Apartment • 11 People • 6

• 6

•

From

€

1,338 /night

Min Stay 1 night

Arezzo, Italy

€ 1,338 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Comet at Twilight

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

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Arezzo, 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 • 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 • 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 • 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 • 18 People • 10

• 9

•

From

€

1,274 /night

Min Stay 1 night

Arezzo, Italy

€ 1,274 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

La Terre in Fiore

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

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Arezzo, Apartment for rent

Apartment • 11 People • 5

• 5

•

From

€

1,253 /night

Min Stay 1 night

Arezzo, Italy

€ 1,253 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Pastel Caramel

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

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,218 /night

Min Stay 1 night

Arezzo, Italy

€ 1,218 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

My Italian Song

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

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

1,157 /night

Min Stay 1 night

Arezzo, Italy

€ 1,157 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Roses - Herbs

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

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

1,138 /night

Min Stay 1 night

Arezzo, Italy

€ 1,138 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Gift of Laurel

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

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 7

•

From

€

1,131 /night

Min Stay 1 night

Arezzo, Italy

€ 1,131 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Flowering Rose

This beautiful home is tucked away in a hamlet on the eastern edge of Chianti. You can look forward to superb views of the vineyards and countryside that surround the home – this is a peaceful setting. In addition to a private pool, this home boasts several terraces for you to enjoy the weather from. There are plenty of cosy areas for chilling out too. There’s even a compact sauna and a covered Jacuzzi, as well as a spa area. This is a traditional Tuscan country home, so the decor isn’t modern or sleek – it has heaps of charm though. *Well-behaved dogs under 30kg are welcome to join you. *There’s free private parking here. *Your host can provide a cot and high chair for little ones. *This home is spread between the main villa and a cottage. *Three of the double beds can be converted to twins if preferred. Just let your host know when you book. Air Conditioning Balcony / Patio Barbeque Bathtub Carbon Monoxide Detector Central Hea...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,105 /night

Min Stay 1 night

Arezzo, Italy

€ 1,105 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Orange Sun

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

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Arezzo, Apartment for rent

Apartment • 14 People • 5

• 5

•

From

€

1,087 /night

Min Stay 1 night

Arezzo, Italy

€ 1,087 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Timeless Harmony

Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super modern. Sit by the fireplace in the main building or admire the art adorning the walls, or out by the private pool and catch some sun on the poolside loungers under the trees. While one annexe houses primarily bedrooms, the second can be enjoyed as an impressive modern gazebo with a fully-equipped kitchen and dining area, and large windows that can be lowered at the touch of a button. Read under the trees and enjoy picnics on the vast grounds, and dine alfresco in the furnished gazebo. Although you'll enjoy tranquillity and serenity during your stay, there's only a ten-minute drive between you and the city of Arezzo. History buffs can visit the Roman amphitheatre and Medici Fortress, or dine like a local at the range of fantastic restauran...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,079 /night

Min Stay 1 night

Arezzo, Italy

€ 1,079 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Wrapped in Jasmine - Aloe

Nestled quietly in the countryside, this beautiful home will enchant you from the moment you first set eyes on it. With views over the Val di Chiana and Cortona, this home has it all – stunning stonework, exposed beams, comfortable furnishings and rich gardens. Spend your days swimming in the panoramic infinity pool which is unique, thanks to its telescopic closure system – close the walls and roof and you can access the pool directly from the living room. Combining traditional Italian rustic charm with elegance and class, it won't just be the terracotta accents helping you feel the warmth of this home. Dine with loved ones in the wonderfully open-plan space or even share a pizza at the outdoor wood oven, before snuggling around the fireplace to enjoy a bottle of wine and good conversation. With the main villa alongside two annexes, there’s space for privacy but enough to keep the whole family entertained, making this home the perfect...More Details

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Arezzo, Apartment for rent

Apartment • 14 People • 7

• 6

•

From

€

1,065 /night

Min Stay 1 night

Arezzo, Italy

€ 1,065 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Villa Etrusca

This 17th century Tuscan villa is brimming with old world charm. It has been expertly restored and renovated, while maintaining a magical ancient aura. Terracotta floors, bronze busts, wooden roof beams, original fireplaces and deep stone basins compound the villa’s traditional appeal, while outside there is a stunning 14 by 6 metre pool, and plenty of chill out zones and deck chairs so you can sunbathe and relax in comfort. There are seven bedrooms, each with their own distinct character. We love the emerald green tiled bathroom, and the classic Tuscan stripes. Downstairs there are three living rooms, as well as a cards table for a late night game of Poker. On warm summer evenings dinner can be eaten al fresco, or at the long banqueting table inside. The kitchen is fully modernised, and there is also an outdoor wood fired oven, so you can try your hand at pizza making. The villa is located in verdant countryside, about an eight minut...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,063 /night

Min Stay 1 night

Arezzo, Italy

€ 1,063 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rosemary Breeze

In the folds of the hills, this home is all about those Tuscan sunsets. Catch the golden hour, as the sun dips below the forest-clad hills, from the terrace where curtains frame the view and dining by candlelight is a delight. Days can be spent drifting from one terrace lounge to another, or swimming laps in the pool – the sun hits the water throughout the day. There are two farmhouse-style kitchens to choose from – one is professional-grade in the basement of the main villa and the other, a smaller affair in the separate cottage. Guests can spread out between both buildings, each with its own living room, and join together for excursions to Cortona, 10 kilometres away. tbc Air Conditioning Balcony Barbeque Child Friendly Coffee Maker Cooking Essentials Dishwasher Dryer DVD Player Fireplace Freezer Fridge Garden Hair Dryer High Chair Kettle Kitchen Kitchen Utensils Laptop Friendly Workspace Microwave Outdoor Seating Oven Parking Ava...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

1,047 /night

Min Stay 1 night

Arezzo, Italy

€ 1,047 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Branches Of Fruit

This stunning villa is an oasis of colourful flowers, tropical plant life and spectacular views. Perched at the apex of the hillside, the villa exudes unbridled privacy and tranquility. Sit on the dining table in the mornings, cappuccino in your hand, basking in the beauty of the encompassing landscape. Peaceful and relaxing, it's a rural slice of Tuscany that's reserved just for you. The home oozes serenity at all times, yet its flexibility transforms it into a social hub with your favourite people. Various seating spots, a large garden, luscious pool and BBQ area are idyllic spots to chat away into the gentle hum of the evening. Take advantage of the services available to truly immerse yourself into the Tuscan lifestyle. Cooking courses teach you some traditional dishes and walking tours showcase the picturesque landscape that forms the region. If you fancied venturing further than your villa and the local areas, the vibrant cit...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, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

993 /night

Min Stay 1 night

Arezzo, Italy

€ 993 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

La Tranquillità

This quaint redbrick villa with its duck-egg-blue shutters and intoxicating gardens is an enchanting escape in the south of Tuscany. Bordered by thick, leylandii hedges, the hectare of grounds is a symphony of colour, with blooming flowers and lush Mediterranean verdure. An orchard teems with cherry, peach and plum trees ripe for the picking. On endless sunny days, loll about under the gazebo, licking peach juice from sticky fingers before jumping into the pool to cool off from the midday heat. In the late afternoon, get together for an alfresco feast under the vine-canopied portico and bask in the enticing smell of the barbecue mingling with the heady scent of rose, lavender and rhododendron. Inside, the walls and furnishings soothe in creams and whites, and rustic-chic, farmhouse touches abound. A formal dining table is the perfect place for special dinners, but if you don’t fancy cooking, Michelin-starred restaurants await your arriv...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

989 /night

Min Stay 1 night

Arezzo, Italy

€ 989 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Lavender Lawns

Retaining its original exposed stone structure and terracotta thatched roof, this villa stands tall just outside the small village of Alberoro. Spend mornings relaxing on the lush lawns by the private pool, where sprigs of lavender lend an air of tranquillity. Fire up the gas barbecue for an alfresco lunch in the courtyard, with striking views over the rural landscapes of the Aretine Val di Chiana and its surrounding villages. Large white umbrellas cover the many outdoor seating areas here, to shade you from the Mediterranean sun as you enjoy the views. Inside, this rustic home has luxurious touches throughout, including beautiful bathrooms with painted walls, blue velvet sofas, a 12-seater wrought iron dining table and a piano. As well as two separate living rooms, there's a light-filled library with comfy sofas, and a games room with foosball and a poker table. If you can tear yourself away, you’ll be just a short drive away from the ...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