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    Found 130 Arezzo holiday homes for rent

    House • 6 People • 3 3 pets pool wifi
    From
    606 /night
    Min Stay 1 night

    Arezzo, Italy 

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

    Quaint - Rustic


    A classic country house tucked away in the rolling hills near Lucignano, this traditional home offers an authentic slice of Tuscan life for groups and families looking to really relax. Spend your mornings relaxing by the private pool, then head out to explore the surrounding villages, thermal spas, and Chianti vineyards. Back home, try your hand at a local cooking class, set off on a bike tour through the countryside, or simply enjoy a glass of wine on the balcony. *One well-behaved dog is welcome to accompany you during your stay. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's free parking on the driveway. *The swimming pool is only available for use between 1st May and 15th October. *Heating is only available from the 15th October to the 15th April. Air Conditioning Balcony Barbeque Bathtub Bicycles Black-Out Blinds Blender Buzzer / Wireless Intercom Central Heating Child Frie...More Details


    • Booked Available
    Apartment • 10 People • 5 5 pets pool wifi
    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


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

    Arezzo, Italy 

    € 206 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Elegance


    Tucked away deep in the Tuscan countryside, this villa offers the perfect romantic base for those looking to escape the crowds. With views of rolling hills as far as the eye can see – best enjoyed from the private pool – you can soak up the tranquillity of its Valdichiana Valley setting to your heart’s content. Olive oil and wine tastings are some of the local pastimes and the two mountain bikes on hand will help with your scenic exploring. Once you’ve brought back plenty of local produce, there’s no better way to enjoy it than alfresco on the lawn. While the home’s interiors are rustic and dated in some places, the working fireplace is a nice touch, as is getting a sound night’s sleep with nothing but the wind rustling the cypress trees to disturb your slumber. *The villa is adjacent to the main house where the owner lives. You are assured of a warm welcome but beyond that, they will leave you to enjoy your stay in private. *A cot...More Details


    • Booked Available
    Apartment • 12 People • 6 7 pool wifi
    From
    1,382 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,382 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    La Gioconda


    This 18th-century villa is located in the rural hamlet of Ripoli, just on the border of Tuscany and Umbria. Overlooking unrivalled views across the valley, this spot is like something straight out of a fairytale. Yet, while the aesthetic is classic Italian countryside, contemporary amenities invite guests to experience a comfortable and luxurious stay centred around leisure. The grounds feature a spacious lawn, a children's play area, a private pool with a Jacuzzi and changing room, and a barbecue area for alfresco dining. It's the perfect place for larger groups to celebrate special occasions. Additionally, the host can help organise a range of excursions and activities, including fishing trips and wine tastings, for a fuss-free stay in rural Tuscany. *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. *Two of the twin bedrooms can be converted to ma...More Details


    • Booked Available
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    House • 14 People • 8 7 pets pool wifi
    From
    636 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 636 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Light of Tuscany


    Sandwiched between Siena and Arezzo, this villa is ideally suited to large get-togethers. It consists of three cosy apartments, split between a stone villa (one on each floor) and a cottage. Safe to say, you'll have more than enough space here to spread out – plus plenty of spots to retreat to when you need a little quiet. We love the uninterrupted views across the rolling hills and fields. They're the perfect backdrop for alfresco dining or swimming in the private pool. With archery, table tennis, and a swing set for little ones, dull moments will be few and far between. *This home is divided between a converted barn-style cottage and a stone villa with two apartments. Each has its own kitchen and dining area. The two apartments in the main villa have their own living space. *Well-behaved dogs weighing up to 30kg are welcome to join you here. *Air conditioning is only available in the bedrooms. *Your host provides a free cot and high...More Details


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

    Arezzo, Italy 

    € 795 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Limestone - Antique


    Situated near Monte San Savino, this farmhouse invites guests to experience an authentic taste of the Tuscan countryside, including a complimentary wine tasting and a visit to the owner's winery. With a large garden and private swimming pool overlooking the vineyards and hills, you'll likely choose to spend much of your time out here taking in the surrounding scenery. Inside, classic designs nod to the home's Italian countryside location through features including an original oven and fireplace. While its traditional styling may not be to everyone's tastes, modern finishing touches ensure comfort and practicality are met here. *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. *One of the twin bedrooms can be set up as a double upon request. *The swimming pool is open from May to September. *A complimentary wine tasting and a visit to the owner's wi...More Details


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

    Arezzo, Italy 

    € 457 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Michelangelo's Rose


    Just a short walk from Loro Ciuffenna, this ground-floor apartment has views across the valley. The owner and their family live on the first floor and may occasionally nip down to use the pool. Otherwise, the covered terrace and garden are yours to enjoy. The design inside is minimal and uncluttered. Some of the en-suite bathrooms are a squeeze, but we love that each bedroom opens onto the garden. Loro Ciuffenna has a nice collection of cafes, restaurants and shops, but for adventures further afield, hop in the car and explore Chianti. Arezzo, Gaiole, and Radda are less than an hour's drive. *The owner lives on the first floor, and their family may occasionally use the pool. If you prefer total privacy, this may not be the home for you. *If you're travelling with little ones, your host can provide a free cot and high chair on request. *Some of the bathrooms in this home are very small. That said, they have everything you need to get r...More Details


    • Booked Available
    House • 8 People • 4 4
    From
    787 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 787 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Chapel of Tuscany


    This Tuscan villa is perfect for those seeking a tranquil country retreat – set amidst the rolling green hills of the Arezzo province, the place offers lovely views and plenty of privacy. The outdoors boasts a large swimming pool and a hot tub, as well as a lush garden and an alfresco dining area. The interior is all about that rustic charm – while some of the furnishings and the overall style may be a bit old-fashioned, we love the authentic character of this home. Bear in mind that a car is necessary here in order to explore the area and reach the shops and restaurants in the town of Gaiole. *A car is recommended here to make the most out of your stay. There's free private parking on the premises for two cars as well as an EV charge point. *The driveway leading up to this home is unpaved. *Please note that this home is spread across two floors with no internal lift. *The swimming pool is fenced and is in operation between May and ...More Details


    • Booked Available
    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


    • Booked Available
    Apartment • 4 People • 3 2
    From
    295 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 295 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Pastel Daydreams


    Close to the cities of Perugia and Arezzo, this cosy bungalow is the perfect base for exploring the Umbria region. With easy access to a motorway, if you rent a car you can explore a lot of the area’s most fascinating hilltop towns with ease. The spacious garden encircles the entire house, offering plenty of green space for the little ones to run around. You’ll also find plenty of sunny spots from which to soak up the views, our favourites being the private swimming pool and patio. *There's free private parking available here, with space for two cars. We'd recommend renting a car if you're keen to explore the local area. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *A well-behaved dog up to 30kg in size is welcome to accompany you during your stay. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at ...More Details


    • Booked Available
    House • 14 People • 9 7
    From
    681 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 681 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Tuscan Wedge


    This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a large family or a group of friends to kick back and relax. The outside boasts a private pool area, along with a lush garden and a covered alfresco dining area, perfect for those Italian feasts. There are also mountain bikes available here, so you can explore the picturesque countryside, while kids will love the outdoor play area. *This home consists of the main building and a separate guest cottage. *A car is recommended here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is fenced and is in operation between April and October. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. *A well...More Details


    • Booked Available
    House • 10 People • 5 3
    From
    782 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 782 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Daisy Cutter


    This rustic villa caught our eye for its remote location and peaceful countryside surroundings (best enjoyed off the secret terrace accessed from the fifth bedroom). The nearest town of Ambra lies 10km away, so car hire is essential – though there'll be no interruptions here. You'll find plenty of tranquil outside spaces from which to soak up the glorious setting – from the swimming pool, garden and dining area to the tennis court, bocce court and table tennis space (you've also got a well-equipped gym). And, while the traditional interiors might not be to everyone's taste, keen chefs will love the modern kitchen, which makes alfresco cooking a delight. *Due to this home's location, you'll need to hire a car to get around. There's private parking within the grounds for up to three vehicles. The approach road is uneven so please take care upon arrival. *The villa is set over multiple floors with internal stairs. There is one double bed...More Details


    • Booked Available
    House • 8 People • 4 3
    From
    500 /night
    Min Stay 1 night

    Arezzo, Italy 

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

    Sweet Orange Peel


    Tucked away amongst olive groves and vineyards in the countryside of Chianti, within easy reach of the vibrant cities of Florence, Siena, and Arezzo, this home makes a great base for exploring gorgeous Tuscany. The home itself is typically Tuscan, with antique decor and terracotta tiled floors – but the garden is the sparkliest jewel in the crown, where you'll find a gorgeous dining terrace with climbing vines that provide ample shade, plus a private outdoor pool for making happy memories in the sunshine. *Well-behaved dogs under 30kg are welcome to accompany you during your stay. *The swimming pool is only available for use between 1st May and 1st October. It isn't fenced, so children will need to be supervised at all times. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is free parking for up to four cars at the home. *Some of the bedroom curtains here don't fully block out the sunli...More Details


    • Booked Available
    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


    • Booked Available
    House • 8 People • 4 5
    From
    573 /night
    Min Stay 1 night

    Arezzo, Italy 

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

    Tuscan Villa


    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. *We think a car is necessary here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is in operation between May and September. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. Air Co...More Details


    • Booked Available
    Apartment • 12 People • 6 7
    From
    1,131 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,131 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Flowering Rose


    This beautiful home is tucked away in a hamlet on the eastern edge of Chianti. You can look forward to superb views of the vineyards and countryside that surround the home – this is a peaceful setting. In addition to a private pool, this home boasts several terraces for you to enjoy the weather from. There are plenty of cosy areas for chilling out too. There’s even a compact sauna and a covered Jacuzzi, as well as a spa area. This is a traditional Tuscan country home, so the decor isn’t modern or sleek – it has heaps of charm though. *Well-behaved dogs under 30kg are welcome to join you. *There’s free private parking here. *Your host can provide a cot and high chair for little ones. *This home is spread between the main villa and a cottage. *Three of the double beds can be converted to twins if preferred. Just let your host know when you book. Air Conditioning Balcony / Patio Barbeque Bathtub Carbon Monoxide Detector Central Hea...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    1,012 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,012 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Garden Table


    Buried deep within the vineyards and olive groves, this rural retreat offers ample outside space for those wanting a quiet getaway to Tuscany. The interiors are rustic and traditional, so the decor won't be to everyone's taste, but most of your time will be spent outside. With a well-kept garden and private swimming pool, there's plenty of space to while away the afternoons here. Alfresco meals are best enjoyed on the covered dining patio, although, the neighbouring hamlet of Montegonzi offers authentic eateries and bars if you don't feel like cooking. You'll need a car to explore but prepare for a hilly, uneven drive at times. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking for up five cars. *There's a double bedroom on the ground floor, although you'll need to climb stairs to reach the other bedrooms. *The double beds can be configured as twins if required – you’ll need to requ...More Details


    • Booked Available
    House • 16 People • 8 8
    From
    2,198 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 2,198 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Muse


    With views of cypress trees, vineyards and rolling hills, this home delivers the perfect setting for a rustic Italian escape. The rooms are traditional and family-friendly, the garden features a private pool (open seasonally), plus there is a jacuzzi and steam room. Your host can also help organise a range of lovely extras, including private chefs and wine tastings. And while there is plenty to keep you at home, this is a great base from which to explore the region. The nearest small town is just a short walk away, while Arezzo is just a forty-minute drive from here. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also private parking for up to four cars. *This home is spread across three floors with two ground floor bedrooms and bathrooms. Please also note three of the bedrooms have a mezzanine level. *There is daily housekeeping included in your stay (from 9.30am to 12.30pm, exclu...More Details


    • Booked Available
    Apartment • 12 People • 6 5
    From
    1,396 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 1,396 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sun in the Hills


    Surrounded by unspoilt countryside, within walking distance of Terranuova Bracciolini and less than an hour's drive from Florence, this villa is ideally located for a large family or group of friends. Outside, you'll find sun loungers and a private pool, and there’s a sheltered pergola with a table seating ten, so the whole group can enjoy mealtimes together. Inside, the kitchen has plenty of prep space, and the bedrooms are traditional yet comfortable – though only one has air conditioning. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is available on the premises. *The swimming pool (open from May to September) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide three cots and two high chairs upon request. *The host (and their dog and cat) live on-site in a separate building but you’ll have the pool all to yourself. *...More Details


    • Booked Available
    House • 6 People • 4 2
    From
    513 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 513 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Taste of Nature


    This rustic hillside villa boasts gorgeous views from its multi-level garden and private pool. We think it's great for families – the sleeping arrangements have some flexibility, with one of the twin beds able to be converted to a double, and the mosquito screens in every room add some extra practicality. Furry friends are welcome, and your host can provide a free cot and high chair for little ones. Not to mention the location – despite the rolling green landscape, you'll be an easy drive from the Chianti region's charming towns, known for their food and wine. *The road up to this house is even but not paved, and there is space for up to two cars to park. *One well-behaved dog is welcome to accompany you during your stay. *Your host can provide a cot and high chair for free. *The pool is open from May to September. *One of the twin rooms can be converted to a double bed if you request this at the time of booking. *Two bedrooms have th...More Details


    • Booked Available
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