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, Apartment for rent

Apartment • 18 People • 5

• 5

•

From

€

2,617 /night

Min Stay 1 night

Arezzo, Italy

€ 2,617 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cypress - Stone

You’ll find this lavish Tuscan villa at the end of a tree-lined drive, where cypresses stand sentinel against the rolling landscape. A swimming pool set in the perfectly manicured lawn provides a cooling reprise from the Tuscan sun, and there are plenty of loungers to while away the days. Dining outdoors can be taken on the gravel patio, beneath huge parasols, or perhaps amidst the rusticana of the loggia with its built-in wood oven. The terrace, overlooking the fields below, is the perfect spot for a sundowner. Terracotta and flagstone floors inside retain that old Tuscan feel, alongside frescoed walls and ceilings. Living areas with plush sofas are connected by brick archways and rooms illuminated by candelabra and Moroccan lamps. Marble statues, shelves teeming with books and rich oil paintings all add that luxurious feel. The main kitchen, in chrome and steel, looks like it belongs to a fine-dining restaurant and each of the three ...More Details

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Arezzo, Apartment for rent

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

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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, Apartment for rent

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

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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, Apartment for rent

Apartment • 15 People • 7

• 7

•

From

€

1,824 /night

Min Stay 1 night

Arezzo, Italy

€ 1,824 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Arezzo Stone

This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings. This home looks stunning from every angle, both inside and out. From the moment you step inside, you’ll feel its history – with its stone walls, high-beamed ceilings, open hearths, Renaissance artworks and a mosaic of windows. There’s plenty of space for you and your guests – with spacious, stone-arched ceilings and a flowing, open-plan layout – and it's equally adept for socialising and private moments. Here, the details do not just complement the surrounding landscape – they are built around them. Spend mornings plunging into the pool or working up a sweat on the volleyball court before blending a smooth...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

1,713 /night

Min Stay 1 night

Arezzo, Italy

€ 1,713 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Main Event

Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arrival, you’ll want to pause to admire the unique charm of this setting. Surrounded by trees, the abundant garden fills the house with a wonderful sense of peace and tranquillity – inviting you to put down your bags and make your way inside. From the elegant styling, rustic stone and traditional features to the air-conditioned bedrooms (each with its own bathroom), the owners have honoured the building’s heritage whilst integrating contemporary comforts – including a lift to travel between floors. And with an abundance of living space, both inside and out, this is the perfect location to celebrate the simple pleasures of Italian living. So whether you’re enjoying a quiet morning coffee on the terrace, swimming in the pool, relaxing in the ...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, Apartment for rent

Apartment • 16 People • 13

• 11

•

From

€

1,519 /night

Min Stay 1 night

Arezzo, Italy

€ 1,519 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Vineyard House

Surrounded by over a hectare of parkland, this beautiful home will, if nothing else, reestablish your connection to nature – starting on the drive up to the front door, where the path is lined with Cyprus trees. We encourage long morning walks around the grounds, lazy afternoons picnicking at the edge of the vineyards, and sunset swims where you can get out onto terracotta that’s still warm after being sun-baked all day. Enjoy meals al fresco at the striking table on the balcony and drinks in the portico. With outdoor seating for almost every occasion – including coffee and quiet contemplation under the vine-covered pergola – entire days can be spent in Tuscan temperatures, but don’t be surprised if the 16th-century charm of the home calls you in. With beams exposed and tiles kept traditional, you’ll find yourself at home between the rustic walls. Immerse yourself in the history and slower pace of living as you wander around looking...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 5

•

From

€

1,509 /night

Min Stay 1 night

Arezzo, Italy

€ 1,509 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Treasure in Tuscany

Nestled between Siena and Arezzo, this villa ticks all of our boxes for a memorable stay in the heart of Tuscany. The abode is made up of a main house and a separate residence with a living area, kitchenette and en-suite bedroom (ideal for those who like their privacy), so there’s plenty of space for the group to spread out. Not only are there luxury additions like a sauna, pizza oven and swimming pool, but your host also provides a complimentary wine experience and dinner on your first night to make your time here that extra bit special. *Due to this home's location, we recommend hiring a car to get the most out of your stay.\n *The swimming pool (open from June to September) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. \n *A cleaning service visits the home on Monday, Wednesday and Saturday.\n *Your host provides a wine-tasting experience, dinner on the first evening, and basic grocery sh...More Details

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Arezzo, Apartment for rent

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

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Arezzo, Apartment for rent

Apartment • 17 People • 8

• 7

•

From

€

1,416 /night

Min Stay 1 night

Arezzo, Italy

€ 1,416 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Etruscan Lady

Stunning countryside views. A lush garden. A swimming pool. Even a private bowls court. This Tuscan mansion sets the scene for la dolce vita. Inside, traditional charm meets a touch of eccentricity – think vaulted ceilings, eclectic furnishings, and unexpected pops of colour. And when it comes to space? There’s more than enough to go around – two kitchens and generous communal areas make it ideal for large groups of friends or family get-togethers. Cortona, Siena and Florence are all within driving distance – though with a base like this, you might be tempted to stay put. *Due to this home's rural location, we recommend hiring a car to get the most out of your stay. There's onsite parking for up to seven vehicles. *The swimming pool is only available for use between May and September. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *There is plenty on offer in the way of outdoor activit...More Details

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Arezzo, Apartment for rent

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

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 4

•

From

€

1,396 /night

Min Stay 1 night

Arezzo, Italy

€ 1,396 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cortona Court

Modern and attractive, this villa is a dreamy base for an Italian escape. It’s just a seven-minute drive from historic Cortona, where you can dine out and shop for souvenirs. Despite being so close to the town, the villa is a peaceful retreat surrounded by verdant hills. Outside, there’s a pool and Jacuzzi, plenty of sun loungers, and a terrace for alfresco dining. Inside the comfortable villa, you’ll find minimalist design and clean lines. We love the beautiful dining room, with its floor-to-ceiling windows overlooking the garden. *There’s free parking for two cars at this home. We recommend hiring a car to get the most out of your stay. *Your host can provide a cot and high chair for little ones on request. *This home is spread over two floors so it may not be suitable for those with reduced mobility. Two bedrooms are on the ground floor. *Though not every bathroom has been photographed, we expect the style and standard to be consis...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 7

•

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

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Luxury Rentals Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

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Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Luxury Rentals Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo Property for rent