House • 16 People • 8

• 8

•

From

€

3,881 /night

Min Stay 1 night

Arezzo, Italy

€ 3,881 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Vista

Views of the verdant hills surrounding this home make it a splendid spot for relaxation. The villa boasts a gym, yoga, and massage space in an annex near the swimming pool, within the well-kept garden. Dine under a pergola while watching the sun set over the Val d’Orcia, after a day spent outside in the sunshine. The stone-clad main house and renovated barn have classic Italian features including exposed wooden beams, but these are combined with modern furniture and art. The result? A stylish home-from-home perfect for a large group. *Your host can provide a cot and high chair for little ones. *There’s free parking at this home. *This home comprises the main house, a barn, and an annex. *Your host has arranged daily housekeeping services. *The caretaker lives on the estate, a ten-minute drive away. *Six of the bedrooms can be set up with double beds or twins Air Conditioning Barbeque Bathtub Blender Central Heating Child Friendly ...More Details

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Arezzo, House for rent

House • 20 People • 9

• 9

•

From

€

2,482 /night

Min Stay 1 night

Arezzo, Italy

€ 2,482 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Bucine Bliss

Surrounded by lush gardens and typically Tuscan views, this villa is the definition of bliss. It's packed with character – think brick archways, beamed ceilings, and antique furniture. Between the main house and guest annexe, there's plenty of space for all twenty of you to sprawl out, though a couple of the bedrooms sleep three people. Outside, you can gather on the terrace for alfresco meals, laze by the pool with a cocktail, or just sit back and admire the panoramas. Fancy a change of scenery? Hop in the car and head to Bucine, Siena, or Arezzo – they're all within easy driving distance. *While not all bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *Two bedrooms are located in a guest annexe next to the main villa. Two more bedrooms inside the main house sleep three people – they both have a double bed and a single bed. Some of the other double beds may also be able...More Details

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Arezzo, House for rent

House • 18 People • 9

• 9

•

From

€

2,399 /night

Min Stay 1 night

Arezzo, Italy

€ 2,399 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Lavender - Lemons

Amid the rolling hills and verdant countryside of Tuscany, this home delivers rustic Italian charm and idyllic views. Inside, the rooms unfold across three floors in the main house and two floors in the adjoining annexe – providing an abundance of space and a wonderful sense of character. Outside, the garden lends itself perfectly to lazy days by the pool (open seasonally) and long soaks in the heated jacuzzi. You will need a car to get around here, but it's just 6 kilometres to the nearby town of Ambra (don’t miss the weekly market), plus it’s also within easy reach of Siena, Arezzo, and Cortona. *While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of the home.\n *Due to this home's location, we recommend having a car to get the most out of your stay – there is also free private parking for up to five cars.\n *The main house is spread across three floors while the annexe (with two ...More Details

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Arezzo, House for rent

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

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Arezzo, House for rent

House • 18 People • 8

• 8

•

From

€

2,163 /night

Min Stay 1 night

Arezzo, Italy

€ 2,163 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green - White

With a tennis court, volleyball court, and a five-a-side football pitch, this home is perfect for those seeking an active holiday in Italy. It’s in the green hills of Valdarno Aretino, close to trails for hiking and mountain biking. You’ll also be within easy reach of Siena, Florence, and Arezzo, giving you plenty of inspiration for day trips. When you’re not out exploring, you’ll enjoy having this peaceful space to call home. One swimming pool has a counter-current system, and the other boasts a hydromassage feature for a more relaxing soak. Perfect for several family groups, this home is spread between the main villa and two annexes. *Your host can provide a cot and high chair for little ones. *The swimming pools are open from the last Saturday in April until the first Saturday in October. *Four tennis rackets are provided for the tennis court. *There’s free parking at this home. *This home comprises the main villa and two annexes,...More Details

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Arezzo, House for rent

House • 8 People • 4

• 2

•

From

€

1,887 /night

Min Stay 1 night

Arezzo, Italy

€ 1,887 /Night (minimum stay 1 night)

Swimming Pool

WiFi

The Healer of Tubbiano

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one. Arrive to be awed by the impressive façade and the surrounding gardens, with ancient trees and lovingly tended to plots of organic fruit and vegetables. You’ll feel light years away from the hustle and bustle of modernity, and the serene holiday mode will descend upon you the moment you step your foot on this land. Come inside to be welcomed by the cosy interior, with the original wooden beams on the ceiling, stone walls and terracotta floors. We love just how much space there is here to lounge about and enjoy the tranquillity – for those lovely evenings of fine wine an...More Details

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Arezzo, House for rent

House • 18 People • 9

• 9

•

From

€

1,692 /night

Min Stay 1 night

Arezzo, Italy

€ 1,692 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Rosewood Manor

This Tuscan villa was once a hotel, so it’s well set up for large groups. All of the bedrooms are en-suite, there’s an industrial kitchen, and the huge lounge has plenty of sofas. With an indoor and outdoor pool, you can swim in every season here. Plus there’s a sauna and two of the en-suites have Jacuzzi bathtubs. The decor feels a little dated – particularly the bathrooms – but we love the formal dining room and the conservatory overlooking the Tuscan countryside. Located in the centre of Valdichiana, there are plenty of opportunities for hiking in the area. Or you can jump in the car for a day trip to the hilltop town of Cortona or the Medieval city of Arezzo. *The swimming pools aren’t fenced. If you're bringing little ones, they'll need to be supervised at all times. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *Due to this home's location, we recommend hiring a car to get the ...More Details

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Arezzo, House for rent

House • 22 People • 11

• 11

•

From

€

1,555 /night

Min Stay 1 night

Arezzo, Italy

€ 1,555 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sweet Vita

Overlooking vineyards, rolling hills and woodland, this private estate sits like a gateway to the natural beauty of Tuscany. There are two villas here, one of which dates back to 1700 while the other is a traditional Tuscan farmhouse – together they set the tone for a restorative retreat or intimate celebration. You’ll also find two private pools, a barbecue and multiple terraces to relax and savour the unique charm of this location. From here, it's just a 250-metre stroll to a winery and restaurant – perfect for sampling local produce. And for explorations further afield, it's just a ten-minute drive to the hilltop city of Arezzo. While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of the home.\n *Please note this home consists of two independent villas each with its own swimming pool. The first villa sleeps 12 guests and has two floors connected by external stairs. The second vill...More Details

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Arezzo, House for rent

House • 14 People • 5

• 5

•

From

€

1,331 /night

Min Stay 1 night

Arezzo, Italy

€ 1,331 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Courtyard Sunsets

Immerse yourself in the peace and prettiness of the Tuscan countryside from a stunning 15th-century villa. The villa is split into four apartments, making it perfect for several family groups travelling together. It’s perched on a hill within a wine- and oil-cultivating estate, amid beautiful scenery. The views can be admired from the private pool and from the courtyard, where you can dine alfresco. Inside, there’s a wellness area with a gym, a hammam, and a hydromassage tub. You’ll be within easy reach of the shops and restaurants of Monte San Savino, and can take day trips to Siena, Arezzo, and Florence. *This home comprises four individual residential units, each with a separate entrance. Two of the apartments are on the first floor, accessible via a flight of stairs. *Two of the double beds can be unzipped into twin beds if preferred Air Conditioning Barbeque Central Heating Child Friendly Coffee Maker Cot / Crib Dishwasher Espr...More Details

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Arezzo, House for rent

House • 6 People • 3

• 4

•

From

€

1,317 /night

Min Stay 1 night

Arezzo, Italy

€ 1,317 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Triumph in Tuscany

This contemporary villa set on the edge of Terontola in southern Tuscany is just the ticket for those seeking a serene escape away from it all. Boasting modern interiors, a private pool and sun-kissed terraces, it’s a real gem. But the cherry on the cake? This home has its very own spa. So, if you fancy a sauna or massage, just wander down the steps to the lower ground floor where your sanctuary awaits. Keen to explore? Drive to historic Cortona, sample the local chocolate of Perugia, or bathe in the hot thermal springs at Bagni San Filippo – you’ll never be lost for things to do. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *One ...More Details

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Arezzo, House for rent

House • 12 People • 6

• 6

•

From

€

1,297 /night

Min Stay 1 night

Arezzo, Italy

€ 1,297 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Sun Rose

Time stands still at this 18th-century villa nestled in the heart of the Tuscan countryside. The rooms perfectly embody traditional Italian charm, while the garden offers sweeping views across the hills – making this the ideal setting for a restorative retreat or intimate celebration. There’s also a private pool and jacuzzi (available on request), with multiple lounging spots to sit back and savour the stillness of this rural location. And when you’re in search of adventure, it’s just a short drive to the amenities in Monterchi, while the majestic cities of Arezzo, Siena and Florence are close enough for day trips. *Due to this home's location, we recommend having a car to get the most out of your stay – there is also free private parking.\n *This home is spread across three levels with no internal lift – there are also steps leading down to the pool.\n *Please note the swimming pool is only available from the 11th of April to the 17t...More Details

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Arezzo, House for rent

House • 6 People • 3

• 3

•

From

€

1,287 /night

Min Stay 1 night

Arezzo, Italy

€ 1,287 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany Soul

With a private swimming pool, sun-drenched terraces and a private spa that includes a sauna, Turkish bath and massage table, it’s impossible not to relax here. Set just five kilometres from the centre of historic Cortona, this charming villa is an ideal retreat for a family or group of friends. With daily breakfast included, you can start the day in a leisurely fashion on the terrace, just the spot for sunny alfresco dining. And if having breakfast prepared has given you the taste for taking it easy, you’ll find a selection of eateries nearby for authentic Tuscan food. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *The swimming pool, open between 1st May and 30th September, isn't fenced and there are open tread stairs here. If you're bringing children,...More Details

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Arezzo, House for rent

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

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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, 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, 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, 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, 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, House for rent

House • 12 People • 6

• 5

•

From

€

809 /night

Min Stay 1 night

Arezzo, Italy

€ 809 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Scent of Hydrangeas

Tucked away in the town of Santa Maria alla Rassinata, amid the hills of Arezzo, this delightful holiday home promises beautiful views. The house dates back to the mid-16th century and has been expertly restored, showcasing retro charm. Outside, you’ll have a swimming pool surrounded by panoramic views, and a terrace with a pool house and a minibar. The well-maintained gardens feature antique roses, hydrangeas, and aromatic plants. The setting is ideal for long walks and bike rides, and you’ll be just an eighteen-minute drive from Palazzo del Pero. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *The swimming pool is available from the last Saturday of April until the first Saturday of October. The pool is 150 metres from the villa, accessed along a path and down seven stone steps. *The caretakers live in the annex adjacent to the villa. *This ho...More Details

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Luxury Rentals Homes for rent in Arezzo Holiday rentals Italian vacation rentals of Detached House and Villas, Single Family Homes - Short term lettings

Found 51 Arezzo Houses 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