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, 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, House for rent

House • 10 People • 5

• 2

•

From

€

589 /night

Min Stay 1 night

Arezzo, Italy

€ 589 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

This quintessentially Italian home is nestled in the countryside just 5 kilometres from the beautiful town of Cortona. Days here can be spent hiking, cycling and exploring the historic hilltop towns of Tuscany. There’s also a private pool, a bocce court and a terrace with a barbecue – perfect for magical sunset meals. Inside, the rooms are traditional and full of character with plenty of space across the two floors to spread out. One of the rooms has bunk beds – making this a great option for families travelling with children. *Free parking is available for up to four cars. *This home is spread across two floors with stairs. *The two single beds in the fourth bedroom can be arranged as a double on request. *Please note the air conditioning is on the first floor only. *A weekly linen change is included in your stay. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request the...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

650 /night

Min Stay 1 night

Arezzo, Italy

€ 650 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Peaceful Love

Escape to the beautiful Tuscan countryside, with a stay in this traditional Italian home. You’ll be welcomed by a serene garden with a pool and a covered veranda with an outdoor kitchen for alfresco dining. There’s also a wellness area with a sauna and a hot tub to ensure optimum relaxation. Inside, you’ll find tradition and contemporary comfort with all five bedrooms featuring en-site bathrooms for privacy. We recommend hiring a car to get around here, but it’s just a short drive to Ambra where you’ll find the nearest restaurants and shops. You can also drive to Arezzo, Florence and Siena for inspiring day trips. *Private parking is available for up to eight cars. There is also a charging station for electric vehicles. *A weekly linen change is included in your stay. *Please note this home is set across two floors with stairs. *If you're travelling with little ones, your host can provide a cot and two high chairs for free on req...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, 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 • 4 People • 2

• 1

•

From

€

470 /night

Min Stay 1 night

Arezzo, Italy

€ 470 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Memories of Tuscany

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

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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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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 • 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 • 10 People • 5

• 5

•

From

€

591 /night

Min Stay 1 night

Arezzo, Italy

€ 591 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Towering Tuscany

This home boasts a remarkable location in the countryside outside of Arezzo. The beautiful garden and outside space boast far-reaching views of the surrounding olive groves, with a swimming pool and hot tub to enjoy them from. There’s also a pergola for alfresco dining. Inside, the villa is classically Tuscan, with terracotta tiled floors and exposed wooden beams. One lucky couple will get to sleep in the tower bedroom, with its high walls and secluded atmosphere – happily, all of the bedrooms have their charms so nobody will be missing out. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. *There’s free parking at this home. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Your host provides a welcome buffet on arrival. *The swimming pool is open from mid April-mid October. *You’ll have access to the fishing lake near the villa, an...More Details

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Arezzo, House for rent

House • 8 People • 4

• 4

•

From

€

699 /night

Min Stay 1 night

Arezzo, Italy

€ 699 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Between the Vines

Nestled on an estate amongst vineyards and olive groves in the Valdarno Valley, this charming villa offers an idyllic escape. Ideal for a family or group of friends, there’s plenty of space to spread out here to enjoy some quiet time, or come together as a group to socialise. And while we love the seamless blend of traditional and modern inside this home, for us, the outdoor space is the star of the show. Relax by the private pool, accessible via a golf buggy, or savour alfresco meals under the vine-clad pergola. Perfectly situated between Florence and Arezzo, this home promises both tranquillity and convenience. *This villa is set on a vineyard. *The swimming pool is 70 metres away from the villa, across the vineyard. A golf buggy is available should you wish to use it to reach the pool. *The pool, open from May to September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelli...More Details

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Arezzo, House for rent

House • 8 People • 5

• 3

•

From

€

590 /night

Min Stay 1 night

Arezzo, Italy

€ 590 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany Sun

Tucked away in the Tuscan countryside, this home is an ideal base for a group of friends or an extended family. Made up of two bungalows, it’s perfect for those who like to holiday together yet still enjoy some private time, as the second home sleeps two yet still has everything needed for a comfortable stay. Outdoors, everyone can gather together to enjoy the private pool, hot tub, or simply relax on the sun-drenched terraces. Location-wise, nearby Montevarchi is a charming town with shops and restaurants, along with a train station providing easy access to Florence, Siena and Arezzo if you don’t fancy driving. *This home consists of two bungalows – the first with four bedrooms and the second with one bedroom. Both have open-plan kitchens, living rooms and dining rooms. *While the home can sleep up to ten people, the maximum occupancy is eight guests. *The swimming pool is only available for use between May and September. *One well-b...More Details

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Arezzo, House for rent

House • 6 People • 4

• 5

•

From

€

676 /night

Min Stay 1 night

Arezzo, Italy

€ 676 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Celebrate the Moment

Nestled among the olive groves of Chianti, this home welcomes you to enjoy mesmerising views and ultimate relaxation. There’s a private pool and a perfectly positioned terrace for sunset drinks and alfresco dining. Inside, the rooms are traditional, simple and well suited to families. You’ll also find one of the bedrooms is located in the pool house – providing a sweet and private sanctuary for two guests. You will need a car to get around here, but it’s just a short drive to the nearest amenities, while the beautiful Castelnuovo Berardenga (renowned for its delicious wine, restaurants and castles) is also just a short drive away. *This home can accommodate eight guests with prior approval from the host. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Please note the swimming pool is available for use from May to October. *Private parking is available for up to three cars. B...More Details

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Arezzo, House for rent

House • 18 People • 9

• 8

•

From

€

794 /night

Min Stay 1 night

Arezzo, Italy

€ 794 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany in Bloom

Made for outdoor living and large family gatherings, this home is sure to jump high up on your wishlist. We love the space this home has, and with two apartments independent from the main villa, it’s perfect for extended families where two couples are seeking a bit of added privacy. With traditional interiors, it’s a comfortable place to call home – but it was the outdoor space that caught our eye. Sun-kissed terraces, alfresco dining opportunities, a private pool and hot tub, and all a short drive from the beautiful hilltop town of Cortona. *This home has two independent apartments on the first floor, accessed via an external staircase. Each apartment has a bedroom, bathroom and kitchenette. *The swimming pool, open between 20th May and 30th September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The hot tub is available for use between April and October. *If you're travelling with little...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 • 3 People • 2

• 1

•

From

€

224 /night

Min Stay 1 night

Arezzo, Italy

€ 224 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Barn Retreat

In the heart of the Tuscan countryside, this lovingly restored stone barn offers an ideal retreat. From this home's hilltop location, there are stunning views of the surrounding olive-covered hills. You can enjoy the vistas from the terrace and private saltwater pool, while inside, the traditional and rustic decor creates a homely feel. Just 500 metres from this place, you’ll find the local town with all of its amenities or go wine tasting at the renowned Petrolo winery just 2 kilometres away. *This converted barn is set over two levels. *While the home can sleep up to four people, the maximum occupancy is three guests. *Well behaved pets are welcome here. *The swimming pool is only available for use between May and October. *There's free parking for three cars here. Air Conditioning Barbeque Beach / Pool Towels Central Heating Child Friendly Coffee Maker Dishwasher EV Charger Fan Fenced Property Fireplace Freezer Fridge Garden Hair...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, 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, 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 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