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Italy Country: Italy (10548) | Region: Tuscany (3343)
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    Found 144 Arezzo holiday homes for rent

    Apartment • 8 People • 4 4 pets pool wifi
    From
    1,218 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,218 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    My Italian Song


    Although this villa shares facilities like an infinity pool, restaurant and games room with five other villas, it’s the only one on the complex with its own private pool. Set in luxurious lawns, it’s a tranquil spot to while away the days. French windows lead from the living room to the garden and bless the spaces with lots of sunlight during the day. Old hearths inside speak of days gone by and the kitchen has everything you need for self-catering. The decor might feel a little old-fashioned, but there’s plenty of space for the group to spread out. Tuscany is on your doorstep and Florence is an easy drive away for a day trip. *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. This home has its own private pool too. *Both the private and shared swimming pools are only available between 1st May and 30th September. *Towels and bed linen are ...More Details


    • Booked Available
    Apartment • 4 People • 2 2 pets pool wifi
    From
    564 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 564 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Casa San Giorgio


    This charming villa, nestled among the olive trees in Tuscany, is ideal for those looking for fuss-free comfort. Inside the home, you'll find an upside-down layout, while outside, there are two balconies overlooking the square and Pratomagno mountain, as well as a private garden to stroll around. There’s also a large, shared infinity swimming pool and games room with a billiards table. If you don't fancy cooking, guests have access to an on-site restaurant for meals, and the concierge can help organise tours, so it’s easy to explore cities such as Florence nearby. *Upstairs is reached by an internal staircase and an external one and a ramp that connects the two levels. There are two bedrooms and bathrooms on the ground floor. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *There are six villas at this resort. You may be able to book the other homes together to accomm...More Details


    • Booked Available
    Apartment • 6 People • 3 3 pets pool wifi
    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


    • Booked Available
    Apartment • 6 People • 3 3 pets pool wifi
    From
    816 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 816 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Casa


    This villa is one of six on a complex, nestled among olive trees with views of the Tuscan hills. You’ll have use of the large, communal infinity pool as well as your own private outdoor space here. While the home has a fully equipped kitchen if you want to cater for yourself, there’s also an on-site restaurant serving breakfast, lunch, and dinner. Location-wise, you’re perfectly placed for walks in the countryside and we suggest hiring a car to explore the vineyards and historic villages that the region is known for. *While one of the bathrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *This is one of six villas in a complex so you’ll have direct neighbours here. *While you’ll have some private outdoor space, the swimming pool is shared with four other villas. It isn't fenced, so children will need to be supervised at all times. *If you're travelling with little ones, your host can ...More Details


    • Booked Available
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    Apartment • 8 People • 4 4 pets pool wifi
    From
    1,105 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,105 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Orange Sun


    Enjoy a fairytale setting when you stay on this Tuscan estate, nestled amid scenery said to have inspired da Vinci's paintings. Designed by a famous architect, we love how this home retains its traditional character with an ancient fireplace and a loggia overlooking the communal square. On-site, there's also a seasonal pool to share with your neighbours, a restaurant, and a concierge to help you plan tours. Fancy a road trip? Florence and Arezzo are less than an hour away by car. *While some of the bathrooms aren't photographed, expect the style and quality to be consistent with the rest of the home. *You'll have access to the on-site restaurant and swimming pool here. They're shared with the estate's other residents. That said, the pool is only available for use between 1st May and 30th September. *There’s free parking for up to two cars on-site. Due to this home's location, we recommend hiring a car to get the most out of your stay....More Details


    • Booked Available
    Apartment • 8 People • 4 4
    From
    573 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 573 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Alabaster Breeze


    Tucked away in a peaceful spot in the Cavriglia countryside and situated on an idyllic working farm, this characterful farmhouse makes the perfect place for a dreamy holiday with family and friends. Inside, you'll find charming decor reminiscent of a quaint country cottage, with original features such as beam ceilings and exposed stonework that make it feel special. Outside, a private swimming pool provides some stunning views of the surrounding area, while a covered terrace sets the perfect scene for sundowners. *While some bedrooms and bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is parking at the home. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *This home is located on a working farm. Air Conditioning Barbeque B...More Details


    • Booked Available
    Apartment • 12 People • 6 6
    From
    616 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 616 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The White Olive Tree


    Not far from the hilltop town of Arezzo, this villa offers a chic and rustic stay in the Italian countryside, with gorgeous views and a private pool. We think this home is well-suited to two families or friend groups travelling together – the two floors act as separate apartments, each with its own kitchen, living room and entrance. The ground floor enjoys direct access to the alfresco dining area, while the first floor benefits from lovely views across the Tuscan landscape. We recommend having a car here – the cities of Siena and Florence are just over an hour's drive away. *Not all bathrooms are photographed, but we expect consistency in style and quality throughout this home. *There is space to park for free outside this home. Due to the location, we recommend hiring a car to make the most of your stay. *There are bedrooms on the ground floor here, accessible for guests with reduced mobility. *Both floors in this home are separate ...More Details


    • Booked Available
    House • 17 People • 8 6
    From
    690 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 690 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Tuscan Song


    If you’re in search of a traditional Tuscan escape, this home delivers a great solution. Just 10 kilometres from Cortona, this rustic sanctuary consists of three independent apartments (each with its own entrance) – making it a great option for groups and families. It’s worth noting some of the furnishings are a little dated, but you will find a peaceful garden, a private pool and a large terrace with a barbecue. Your host can also help organise a range of extra services, including cooking classes and spa treatments. From here, it’s just a short drive to local amenities, while majestic cities like Arezzo and Siena are also within easy reach. *Please note this home is spread across three floors and consists of three apartments. Each floor has its own kitchen and entrance. There is also an adjoining annexe with a dining room.\n *While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of t...More Details


    • Booked Available
    Apartment • 12 People • 6 5
    From
    1,157 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,157 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Roses - Herbs


    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. *Your host can help to customise your experience with additional services such as an in-house chef, private transfers and car rental *City taxes are not included in the price of the stay and will be coll...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    993 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 993 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    La Tranquillità


    This quaint redbrick villa with its duck-egg-blue shutters and intoxicating gardens is an enchanting escape in the south of Tuscany. Bordered by thick, leylandii hedges, the hectare of grounds is a symphony of colour, with blooming flowers and lush Mediterranean verdure. An orchard teems with cherry, peach and plum trees ripe for the picking. On endless sunny days, loll about under the gazebo, licking peach juice from sticky fingers before jumping into the pool to cool off from the midday heat. In the late afternoon, get together for an alfresco feast under the vine-canopied portico and bask in the enticing smell of the barbecue mingling with the heady scent of rose, lavender and rhododendron. Inside, the walls and furnishings soothe in creams and whites, and rustic-chic, farmhouse touches abound. A formal dining table is the perfect place for special dinners, but if you don’t fancy cooking, Michelin-starred restaurants await your arriv...More Details


    • Booked Available
    Apartment • 16 People • 9 8
    From
    1,500 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,500 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Villa da Vinci


    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 ...More Details


    • Booked Available
    Apartment • 12 People • 6 7
    From
    1,930 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,930 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Forza Arezzo


    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 ...More Details


    • Booked Available
    Apartment • 12 People • 6 5
    From
    989 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 989 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Lavender Lawns


    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 ...More Details


    • Booked Available
    Apartment • 4 People • 2 1
    From
    440 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 440 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    When it comes to Tuscan idylls, this home ticks all the boxes. Set amongst Cortana’s rolling green hills, this renovated 19th century house is full of quiet corners and scenic spots waiting to welcome you into a world of rest and relaxation. Rural romance at its most beautiful, its stone exterior and wooden shutters give way to an intimate, rustic interior full of original features, exposed beams, brick archways and terracotta tiled floors. The soft mint-coloured bedrooms also have a feeling of elegant farmhouse simplicity with their wrought iron bed frames, floral accents and wood-framed windows. Here it’s the gardens, though, that are the most awe worthy. Stroll around the grounds and you’ll find a series of sunny spots and shaded nooks to while away the hours. Spend the afternoon taking dips in the pool’s cool waters then head to the viewing point at sunset to watch the sky turn amber and pink against the silhouetted hills. Enjoy a g...More Details


    • Booked Available
    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


    • Booked Available
    Apartment • 7 People • 3 2
    From
    804 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 804 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Touch Of Ivy


    Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With traditional wooden floors boasting large woollen rugs and thick wooden beams on the ceilings, there’s no mistaking this home's authentic and historic character. Each of the three comfortable bedrooms is bright and full of country flair while the bathrooms are fitted with Italian patterned tiles. Outside, the garden runs down to the cool, inviting swimming pool and the wide terrace is the perfect place to sit for a barbecue lunch while taking in hilltop views of the Tuscan countryside. Just a 25-minute drive over the border from Tuscany to Umbria and you’ll reach the beautiful shore of Lago Trasimeno, a large freshwater lake where you can take a boat out or enjoy a meal in a taverna on the water’s edge. *At maximum capacity, one of the g...More Details


    • Booked Available
    Apartment • 10 People • 5 3
    From
    606 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 606 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Wild Rosemary


    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...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    752 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 752 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Nearest - Dearest


    In and of itself, this stone and brick villa is rather dreamy. The timber roof trusses and tiled floor bring an easy rustic charm, and the furnishings are unshowy. Large glass doors can be opened on warm afternoons — plenty of those in Tuscany — to let a cooling breeze circulate through the interior. They also look out to a lovely view of the Pratomagno mountains. However, the home is part of a compound with some excellent communal amenities. Pass through the lemon grove, for instance, and you'll come across a large infinity pool with a covered pavilion at the side for alfresco lunches. Elsewhere, there's a well-stocked library and a theatre space where musical and artistic events often take place. Guests can embark upon a stroll in the surrounding private park, where you'll find olive trees, traditional stone walls and waterfalls on the Resco River. You might find there's very little need to leave the address, but the local town of Pia...More Details


    • Booked Available
    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


    • Booked Available
    Apartment • 24 People • 12 10
    From
    2,593 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 2,593 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Between The Olive Groves


    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. *We recommend having a ca...More Details


    • Booked Available
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