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, House for rent

House • 12 People • 7

• 4

•

From

€

870 /night

Min Stay 1 night

Arezzo, Italy

€ 870 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Villa Dreams

Escape to your own slice of Tuscan paradise in this beautifully styled villa, tucked away in the heart of the Valdarno. Surrounded by olive groves, vineyards and stunning mountain views, it’s the ultimate spot to unwind. Lounge by the pool, sip local wine under the stars, or fire up the grill for long, lazy lunches al fresco. Inside, rustic charm meets refined comfort with original features and plenty of space to spread out. The location is peaceful and private, so you will need a car to get around. However, the serenity and scenery are more than worth it. For a dreamy getaway with wow factor, this villa certainly delivers. *The swimming pool is only available for use between May and October. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *There’s free parking for up to six cars. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. Ai...More Details

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Arezzo, House for rent

House • 6 People • 3

• 3

•

From

€

606 /night

Min Stay 1 night

Arezzo, Italy

€ 606 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Quaint - Rustic

A classic country house tucked away in the rolling hills near Lucignano, this traditional home offers an authentic slice of Tuscan life for groups and families looking to really relax. Spend your mornings relaxing by the private pool, then head out to explore the surrounding villages, thermal spas, and Chianti vineyards. Back home, try your hand at a local cooking class, set off on a bike tour through the countryside, or simply enjoy a glass of wine on the balcony. *One well-behaved dog is welcome to accompany you during your stay. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's free parking on the driveway. *The swimming pool is only available for use between 1st May and 15th October. *Heating is only available from the 15th October to the 15th April. Air Conditioning Balcony Barbeque Bathtub Bicycles Black-Out Blinds Blender Buzzer / Wireless Intercom Central Heating Child Frie...More Details

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Arezzo, House for rent

House • 14 People • 8

• 7

•

From

€

636 /night

Min Stay 1 night

Arezzo, Italy

€ 636 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Light of Tuscany

Sandwiched between Siena and Arezzo, this villa is ideally suited to large get-togethers. It consists of three cosy apartments, split between a stone villa (one on each floor) and a cottage. Safe to say, you'll have more than enough space here to spread out – plus plenty of spots to retreat to when you need a little quiet. We love the uninterrupted views across the rolling hills and fields. They're the perfect backdrop for alfresco dining or swimming in the private pool. With archery, table tennis, and a swing set for little ones, dull moments will be few and far between. *This home is divided between a converted barn-style cottage and a stone villa with two apartments. Each has its own kitchen and dining area. The two apartments in the main villa have their own living space. *Well-behaved dogs weighing up to 30kg are welcome to join you here. *Air conditioning is only available in the bedrooms. *Your host provides a free cot and high...More Details

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Arezzo, House for rent

House • 8 People • 4

• 4

•

From

€

787 /night

Min Stay 1 night

Arezzo, Italy

€ 787 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Chapel of Tuscany

This Tuscan villa is perfect for those seeking a tranquil country retreat – set amidst the rolling green hills of the Arezzo province, the place offers lovely views and plenty of privacy. The outdoors boasts a large swimming pool and a hot tub, as well as a lush garden and an alfresco dining area. The interior is all about that rustic charm – while some of the furnishings and the overall style may be a bit old-fashioned, we love the authentic character of this home. Bear in mind that a car is necessary here in order to explore the area and reach the shops and restaurants in the town of Gaiole. *A car is recommended here to make the most out of your stay. There's free private parking on the premises for two cars as well as an EV charge point. *The driveway leading up to this home is unpaved. *Please note that this home is spread across two floors with no internal lift. *The swimming pool is fenced and is in operation between May and ...More Details

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Arezzo, House for rent

House • 14 People • 9

• 7

•

From

€

681 /night

Min Stay 1 night

Arezzo, Italy

€ 681 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Tuscan Wedge

This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a large family or a group of friends to kick back and relax. The outside boasts a private pool area, along with a lush garden and a covered alfresco dining area, perfect for those Italian feasts. There are also mountain bikes available here, so you can explore the picturesque countryside, while kids will love the outdoor play area. *This home consists of the main building and a separate guest cottage. *A car is recommended here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is fenced and is in operation between April and October. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. *A well...More Details

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Arezzo, House for rent

House • 10 People • 5

• 3

•

From

€

782 /night

Min Stay 1 night

Arezzo, Italy

€ 782 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Daisy Cutter

This rustic villa caught our eye for its remote location and peaceful countryside surroundings (best enjoyed off the secret terrace accessed from the fifth bedroom). The nearest town of Ambra lies 10km away, so car hire is essential – though there'll be no interruptions here. You'll find plenty of tranquil outside spaces from which to soak up the glorious setting – from the swimming pool, garden and dining area to the tennis court, bocce court and table tennis space (you've also got a well-equipped gym). And, while the traditional interiors might not be to everyone's taste, keen chefs will love the modern kitchen, which makes alfresco cooking a delight. *Due to this home's location, you'll need to hire a car to get around. There's private parking within the grounds for up to three vehicles. The approach road is uneven so please take care upon arrival. *The villa is set over multiple floors with internal stairs. There is one double bed...More Details

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Arezzo, House for rent

House • 8 People • 4

• 3

•

From

€

500 /night

Min Stay 1 night

Arezzo, Italy

€ 500 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Sweet Orange Peel

Tucked away amongst olive groves and vineyards in the countryside of Chianti, within easy reach of the vibrant cities of Florence, Siena, and Arezzo, this home makes a great base for exploring gorgeous Tuscany. The home itself is typically Tuscan, with antique decor and terracotta tiled floors – but the garden is the sparkliest jewel in the crown, where you'll find a gorgeous dining terrace with climbing vines that provide ample shade, plus a private outdoor pool for making happy memories in the sunshine. *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 October. It isn't fenced, so children will need to be supervised at all times. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is free parking for up to four cars at the home. *Some of the bedroom curtains here don't fully block out the sunli...More Details

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Arezzo, House for rent

House • 8 People • 4

• 5

•

From

€

573 /night

Min Stay 1 night

Arezzo, Italy

€ 573 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Villa

This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery here, especially since you’ll have a large garden at your disposal. The swimming pool is an added perk – with no other buildings in the vicinity, you’ll have total privacy. The inside is all about the stone walls and traditional features, with plenty of room for a large family or a group of friends to make themselves at home. Note that a car is necessary in order to reach the nearest shop and explore the area. *We think a car is necessary here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is in operation between May and September. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. Air Co...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

1,012 /night

Min Stay 1 night

Arezzo, Italy

€ 1,012 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Garden Table

Buried deep within the vineyards and olive groves, this rural retreat offers ample outside space for those wanting a quiet getaway to Tuscany. The interiors are rustic and traditional, so the decor won't be to everyone's taste, but most of your time will be spent outside. With a well-kept garden and private swimming pool, there's plenty of space to while away the afternoons here. Alfresco meals are best enjoyed on the covered dining patio, although, the neighbouring hamlet of Montegonzi offers authentic eateries and bars if you don't feel like cooking. You'll need a car to explore but prepare for a hilly, uneven drive at times. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking for up five cars. *There's a double bedroom on the ground floor, although you'll need to climb stairs to reach the other bedrooms. *The double beds can be configured as twins if required – you’ll need to requ...More Details

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Arezzo, House for rent

House • 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 • 6 People • 4

• 2

•

From

€

513 /night

Min Stay 1 night

Arezzo, Italy

€ 513 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Taste of Nature

This rustic hillside villa boasts gorgeous views from its multi-level garden and private pool. We think it's great for families – the sleeping arrangements have some flexibility, with one of the twin beds able to be converted to a double, and the mosquito screens in every room add some extra practicality. Furry friends are welcome, and your host can provide a free cot and high chair for little ones. Not to mention the location – despite the rolling green landscape, you'll be an easy drive from the Chianti region's charming towns, known for their food and wine. *The road up to this house is even but not paved, and there is space for up to two cars to park. *One well-behaved dog is welcome to accompany you during your stay. *Your host can provide a cot and high chair for free. *The pool is open from May to September. *One of the twin rooms can be converted to a double bed if you request this at the time of booking. *Two bedrooms have th...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

862 /night

Min Stay 1 night

Arezzo, Italy

€ 862 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Shadows

Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden. The hot tub is the icing on the cake – it's the best spot to admire those sweeping views. While the traditional interior isn't as impressive, there's no shortage of space. The fifth bedroom is in a separate cottage, complete with a lounge and kitchenette – perfect for grandparents or a couple wanting extra privacy. A car is a must here, but you'll be within driving distance of Arezzo (25km), Cortona (13km), and the small village of Castiglion Fiorentino (5km). *The fifth bedroom is in an independent cottage. It also has a kitchenette, a living area, and a private entrance. *The first floor is divided into two separate areas, with no connecting door between them. *If you're travelling with little ones, your host can provide a free cot and high chair on reques...More Details

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Arezzo, House for rent

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

Found 51 Arezzo Houses for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy