

Overlooking the lush Chiana Valley, this former farmhouse boasts views you won’t be forgetting any time soon. There are plenty of spots to sit back and soak it all in, but the pergola’s one of our favourites, perched right next to the pool and offering plenty of room for dining alfresco. The vineyard at the bottom of the garden is lovely too – and, while the interior’s a little dated, there’s a gorgeous stone fireplace to cosy up by if you’re visiting out of season. *While the fourth bathroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. *We love the traditional stone stairs here, but they may not be accessible for everyone. Those with limited mobility might prefer to use the bedroom and bathroom on the ground floor. *The swimming pool is only available for use between 15th May and 15th September. It isn't fenced, so little ones will need to be supervised when playing outside. *Your ...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

772 /night

Min Stay 1 night

Arezzo, Italy

€ 772 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Timeless in Tuscany

Tucked away in the heart of Tuscany, this serene stone house sets the scene for many happy holiday memories made with your loved ones. It sits on a green and leafy spot, with some wonderful views over the Tuscan hills in the distance that you can enjoy from one of the many sitting areas in the gardens and on the terrace. There's a dreamy private pool here so you can stay refreshed in the Tuscan heat, as well as an outdoor kitchen with a barbecue and wood oven for alfresco feasts. Inside, the interiors are a little lacking in light, but they feel peaceful and secluded, and feature all you need for a home-from-home stay. *One of the bedrooms is located in a separate annexe with its own lounge area, ideal for couples who'd like more privacy. *The swimming pool is only available for use between 1st May and 30th September. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *If you're travelling ...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

564 /night

Min Stay 1 night

Arezzo, Italy

€ 564 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Upon a Golden Dream

Whether you're splashing about in the private pool, admiring the Tuscan scenery from the patio or dining on Italian delicacies in the setting sun, this charming villa is the perfect place to call home. Inside, every room oozes traditional character – stone walls here, wooden-clad ceilings there – creating a cosy, comfortable sanctuary. Each floor has its own sitting area and kitchen, making it ideal for groups wanting plenty of privacy and space to spread out. The garden offers postcard-worthy views as soon as you step outside – and there are oodles of spots to sit back with a glass of wine and take it all in. Dish up lunch under the shade of the age-old trees before sprawling out on the loungers for a poolside afternoon snooze. When the sun begins to set, make a beeline for the terrace to watch the entire countryside glow golden. Location-wise, you're only a fifteen-minute walk from Cortona. Soak up the Etruscan history and admire th...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 5

• 5

•

From

€

383 /night

Min Stay 1 night

Arezzo, Italy

€ 383 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Enrapturing Scenery

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 rest...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 3

• 3

•

From

€

981 /night

Min Stay 1 night

Arezzo, Italy

€ 981 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Fairytale in Cortona

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

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Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo Property for rent