Apartment • 6 People • 3

• 3

•

From

€

988 /night

Min Stay 1 night

Arezzo, Italy

€ 988 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Vineyard Vistas

With views over the Chiana Valley, this Tuscan farmhouse is surrounded by picturesque scenery in every direction. Featuring a main cottage alongside a small pool-house (equipped with an independent kitchen, living area and bathroom), the space is perfect for a family or group of friends. The serene setting of the garden here puts this home in a league of its own – and you'll find plenty of perching spots to enjoy a glass of local wine. The private swimming pool, too, overlooks the Tuscan landscape, and a covered alfresco dining area calls for home-cooked Italian meals in the sunshine. While the traditional designs inside feel a little dated, they don't seem out of place, given the home's rural Italian countryside location. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises for three cars. *If you're travelling with little ones, your host can provide a ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

988 /night

Min Stay 1 night

Arezzo, Italy

€ 988 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Citrus - Sangiovese

Tucked away in the Tuscan countryside, this home offers a taste of rural Italian life. You’re quite secluded here – the nearest supermarket is a short drive away – but the views over the Val di Chiana are well worth the price of admission. Plus, your host can arrange plenty of in-house services – think daily cleaning and private catering – so you won’t have to venture far if that’s not your bag. And if you want a bit of extra privacy at the end of the day, there’s a separate annexe with its own bedroom, offering plenty of space to unwind away from the main villa. *The house and gardens are spread over several levels, so we wouldn't recommend this home to those with reduced mobility *You're in the heart of the Tuscan countryside here, so you'll need a car to get around – there's space for five vehicles to park on site *One of the bedrooms is located in a separate annexe next to the main villa *Air conditioning and mosquito nets are av...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, House for rent

House • 10 People • 5

• 4

•

From

€

969 /night

Min Stay 1 night

Arezzo, Italy

€ 969 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Geraniums

Set on a 3-hectare estate featuring woodland and olive groves, this rural idyll offers peace and relaxation. Surrounded by a beautiful garden filled with flowers and herbs, there’s an outdoor living area with a gazebo and barbecue, as well as a swimming pool with whirlpool jets. Inside, there’s a large living room, a study, and a dining room connected to the traditional kitchen. There’s also another kitchen and diner with a wood stove in the portico. When you want to explore, Bucine is a short drive, while designer outlets, including Prada, are around 2 kilometres away – Arezzo and Siena can also be easily reached by car. *This home is set over two levels. *The owners live in an annexe about 50 metres from the house and are available if you need them. *The swimming pool is only available for use between the end of April and the beginning of October. *Your host can provide a cot and high chair for free. You'll need to request them in ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

968 /night

Min Stay 1 night

Arezzo, Italy

€ 968 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Grapes of Violetta

Ideally located in rural Tuscany, this country villa will provide the perfect base for holidays spent relaxing, wine tasting and hiking around this stunning part of northern Italy. With 8 hectares of olive trees and gardens at your disposal, you’ll want to spend most of your time enjoying the pool, hot tub and alfresco dining area. Inside, you’ll find some of the bedrooms have double beds made up of singles which will give you flexibility, while the separate annexe is perfect for couples seeking extra privacy. And when you want to explore the real Italian Dolce Vita lifestyle, have your host arrange an olive oil tour or truffle hunting excursion. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is parking on the driveway. *This is a country house with original features – some may find the décor a little dated. *This home is spread over three floors. For those with reduced mobility, there ...More Details

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Arezzo, House for rent

House • 8 People • 4

• 3

•

From

€

938 /night

Min Stay 1 night

Arezzo, Italy

€ 938 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Sunflower

A few kilometres from Cortona, this old farmhouse makes a rustic retreat for families. With a private pool, sprawling gardens, and a panoramic terrace, you'll have plenty of time to enjoy the Tuscan sun. The inside, meanwhile, is filled with traditional details like wooden beams and exposed stone. You'll need to be comfortable climbing stairs here, and it's worth noting that air conditioning is only available in the bedrooms. Still, we think this villa is perfect if you want a characterful, cosy home in the heart of Tuscany. *If you're travelling with little ones, your host can provide a cot and high chair upon request. *Air conditioning is only available in the bedrooms. *Two bedrooms are connected internally and share a terrace, though they also have independent entrances from the outside. *The swimming pool is only available to use between the last Saturday in April and the first Saturday in October. *There are two internal stairca...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 • 10 People • 5

• 4

•

From

€

903 /night

Min Stay 1 night

Arezzo, Italy

€ 903 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Dreams of Yesterday

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 diges...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

902 /night

Min Stay 1 night

Arezzo, Italy

€ 902 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Golden Silence

This breathtaking villa is one of the oldest in the hamlet of Castelfranco Piandiscò, and it wears its history with pride. The traditional stone exterior gives way to a charmingly traditional living space – you'll be enchanted by the rustic wooden beams, collection of antique furniture and terracotta tiles. The ancient Valdarno fireplace is a beautiful centrepiece, and you'll find a second feature fireplace in the kitchen. The four bedrooms are wonderfully peaceful, and one even has access to the balcony, where you can sip your morning espresso in the fresh air. In, fact, you're spoilt for choice when it comes to outdoor space – from the beautiful garden, full of greenery and flowers, to the smart patio, you can't help but adopt an alfresco lifestyle here. Pick a book or magazine from the extensive home library, and bask in the Italian sunshine before taking a refreshing dip in the infinity pool. Adventurers can explore the stunning sce...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 7

•

From

€

900 /night

Min Stay 1 night

Arezzo, Italy

€ 900 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Angelico

Travel can fill us with a sense of wonder, openness and possibility. And this elegant villa is the perfect setting to discover the timeless beauty of Tuscany. Perched on the mountains above Cortona, this is a wonderful place for families and friends to gather and experience the authentic charm of Italian living. With its traditional features, earthy tones and elegant styling, you’ll want to savour the calming presence and rustic simplicity of this home. From waking up to views across the valley to leisurely breakfasts in the garden, this is the kind of space that inspires a sense of joy and appreciation for life’s little luxuries. Like spending a slow day by the pool, reading, cooking with fresh local produce and exploring the beautiful Tuscan countryside. As the sun sets, this home is a wonderful place to retreat into the heart of nature. Light up the pizza oven and gather around the table for an authentic taste of Italy. *Due ...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 • 12 People • 6

• 8

•

From

€

882 /night

Min Stay 1 night

Arezzo, Italy

€ 882 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Taste of Time

Tucked away in the less visited north-eastern part of Tuscany, this home can be found on a working farm that produces honey, jams and grains. There are views in all directions from the forested grounds, making this a pretty and peaceful setting for a relaxing holiday. You’ll even have access to an on-site wellness centre with a heated indoor pool, Jacuzzi and sauna. When it’s sunny you’ll want to be outside though, swimming in your private pool or dining in the loggia. *Well-behaved dogs under 30kg are welcome to join you. *There’s free parking here. We recommend hiring a car. *This home is spread between two self-contained apartments. *Your host can provide a cot and high chair for little ones. *The swimming pool is open from April to October, weather permitting. *While the bathrooms haven’t been photographed, we expect them to be of the same style and standard as the rest of the home. *You’ll have access to a shared wellness centre,...More Details

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Arezzo, Apartment for rent

Apartment • 14 People • 7

• 9

•

From

€

878 /night

Min Stay 1 night

Arezzo, Italy

€ 878 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Arezzo Air

This beautiful villa is tucked away in the heart of Tuscany, surrounded by lush, rolling countryside. Despite its rural setting on the edge of the Casentino Forest and Verna Park, the shops and restaurants of the ancient city of Arezzo are only a fifteen-minute drive away. The views from this home are mesmerising, and can be admired from the veranda, terrace, and pool. There’s also a Jacuzzi and a steam room, so you can easily unwind. The covered terrace features a pizza oven and barbecue, perfect for relaxed evenings dining under the stars. *We recommend hiring a car to get the most out of your stay. There’s plenty of parking here. *Well-behaved pets are welcome to join you during your stay. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *The tennis court is shared between this home and a villa around 200 metres away. *Your host can provide two cots for little ones on request....More Details

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Arezzo, House for rent

House • 12 People • 7

• 4

•

From

€

870 /night

Min Stay 1 night

Arezzo, Italy

€ 870 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Villa Dreams

Escape to your own slice of Tuscan paradise in this beautifully styled villa, tucked away in the heart of the Valdarno. Surrounded by olive groves, vineyards and stunning mountain views, it’s the ultimate spot to unwind. Lounge by the pool, sip local wine under the stars, or fire up the grill for long, lazy lunches al fresco. Inside, rustic charm meets refined comfort with original features and plenty of space to spread out. The location is peaceful and private, so you will need a car to get around. However, the serenity and scenery are more than worth it. For a dreamy getaway with wow factor, this villa certainly delivers. *The swimming pool is only available for use between May and October. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *There’s free parking for up to six cars. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. Ai...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

862 /night

Min Stay 1 night

Arezzo, Italy

€ 862 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Shadows

Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden. The hot tub is the icing on the cake – it's the best spot to admire those sweeping views. While the traditional interior isn't as impressive, there's no shortage of space. The fifth bedroom is in a separate cottage, complete with a lounge and kitchenette – perfect for grandparents or a couple wanting extra privacy. A car is a must here, but you'll be within driving distance of Arezzo (25km), Cortona (13km), and the small village of Castiglion Fiorentino (5km). *The fifth bedroom is in an independent cottage. It also has a kitchenette, a living area, and a private entrance. *The first floor is divided into two separate areas, with no connecting door between them. *If you're travelling with little ones, your host can provide a free cot and high chair on reques...More Details

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Arezzo, Apartment for rent

Apartment • 25 People • 12

• 9

•

From

€

852 /night

Min Stay 1 night

Arezzo, Italy

€ 852 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Mill - Vines

This vast home is an ideal choice for large groups seeking a taste of authentic, historic Italy. Some elements of this home date back to the 1100s, including the old mill, which used to provide flour for the whole region. The stone villa is divided into three separate apartments with their own kitchen and living room, so you can enjoy your space in smaller groups when you’re not gathering together on the terrace or beside the private pool. In terms of location, you’ll be just 1 kilometre from medieval Badia Agnano. Arezzo is 25 kilometres away and Florence is a 55-kilometre drive, making them perfect for day-trips. *There’s free parking at this home for up to twelve cars. We recommend hiring a car to get the most out of your stay. *One well-behaved pet is welcome to join you, with prior approval from your host. *This home is made up of three separate apartments, so you won’t all be sleeping under the same roof. *The pool is open from...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 • 6 People • 3

• 3

•

From

€

842 /night

Min Stay 1 night

Arezzo, Italy

€ 842 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Luxurious Views

Part of a complex of six similar villas, this place sits in the Tuscan countryside, within day-tripping distance of Florence. If you’re not exploring the medieval hilltop towns and rolling vineyards, there is plenty your host can organise on-site – wine tasting, breakfast, dinner and lunch in the restaurant or trips into the countryside. Guests here have access to a shared infinity pool and a games room. Within the villa, you’ll find a full kitchen and two dining areas. Some might call the living room dated, but it blends in with the wood-beamed ceilings and old fireplaces. *This is one of six similar villas on the same complex and some facilities are shared, such as the infinity pool, games room and wine tasting room. *The shared swimming pool is only available between 1st May and 30th September. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *In a remote location, ...More Details

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Arezzo, House for rent

House • 20 People • 9

• 7

•

From

€

842 /night

Min Stay 1 night

Arezzo, Italy

€ 842 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Tuscan Views

This traditional Tuscan home is located in the stunning Chianti hills. Made up of two stone farmhouses rented as one, it’s a great choice for a family reunion or group getaway. You’ll be doubling up on living rooms, kitchens, and dining rooms so there’s plenty of space for everyone, and two of the bedrooms have three beds – perfect for families or children. While the rustic decor inside won’t appeal to everyone, we think the outdoor space, with its panoramic views, private pool, and alfresco dining terrace, will be a crowd-pleaser. Location-wise, you’ll find a shop and a restaurant 1 kilometre away, and for day trips, the Medieval town of Arezzo is a 25-kilometre drive. *This home comprises two farmhouses, each with its own bedrooms, bathrooms, living room, kitchen, and dining room, rented as one. *The swimming pool is only available for use between 27 April and 19 October. The pool isn't fenced so children will need to be supervised ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

823 /night

Min Stay 1 night

Arezzo, Italy

€ 823 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green Hills Haven

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. *There’s free parking here. We recommend hiring a car to make the most of your stay. *This home is spread over two floors so may not be suitable for those with reduced mobility. There are two ground-floor bedrooms and bathrooms, though. *The swimming pool is open from 1st May to 30th September. *Your host can provide a cot for little ones for free. *While not every bedroom or bathroom has been photographed, ...More Details

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Luxury Rentals 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

Luxury Rentals 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