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 • 10 People • 5

• 5

•

From

€

799 /night

Min Stay 1 night

Arezzo, Italy

€ 799 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Chard Rose

This beautiful Tuscan home caught our attention due to its inspiring views and ample outside living space. Consisting of a farmhouse and a cottage, you'll have access to the well-kept gardens and lovely terraces to help you soak up the rural setting. We think it's a perfect fit for families, due to the abundance of space and fully-fenced swimming pool (complete with a diving board) – plus you've got a table tennis area, sun loungers, a pergola with deck chairs and a covered patio for alfresco suppers. Though you will need a car to explore the region, you'll find the beautiful town of Levane nearby for local amenities. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking on-site parking for two cars. *The swimming pool is only available for use from mid-May to September. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request ...More Details

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Arezzo, House for rent

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

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Arezzo, House for rent

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

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Arezzo, House for rent

House • 6 People • 3

• 2

•

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

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 4

•

From

€

616 /night

Min Stay 1 night

Arezzo, Italy

€ 616 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

This centuries-old home is beguiling with its mellow stone walls and hidden water well. There’s an internal lift too, making this home ideal for those with limited mobility. We love the grapevine-draped patio, as well as the private pool and garden full of plants and fruit and olive trees. Talking of olives – there’s an annual Olive Oil Festival around November to enjoy, but any time of year you can explore this pretty village surrounded by vineyards. Pergine Valdarno has a grocery, bakery, butchers shop, and restaurant, while further afield discover the castles and churches this romantic area is famed for. *There are several free parking spaces in close proximity to the house *The pool is open from 1st May to 1st October (there are steps up to the pool) *A baby cot and high chair are available upon request *One of the four bathrooms is outside *All bedrooms have mosquito nets *We recommend a car for getting the most out of the area ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

968 /night

Min Stay 1 night

Arezzo, Italy

€ 968 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Grapes of Violetta

Ideally located in rural Tuscany, this country villa will provide the perfect base for holidays spent relaxing, wine tasting and hiking around this stunning part of northern Italy. With 8 hectares of olive trees and gardens at your disposal, you’ll want to spend most of your time enjoying the pool, hot tub and alfresco dining area. Inside, you’ll find some of the bedrooms have double beds made up of singles which will give you flexibility, while the separate annexe is perfect for couples seeking extra privacy. And when you want to explore the real Italian Dolce Vita lifestyle, have your host arrange an olive oil tour or truffle hunting excursion. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is parking on the driveway. *This is a country house with original features – some may find the décor a little dated. *This home is spread over three floors. For those with reduced mobility, there ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

738 /night

Min Stay 1 night

Arezzo, Italy

€ 738 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Tasteful Tree

This Tuscan farmhouse sits within a renowned winery, just a ten-minute drive from Arezzo. 250 metres away, guests can enjoy wine tasting and delicious Tuscan food in the winery’s garden. A cosy farmhouse living room and kitchen await inside. We love the dining room with its walls of glass doors offering unobstructed views of the rolling hills, along with a rustic-style semi-outdoor kitchen with a wood-burning oven. Outside, the villa has a beautiful garden with a private corner swimming pool overlooking the valley and city of Arezzo. Start your Tuscan dream the right way with dinner offered by the owners on arrival and a welcome basket for next day's breakfast. *While the kitchen isn’t photographed, we expect the style and quality to be consistent with the rest of the home.\n *For those with reduced mobility, there's a ground-floor bedroom and bathroom here.\n *The swimming pool is only available for use between 28th April and 6th Oct...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 • 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 • 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, 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 • 4 People • 2

• 2

•

From

€

240 /night

Min Stay 1 night

Arezzo, Italy

€ 240 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Olive Green

You could never tire of the rolling hill vistas seen from the private terrace of this pet-friendly Chianti apartment. Set in a handsome farmhouse dating to the 15th century, the home has been reimagined into five independent apartments with a shared swimming pool surrounded by hectares of olive groves at its heart. Inside, while the traditional interiors are charming, the living space with one sofa may feel tight if four of you are sharing. But with a private sun-kissed veranda and Jacuzzi (for an additional fee) outside, we don’t think you’ll mind. Location-wise, take your pick from medieval walled towns or wander-worthy Siena – it’s all just a short journey away. *This home has private parking on the grounds. *The apartment is in a farmhouse consisting of four other apartments, but you’ll have your own private entrance. *You'll have access to the complex's swimming pool. This is shared with the farmhouse's other residents. *The po...More Details

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Arezzo, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

213 /night

Min Stay 1 night

Arezzo, Italy

€ 213 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Hideaway

If this characterful apartment set in an intimate agritourism complex doesn't say Tuscany, we don't know what else will. Surrounded by hectares of olive groves, the home's secluded setting is idyllic. But you're never far from the bustle, with the wander-worthy streets of Siena and countless medieval walled towns all just a short drive away. Inside, the traditional interiors are perfectly in tune with the heritage of this 15th-century farmhouse estate comprised of just five charming apartments. While the indoor living space is limited, the sheltered private terrace and Jacuzzi (for an additional fee) with views of the Tuscan hills are a delight. And wait until you see the shared swimming pool and vast communal lawns at the heart of it all. *This home has private parking on the grounds. *The home is in a farmhouse consisting of four other houses, but you’ll have your own private entrance. *You'll have access to the complex's swimming...More Details

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Arezzo, Apartment for rent

Apartment • 3 People • 1

• 1

•

From

€

240 /night

Min Stay 1 night

Arezzo, Italy

€ 240 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

A Visit from Siena

Set in hectare upon hectare of olive groves and yet just a short drive from the wander-worthy streets of Siena and countless medieval walled towns, the setting of this Tuscan farmhouse apartment is postcard-perfect. A wonderful retreat for two, a single traveller, or a small family, you'll have a private terrace with a barbecue and Jacuzzi (for an additional fee) to soak up the rolling hill vistas, and just across the communal lawns, a shared swimming pool to beat the Tuscan heat. While the traditional interiors might not be everyone's cup of tea, the historic features of this 15th-century estate are impressive. *This home has private parking on the grounds. *The apartment is in a farmhouse consisting of four other apartments, but you’ll have your own private entrance. *You'll have access to the complex's swimming pool. This is shared with the farmhouse's other residents. *The pool is open from 1 May to 1 October. *This home sleeps...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 • 4 People • 2

• 2

•

From

€

564 /night

Min Stay 1 night

Arezzo, Italy

€ 564 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Casa San Giorgio

This charming villa, nestled among the olive trees in Tuscany, is ideal for those looking for fuss-free comfort. Inside the home, you'll find an upside-down layout, while outside, there are two balconies overlooking the square and Pratomagno mountain, as well as a private garden to stroll around. There’s also a large, shared infinity swimming pool and games room with a billiards table. If you don't fancy cooking, guests have access to an on-site restaurant for meals, and the concierge can help organise tours, so it’s easy to explore cities such as Florence nearby. *Upstairs is reached by an internal staircase and an external one and a ramp that connects the two levels. There are two bedrooms and bathrooms on the ground floor. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *There are six villas at this resort. You may be able to book the other homes together to accomm...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

842 /night

Min Stay 1 night

Arezzo, Italy

€ 842 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Luxurious Views

Part of a complex of six similar villas, this place sits in the Tuscan countryside, within day-tripping distance of Florence. If you’re not exploring the medieval hilltop towns and rolling vineyards, there is plenty your host can organise on-site – wine tasting, breakfast, dinner and lunch in the restaurant or trips into the countryside. Guests here have access to a shared infinity pool and a games room. Within the villa, you’ll find a full kitchen and two dining areas. Some might call the living room dated, but it blends in with the wood-beamed ceilings and old fireplaces. *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. *The shared swimming pool is only available between 1st May and 30th September. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *In a remote location, ...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

816 /night

Min Stay 1 night

Arezzo, Italy

€ 816 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Casa

This villa is one of six on a complex, nestled among olive trees with views of the Tuscan hills. You’ll have use of the large, communal infinity pool as well as your own private outdoor space here. While the home has a fully equipped kitchen if you want to cater for yourself, there’s also an on-site restaurant serving breakfast, lunch, and dinner. Location-wise, you’re perfectly placed for walks in the countryside and we suggest hiring a car to explore the vineyards and historic villages that the region is known for. *While one of the bathrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *This is one of six villas in a complex so you’ll have direct neighbours here. *While you’ll have some private outdoor space, the swimming pool is shared with four other villas. It isn't fenced, so children will need to be supervised at all times. *If you're travelling with little ones, your host can ...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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Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 130 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 Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 130 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