Apartment • 10 People • 5

• 4

•

From

€

686 /night

Min Stay 1 night

Arezzo, Italy

€ 686 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Little Borghis

Flanked by Tuscany's postcard-perfect cypress trees and commanding magnificent views of the rolling hills and vineyards beyond, the setting for this farmhouse villa would be hard to beat. Spend lazy mornings exploring nearby Cortona, one of the oldest Etruscan towns in the region (a sixteen-minute drive). Or discover the little borghis (that's little villages to us) perched in the hillsides surrounding this home. When it's time to cool off from the Tuscan sun, head back home to while away an afternoon beside the pool, enclosed by vineyards and olive trees. Set within a fifteen-hectare farm estate, the owners produce an exceptional extra virgin olive oil and a mean Syrah and Sangiovese, which they'll happily invite you to sample in the wine cellar adjacent to the house. The perfect accompaniments for evening barbecues on the vast outdoor terrace, wouldn't you agree? Group of friends or families sharing will love how spaced out this ...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 • 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, Apartment for rent

Apartment • 10 People • 3

• 3

•

From

€

665 /night

Min Stay 1 night

Arezzo, Italy

€ 665 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Rose

Tucked away in vineyards and verdant pastures as far as the eye can see, this home promises tranquillity with breathtaking views to boot. You'll find it tucked away in Terranuova Bracciolini, surrounded by natural beauty and just a thirty-minute drive from Arezzo. Here, you're in a convenient spot for exploring Tuscany, with Siena and Florence both just shy of an hour's drive away. We're completely infatuated with this home's rustic charm. It's set across two pastel-hued and ivy-clad villas, making it the perfect base for families and large groups. We especially love the majestic glass-walled recreation space, dressed to the nines for entertaining, with a banquet-style dining table, cosy lounge, ping pong and billiards table. Inside, it's a quaint canvas of terracotta tiled floors, shuttered windows and timber beamed ceilings, while contemporary comforts promise a want-for-nothing stay. After a restful slumber in the cosy sleeping qu...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 • 6 People • 3

• 3

•

From

€

642 /night

Min Stay 1 night

Arezzo, Italy

€ 642 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sing, Prima Donna

Sitting on a thousand-hectare olive farm in a rural part of Tuscany, this enchanting villa will win you over with its ancient character. Each morning, slide open the doors of your farmhouse kitchen, where you'll tuck into a traditional breakfast beneath wood beams. From unique oil tastings to dreamy massages, treat yourself to a holiday like no other at this former convent. After cooling down in the shared infinity pool, there's magic to be discovered in the on-site library and theatre – and you can raise your glasses to new friends in the Italian countryside. Perfectly placed, this home awaits midway between charming Arezzo and famous Florence – two cities steeped in rich history. Appreciated by nature lovers and artists for centuries, we're certain that this woodland scenery will inspire you to explore the great outdoors with your loved ones. Perhaps you'll stay by the Resco river, or maybe you'll lace up your hiking boots for a chal...More Details

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Arezzo, House for rent

House • 12 People • 7

• 6

•

From

€

638 /night

Min Stay 7 nights

Arezzo, Italy

€ 638 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Credit Cards Accepted

12-room villa 750 m2 on 5 levels, on the ground floor. Antique and luxurious furnishings: large living/dining room with open-hearth fireplace, dining table, satellite TV and flat screen. Large dining room with open-hearth fireplace and dining table. Exit to the garden, to the swimming pool. Office. Large kitchen (5 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. On the lower ground floor: playroom. Upper floor: 1 double bedroom. Exit to the terrace. 1 double bedroom with bath/bidet/WC and hydro massage bath. 1 room with 2 beds. 1 double bedroom. Exit to the terrace. 1 room with 2 beds. 2 showers/bidet/WC. 2nd upper floor: 1 room with 2 beds and 1 french bed. 1 room with 2 beds. Shower/WC, shower/bidet/WC. Terrace, large garden, lawn. Terrace furniture, barbecue, deck chairs. Panoramic view of the countryside. Facilities: washing machine. Internet (WiFi, free). 2 pets/ dogs allowed. The villa has 3 entrances: one on the ground f...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, Apartment for rent

Apartment • 12 People • 5

• 4

•

From

€

624 /night

Min Stay 1 night

Arezzo, Italy

€ 624 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Italian Heart - Soul

Surrounded by olive trees in the Tuscan countryside, this villa is a peaceful escape for a large family or group of friends. The rustic interiors are rich with charm, and two living areas and kitchens mean plenty of space for everyone to feel comfortable. Outside, you’ll find a large garden with knockout views of the rolling landscape. Better still, there is also a swimming pool, hot tub, and terrace where you can enjoy homemade Italian meals. When you're ready to explore, it's just a ten-minute drive to Cortona, where you'll find plenty of restaurants, shops, and historic landmarks. *The second double bedroom sleeps one guest only. This home sleeps nine adults and three children. *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 the 1st of May to the 30th of September) isn't fenced. If you're bringing little ones, they'll need t...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

621 /night

Min Stay 1 night

Arezzo, Italy

€ 621 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Casa Castagna

Nothing says ‘la dolce vita’ quite like this authentic Italian villa, which you’ll find tucked away on the outskirts of Castiglion Fiorentino. Nestled deep in the heart of the Tuscan countryside, this rustic home dates back to the 17th century, so it’s no wonder that stepping inside feels like travelling back in time. Don’t worry though – there are plenty of modern amenities on-site to make your stay as comfortable as possible, so whether you need to join a last-minute Zoom meeting or want to spend the evening curled up in front of the TV, this Italian abode has got you covered. However you plan to spend your day, we’d recommend starting your morning with a leisurely coffee in the wooded garden, where you’ll be able to feast on views of the verdant Tuscan hills. When you’re finished, grab your swimming costume and take a dip in the shimmering infinity pool, or get dressed and wander down to the grocery store – just a ten-minute walk a...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 • 12 People • 6

• 6

•

From

€

616 /night

Min Stay 1 night

Arezzo, Italy

€ 616 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The White Olive Tree

Not far from the hilltop town of Arezzo, this villa offers a chic and rustic stay in the Italian countryside, with gorgeous views and a private pool. We think this home is well-suited to two families or friend groups travelling together – the two floors act as separate apartments, each with its own kitchen, living room and entrance. The ground floor enjoys direct access to the alfresco dining area, while the first floor benefits from lovely views across the Tuscan landscape. We recommend having a car here – the cities of Siena and Florence are just over an hour's drive away. *Not all bathrooms are photographed, but we expect consistency in style and quality throughout this home. *There is space to park for free outside this home. Due to the location, we recommend hiring a car to make the most of your stay. *There are bedrooms on the ground floor here, accessible for guests with reduced mobility. *Both floors in this home are separate ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 3

•

From

€

606 /night

Min Stay 1 night

Arezzo, Italy

€ 606 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Wild Rosemary

A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home deep in the countryside between Arezzo and Cortona. Surrounded by its own lush, terraced gardens, it's a stone-built gem with flexible accommodation to suit a large group. Packed with character features, you'll be welcomed by tiled floors, ancient wooden beams and traditional shuttered windows. The main house is divided into two apartments, each boasting its own kitchen and cosy living room, and with two bedrooms on each of the two floors. Allowing for as much or as little socialising as you require, there's also a stunning dining room with a table big enough to seat up to ten guests. And it has its own kitchenette to make life easier. Elsewhere in the garden, you'll find an additional one-bed guesthouse with its own bathroom – perfect if you...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, Apartment for rent

Apartment • 14 People • 7

• 5

•

From

€

604 /night

Min Stay 1 night

Arezzo, Italy

€ 604 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Valley of Angels

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven. You’ll find the main house consists of two independent apartments, while the garden cottage has an additional two bedrooms – providing plenty of space for groups to spread out and enjoy quality time together. Some of the furnishings are a little dated, but there’s plenty of charm and character. It’s also just a short drive from the picturesque hilltop town of Cortona (2.5 kilometres away), while the nearest amenities are also just a short drive away. *While not all of the rooms are photographed, we expect the style and quality to be consistent with the rest of the home *The main villa consists of five bedrooms, while the garden cottage has two bedrooms – each apartment has its own kitchen and living room...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 3

• 3

•

From

€

597 /night

Min Stay 1 night

Arezzo, Italy

€ 597 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Old Tuscan Farmhouse

Relaxation is the order of the day at this 19th-century farmhouse in Tuscany's Ranchetto region. Located within its own natural park, lined by tall oak and chestnut trees, it's perfect for those after unwavering peace and privacy. Upon arrival, the home's stone exterior, wooden shutters and juniper roofing hark back to the place's history, and we can't help but swoon over the warm and inviting living space inside. Beamed ceilings and terracotta floors add plenty of visual interest, while the very earthy and natural colour palette will soon have you feeling right at home. Cook up a storm in the country-style kitchen, then spill out into the beautiful communal outdoor areas. With a completely-fenced garden of about 3000 sq/m, full of green foliage and potted flowers, you'll have no choice but to slow right down, adopt the pace of nature and unwind. Whether you're tucking into a lazy alfresco lunch on the terrace, cooling off with a fe...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 • 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 • 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 • 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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Luxury Rentals Arezzo Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

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

Found 146 Arezzo holiday homes for rent

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo Property for rent