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, 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, 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, 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 • 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

• 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 • 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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Arezzo, Apartment for rent

Apartment • 11 People • 6

• 6

•

From

€

1,338 /night

Min Stay 1 night

Arezzo, Italy

€ 1,338 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Comet at Twilight

Dating back to the 17th century, there is an undeniable air of rustic charm to this villa near Arezzo (a thirty-five-minute drive away). As the sun sets over the surrounding hills, the stone facade practically glows against the landscape. You’ve got 80 acres of ground to explore, dotted with cypress trees, olive groves and peaceful woodland. Exploring every nook and cranny, you’ll stumble upon hammocks strung up between trees, outdoor lounges looking out over the rolling hills, a dining area beneath a wrought-iron gazebo and, of course, the turquoise pool in the terraced garden. Our favourite spot is the courtyard garden, bursting with potted flowers in a riot of colour. Inside, it’s exactly what you expect from a historic home in the Italian hills. Ceilings are wooden with gnarled old beams, thick stone walls are pristine white and the time-worn terracotta floors look as though it has seen centuries of footsteps. Although it’s been co...More Details

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Arezzo, Apartment for rent

Apartment • 18 People • 10

• 9

•

From

€

1,274 /night

Min Stay 1 night

Arezzo, Italy

€ 1,274 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

La Terre in Fiore

Tucked among olive groves in the hills of Valdichiana, this villa offers a peaceful Tuscan escape with plenty of space for groups to spread out and do their own thing. The layout across separate apartments means everyone gets a bit of privacy – ideal for multi-generational getaways or group holidays that don’t feel over-crowded. There’s room to gather too, with a communal dining room, outdoor porch and plenty of spots to eat outside. When you’re not exploring the close-by villages and sprawling local vineyards, take a splash in the private pool or challenge a loved one to a game of ping pong. *This home is made up of three separate apartments and one suite – they’re not connected internally, so groups will be split across different spaces. *The interior styling is traditional Tuscan – think exposed beams, terracotta floors and antique furniture. *Some appliances may feel dated – everything works, but it’s worth setting expectations ar...More Details

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Arezzo, Apartment for rent

Apartment • 11 People • 5

• 5

•

From

€

1,253 /night

Min Stay 1 night

Arezzo, Italy

€ 1,253 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Pastel Caramel

Situated on a hilltop above the city of Arezzo, this villa boasts a private saltwater pool and a large garden with hammocks, outdoor seating, and a wood-burning pizza oven. The decor is quite traditional and won't be for everyone, but there's lots of space for kids to play outside and indoors on the foosball table, and your host can provide a cot and high chair if you're travelling with little ones. The location means you'll have plenty of peace and quiet along with some truly gorgeous views, but you'll want a car for visiting Arezzo and exploring Tuscany. *There is space to park for free outside this home. Due to its location, we recommend hiring a car to get the most out of your stay. *Your host can provide a free cot and high chair if you're travelling with little ones. You'll need to request these in advance. *There are bedrooms and bathrooms on the ground floor of this home. *Your host will provide a starter supply of firewood an...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,218 /night

Min Stay 1 night

Arezzo, Italy

€ 1,218 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

My Italian Song

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

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

1,157 /night

Min Stay 1 night

Arezzo, Italy

€ 1,157 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Roses - Herbs

This refurbished 17th-century villa sits like a jewel in the middle of emerald green lawns. It has a sense of traditional charm, with most of its original stone structure intact and carefully curated vintage furniture including a four-poster bed and antique armchairs. Modern upgrades like the sleek bathrooms, a cosy TV lounge and a fully-equipped kitchen provide all the home comforts you need. Spend lazy days here lounging by the private pool, or active afternoons walking through the nearby olive groves that are bordered by bushes of red roses and herbs. In the evening, sit back and enjoy a glass of wine on the terrace where pretty wicker seating makes for the perfect spot to watch the sunset over Tuscany’s iconic rolling green hills. *Your host can help to customise your experience with additional services such as an in-house chef, private transfers and car rental *City taxes are not included in the price of the stay and will be coll...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

1,138 /night

Min Stay 1 night

Arezzo, Italy

€ 1,138 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Gift of Laurel

With views across the Val di Chiana, this beautiful 18th Century villa is rich in the warmth and charm of the Tuscan countryside. Filled with character, there’s an atmospheric presence to this home that feels enchanting. It’s the kind of space that offers a wonderful glimpse into traditional Italian life – inviting you to savour the joy of being together in a beautiful setting. And whether you’re preparing your morning coffee in the kitchen, lounging by the pool or sitting around the table, there’s an understated luxury to this home that feels inspiring. Outside, follow the spectacular views to the hilltop town of Cortona – only a twenty–minute drive, or admire the stunning renaissance architecture in Montepulciano – a thirty–minute drive away. As the day draws to a close, you’ll love gathering in the garden of this home. It’s the perfect setting to light up the barbecue and watch the sunset across the valley. *Due to the locati...More Details

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Arezzo, Apartment for rent

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

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,105 /night

Min Stay 1 night

Arezzo, Italy

€ 1,105 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Orange Sun

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

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Luxury Rentals Apartments for rent in Arezzo Holiday rentals Italian vacation rentals of Flats and Penthouses, Condos - Short term lettings

Found 92 Arezzo Apartments 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

Luxury Rentals Apartments for rent in Arezzo Holiday rentals Italian vacation rentals of Flats and Penthouses, Condos - Short term lettings

Found 92 Arezzo Apartments 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 Apartment for rent