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    Found 146 Arezzo holiday homes for rent

    Apartment • 4 People • 3 2 pets pool wifi
    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
    Apartment • 6 People • 2 2 pets wifi
    From
    313 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 313 /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Arezzo's Rooftops


    This apartment is situated at the beginning of Corso Italia (Arezzo's main street), so you’ll be surrounded by shops, cafes and restaurants. Piazza Grande, in the heart of the city’s historical centre, is also just a short stroll away. Other places of interest within walking distance include the Basilica di San Francesco, the Fortezza Medicea and the National Museum of Medieval and Modern Art. Back at this modern apartment, there’s a small balcony with views over Arezzo's rooftops. And there’s an open-plan living space (which also sleeps guests five and six on a sofa bed). This place has everything you need for a comfy stay in this Tuscan gem. *At full occupancy, two guests will be sleeping on the sofa bed in the living area. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *There's free on-street parking available here. Air Conditioning Balcony Carbon Monoxide Detec...More Details


    • Booked Available
    Apartment • 6 People • 2 2 pets wifi
    From
    325 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 325 /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Arezzo Airs


    Modern and comfortable, this apartment is a practical base for exploring Arezzo. It’s just a five-minute walk from Piazza Grande, and four minutes from the train station. There are shops, restaurants, and supermarkets within easy reach. With its smart technologies and contemporary style, this apartment is ideal for families and groups of friends. At full occupancy, two guests will sleep on a sofa bed in the living and dining space, which features an extendable dining table and large windows. *At full occupancy, two guests will sleep on a sofa bed in the living space. *Well-behaved pets are welcome to join you. *You may be able to find free on-street parking nearby. *Your host can provide a travel cot for little ones. *This is a self-check-in home, with access via a smartphone. *Your host can provide luggage storage on arrival and departure days. Air Conditioning Balcony / Patio Black-Out Blinds Carbon Monoxide Detector Central He...More Details


    • Booked Available
    House • 6 People • 3 2 pets pool wifi
    From
    327 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 327 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Olive Garden


    This charming farmhouse overlooking views of the Seano Cortona Valley comes complete with its own olive terrace and a hidden private pool. While the best spot in the house to take in the views is on the first-floor balcony, you'll find plenty of shaded spots to cool off after exploring the surrounding nature – there's direct access to the local walking trails through the forest. Inside, we love the locally handmade furniture pieces bringing a cosy aesthetic to this hideaway. The house is in San Leo Bastia with a small shop, bar, and restaurant, and you'll find the city of Umbertide with even more choices around 20 kilometres away. *Due to this home's location, we recommend hiring a car to maximise your stay. There is private parking available on the premises. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Please note the swimming pool is closed from October to April. *The ...More Details


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

    Arezzo, Italy 

    € 334 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Under A Tuscan Moon


    This rustic-style villa, nestled amid unspoiled swathes of the Italian countryside close to the quintessentially Tuscan town of Cortona, provides the perfect place to slow down, reconnect, and immerse yourself in the laid-back way of life this area offers. In the surrounding area, named Val d'Esse, you will find a wealth of historical, cultural, and archaeological treasures, as well as the eponymous river that runs through the valley and plenty of fantastic local eateries serving traditional delicacies – so there really is something for everyone. Inside, the feeling of this home is one of an authentic old farmhouse. Filled with character, charming stone features, traditional detailing, and offering a rustic kitchen at its heart, the home is warm and inviting. Enjoy coming together in these cosy spaces to cook, eat, and unwind in the company of your nearest and dearest. Step outside and the pool area provides the perfect spot to take...More Details


    • Booked Available
    House • 4 People • 3 2
    From
    359 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 359 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Tuscany Groove


    Rustic and cosy, this typically Tuscan home sits in a peaceful spot within walking distance of Pergine Valdarno, as well as being ideally located for dreamy day trips to Siena, Florence and Arezzo. Outside, you'll find a lush garden filled with fragrant herbs, as well as an elegant infinity pool which provides some beautiful views over this home's hilly surroundings, and a hot tub on a covered terrace is ideal for soaking in at sunset. Inside is characterful, with exposed beams and quaint furniture, and although the light is a little lacking, it makes a snug space to retreat to after busy days in the sunshine. *While the home can sleep up to five people, the maximum occupancy is four guests. *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 September. It isn't fenced, so children will need to be supervised at all times. *Due to this home's...More Details


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

    Arezzo, Italy 

    € 361 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    A Sweet Little Story


    This charming home is ideal for families looking for a relaxing rural break. It’s located in Subbiano, in the Arno Valley, between Arezzo and Casentino Park. Arezzo is just a fifteen-minute drive – this villa is in a quiet and peaceful area but is still close to shops and restaurants. The villa has a private pool and a Jacuzzi and boasts wonderful views of the surrounding countryside. Inside, it’s typically Tuscan in style, so you can expect wooden beams and a rustic kitchen to rustle up Italian dishes in. *One well-behaved pet is welcome to join you, with prior approval from your host. *We recommend hiring a car to get the most out of your stay. There’s free parking here. *The pool is open from 15th May to 15th September. *This home is semi-detached, bordering a summer home for an Italian family. The outside space is exclusively for this home though so you’ll still have your privacy. *Your host can provide a cot and high chair for...More Details


    • Booked Available
    Apartment • 6 People • 4 4
    From
    366 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 366 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    The Terracotta Sun


    Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature. And from the moment you arrive, you’ll want to savour the rustic simplicity and charm of this home – it’s the perfect place to connect with the timeless beauty of Italy. Families and friends will love gathering here – the communal spaces feel warm and intimate, inviting you to slow down and enjoy quality time together. And whether you’re drinking your morning coffee in the garden, swimming in the pool or cooking in the cosy kitchen, this is the kind of home that enriches daily living. Outside, follow the garden path out into the surrounding countryside for an inspiring stroll, or make the short drive into the majestic city of Arezzo – just ten–minutes away. Whether you’re...More Details


    • Booked Available
    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


    • Booked Available
    Apartment • 8 People • 4 5
    From
    388 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 388 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Olive in Bloom


    This traditional villa is the perfect Tuscan escape. It's a fifteen-minute drive from Arezzo and less than ten from quaint Subbiano, so you'll have plenty to see nearby. On days when you’d prefer to stay at home, there’s a private swimming pool and a shared tennis court at your disposal. In the evening, we recommend making a beeline for the hot tub or enjoying a spritz or two on the terrace, where you can bask in the scenery of the rolling hills. The interiors here are dated but charming, and the kitchen has everything you need for fuss-free self-catering. We think it makes a great option for families. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is available on the premises. *If you're travelling with little ones, your host can provide a cot on request. *The swimming pool is only available to use between 15th May and 15th September. It's unfenced, so children will need to be supervi...More Details


    • Booked Available
    Apartment • 14 People • 7 6
    From
    400 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 400 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Gardenia Farmhouse


    For a taste of authentic Tuscany, look no further than this former farmhouse, just a fifteen-minute drive from Cortona and less than an hour from Arezzo. The home includes two independent apartments, so it’s perfect for families staying together or those seeking more privacy. The interiors are rustic yet comfortable with plenty of original features – we loved the exposed stone and timber beams. Outside, there’s a dining terrace, a private swimming pool and loungers for soaking up the sunshine. *While one of the bedrooms and two of the bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking for up to seven cars is available on the premises. *The swimming pool (open from the 27th of April to the 19th of October) isn't fenced. If you're bringing little ones, they'll need to be supervised at al...More Details


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

    Arezzo, Italy 

    € 407 /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Tuscan Tradition


    Leave the tourist trail behind and embrace authentic Tuscan village life during a stay at this charming four-bedroom cottage. The charming stone facade is comfortably the oldest in town, with a history dating back hundreds of years, we're sure this place would have some stories to tell. Your hosts have lovingly renovated the building to create two self-contained two-bedroom apartments that can be effortlessly combined for multi-generational family stays and getaways with groups of friends – all while maintaining a degree of privacy. With exposed stone walls, terracotta floors, and beamed ceilings, this sympathetic renovation preserves the period features and original character so well that, at times, you'll feel as though you've stepped into a time machine. However, with all the mod cons you'd expect, there'll be no reading by candlelight and washing clothes by hand, unless you want to, of course. The village has a small convenience s...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
    Farmhouse • 10 People • 4 2
    From
    447 /night
    Min Stay 7 nights

    Arezzo, Italy 

    € 447 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Villa La Piaggia", 7-room villa 280 m2 on 2 levels. Very comfortable furnishings: open living room with open-hearth fireplace and satellite TV. Exit to the loggia. Living/sleeping room with 2 beds. Exit to the loggia. Open kitchen (oven, dishwasher, 4 induction hot plates, microwave, freezer, electric coffee machine) with dining table. Sep. WC. Upper floor: 2 double bedrooms. 2 rooms, each room with 2 beds. Bath/bidet/WC, bath/shower/bidet/WC. Very beautiful view of the valley and the countryside. Facilities: washing machine. Internet (WiFi, free). Maximum 1 pet/ dog allowed. IT051002B3TJNHRQPA Outside Description: Villa La Piaggia is situated in a very quiet position, at 5 km from Civitella della Chiana and 25 kms away from the centre of Arezzo. The small village maintains the characteristics of ancient times and you can find a typical restaurant and some small shops there. The house and pool in panoramic position overlook the whole...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
    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


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

    Arezzo, Italy 

    € 470 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Memories of Tuscany


    Surrounded by nature, this charming villa in Bucine will have relaxation washing over you in no time. Granted, its traditional interiors may not be to everyone’s taste, but you’ll find everything needed for a comfortable stay here. Perfect for families with younger children, outdoors, the five-a-side football pitch is sure to be a hit. Throw in a private pool, sunbathing spots and alfresco dining areas, and we’re sold. Locally, Bucine itself is well worth a visit, or you can take a day trip to Siena, Florence or Arezzo. *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. *The swimming pool, open from the last Saturday in April to the first Saturday in October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The twin bedroom can be set up as a double upon request. *We recommend hiring a car to get the most out of y...More Details


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

    Arezzo, Italy 

    € 492 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Tranquil Place


    Set in the foothills fringing the medieval town of Cortona and surrounded by olive and fir trees, the setting of this traditional cottage couldn't be more Tuscan if it tried. The interiors may be too rustic for some, but they would perfectly suit a small family or group of friends looking for a fuss-free stay. That lengthy pool fringed by vast lawns for little ones to have a runabout is all yours – and there's a ping pong table to break up pool time. Location-wise, Cortona is within walking distance, just 800 metres away – albeit uphill. And just a little further, discover Lake Trasimeno in Umbria. *There is ample private parking outside the villa. *If you’re travelling with little ones, the pool area has gated access for added peace of mind. *This cottage is semi-detached alongside a separate dwelling which is permanently occupied. The owner's cottage is also within the grounds. The use of the swimming pool is solely for your use, a...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 • 6 People • 2 2
    From
    509 /night
    Min Stay 1 night

    Arezzo, Italy 

    € 509 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Whispering Hills


    Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers. Little ones will also adore the green back garden where they can let their imaginations and legs run free. Though it feels hard to beat the panoramic landscape, it does try. Starting with the indoors hot tub and sauna, where a large bi-fold door connects you to the outdoors. We also like the mix of modern and rustic elements here. As for location, you're a short drive from Arezzo. *There may be some extra fees to pay here, such as charges for utilities, final cleaning fees, city tax and security deposits – all of which you may need to pay in cash to the homeowner. Please reach out during the booking process to confirm. *There’s free parking here. *At full occupancy, two guests will be sleeping on the sofa bed i...More Details


    • Booked Available
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