Apartment • 8 People • 4

• 4

•

From

€

902 /night

Min Stay 1 night

Arezzo, Italy

€ 902 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Golden Silence

This breathtaking villa is one of the oldest in the hamlet of Castelfranco Piandiscò, and it wears its history with pride. The traditional stone exterior gives way to a charmingly traditional living space – you'll be enchanted by the rustic wooden beams, collection of antique furniture and terracotta tiles. The ancient Valdarno fireplace is a beautiful centrepiece, and you'll find a second feature fireplace in the kitchen. The four bedrooms are wonderfully peaceful, and one even has access to the balcony, where you can sip your morning espresso in the fresh air. In, fact, you're spoilt for choice when it comes to outdoor space – from the beautiful garden, full of greenery and flowers, to the smart patio, you can't help but adopt an alfresco lifestyle here. Pick a book or magazine from the extensive home library, and bask in the Italian sunshine before taking a refreshing dip in the infinity pool. Adventurers can explore the stunning sce...More Details

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Arezzo, Apartment for rent

Apartment • 24 People • 12

• 10

•

From

€

2,593 /night

Min Stay 1 night

Arezzo, Italy

€ 2,593 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Between The Olive Groves

When staying in Tuscany, who doesn’t want a 16th-century villa, with life-size frescoes and acres of grounds to explore? This place sits between the medieval borgo of Monte San Savino (a ten-minute drive) and the alluring city of Arezzo (a fifteen-minute drive). This villa’s swimming pool really grabbed us – a long, turquoise triangle, covered at one end to keep you shaded during the heat of the day. Loungers sit beneath parasols and the huge, outdoor dining table is shaded by an L-shaped pergola, dappled with jasmine. There are sprawling lawns for the kids to run free, and a tennis court and ping pong table too. Inside, each apartment has its own living area, from the grand lounge set around an ancient stone fireplace to the book-lined family snug and TV room. The kitchen is sleek and modern in slate grey and white but sits beneath the old wooden ceiling of this 16th-century villa for a touch of the past. *We recommend having a ca...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, Apartment for rent

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, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

753 /night

Min Stay 1 night

Arezzo, Italy

€ 753 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Softest Crimson

Built as a farm at the end of the 19th century, this rural home has oodles of charm and Tuscan character. We're swooning over the original terracotta-vaulted ceilings, the exposed cork beams and the huge fireplace, which is the perfect spot to snuggle up with a cup of tea on wintery nights. Every room captures the essence of old-world Tuscany – warm, cosy and pastoral – but there are modern conveniences too, like rainfall showers and a ping-pong table in the garden. Surrounded by a sea of olive trees and with vistas of the mountains, the garden is utterly enchanting. Start the morning off with an espresso on the outdoor sofa, cool off on sunny afternoons with a swim in the pool, then fire up the stone barbecue and dine under the wisteria-covered pergola on summer evenings. If you fancy exploring, there are plenty of places to discover. Just down the road is artsy Cortona, an Etruscan town with views across the Chiana Valley. Want to ...More Details

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Arezzo, Apartment for rent

Apartment • 18 People • 5

• 5

•

From

€

2,617 /night

Min Stay 1 night

Arezzo, Italy

€ 2,617 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cypress - Stone

You’ll find this lavish Tuscan villa at the end of a tree-lined drive, where cypresses stand sentinel against the rolling landscape. A swimming pool set in the perfectly manicured lawn provides a cooling reprise from the Tuscan sun, and there are plenty of loungers to while away the days. Dining outdoors can be taken on the gravel patio, beneath huge parasols, or perhaps amidst the rusticana of the loggia with its built-in wood oven. The terrace, overlooking the fields below, is the perfect spot for a sundowner. Terracotta and flagstone floors inside retain that old Tuscan feel, alongside frescoed walls and ceilings. Living areas with plush sofas are connected by brick archways and rooms illuminated by candelabra and Moroccan lamps. Marble statues, shelves teeming with books and rich oil paintings all add that luxurious feel. The main kitchen, in chrome and steel, looks like it belongs to a fine-dining restaurant and each of the three ...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, 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

• 7

•

From

€

900 /night

Min Stay 1 night

Arezzo, Italy

€ 900 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Angelico

Travel can fill us with a sense of wonder, openness and possibility. And this elegant villa is the perfect setting to discover the timeless beauty of Tuscany. Perched on the mountains above Cortona, this is a wonderful place for families and friends to gather and experience the authentic charm of Italian living. With its traditional features, earthy tones and elegant styling, you’ll want to savour the calming presence and rustic simplicity of this home. From waking up to views across the valley to leisurely breakfasts in the garden, this is the kind of space that inspires a sense of joy and appreciation for life’s little luxuries. Like spending a slow day by the pool, reading, cooking with fresh local produce and exploring the beautiful Tuscan countryside. As the sun sets, this home is a wonderful place to retreat into the heart of nature. Light up the pizza oven and gather around the table for an authentic taste of Italy. *Due ...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 • 15 People • 7

• 7

•

From

€

1,824 /night

Min Stay 1 night

Arezzo, Italy

€ 1,824 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Arezzo Stone

This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings. This home looks stunning from every angle, both inside and out. From the moment you step inside, you’ll feel its history – with its stone walls, high-beamed ceilings, open hearths, Renaissance artworks and a mosaic of windows. There’s plenty of space for you and your guests – with spacious, stone-arched ceilings and a flowing, open-plan layout – and it's equally adept for socialising and private moments. Here, the details do not just complement the surrounding landscape – they are built around them. Spend mornings plunging into the pool or working up a sweat on the volleyball court before blending a smooth...More Details

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Arezzo, House for rent

House • 8 People • 4

• 2

•

From

€

1,887 /night

Min Stay 1 night

Arezzo, Italy

€ 1,887 /Night (minimum stay 1 night)

Swimming Pool

WiFi

The Healer of Tubbiano

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one. Arrive to be awed by the impressive façade and the surrounding gardens, with ancient trees and lovingly tended to plots of organic fruit and vegetables. You’ll feel light years away from the hustle and bustle of modernity, and the serene holiday mode will descend upon you the moment you step your foot on this land. Come inside to be welcomed by the cosy interior, with the original wooden beams on the ceiling, stone walls and terracotta floors. We love just how much space there is here to lounge about and enjoy the tranquillity – for those lovely evenings of fine wine an...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 • 8 People • 4

• 3

•

From

€

407 /night

Min Stay 1 night

Arezzo, Italy

€ 407 /Night (minimum stay 1 night)

Air Conditioning

WiFi

Tuscan Tradition

Leave the tourist trail behind and embrace authentic Tuscan village life during a stay at this charming four-bedroom cottage. The charming stone facade is comfortably the oldest in town, with a history dating back hundreds of years, we're sure this place would have some stories to tell. Your hosts have lovingly renovated the building to create two self-contained two-bedroom apartments that can be effortlessly combined for multi-generational family stays and getaways with groups of friends – all while maintaining a degree of privacy. With exposed stone walls, terracotta floors, and beamed ceilings, this sympathetic renovation preserves the period features and original character so well that, at times, you'll feel as though you've stepped into a time machine. However, with all the mod cons you'd expect, there'll be no reading by candlelight and washing clothes by hand, unless you want to, of course. The village has a small convenience s...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 4

• 4

•

From

€

366 /night

Min Stay 1 night

Arezzo, Italy

€ 366 /Night (minimum stay 1 night)

Swimming Pool

WiFi

The Terracotta Sun

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature. And from the moment you arrive, you’ll want to savour the rustic simplicity and charm of this home – it’s the perfect place to connect with the timeless beauty of Italy. Families and friends will love gathering here – the communal spaces feel warm and intimate, inviting you to slow down and enjoy quality time together. And whether you’re drinking your morning coffee in the garden, swimming in the pool or cooking in the cosy kitchen, this is the kind of home that enriches daily living. Outside, follow the garden path out into the surrounding countryside for an inspiring stroll, or make the short drive into the majestic city of Arezzo – just ten–minutes away. Whether you’re...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 2

• 2

•

From

€

269 /night

Min Stay 1 night

Arezzo, Italy

€ 269 /Night (minimum stay 1 night)

Pets Allowed

Air Conditioning

WiFi

Pistachio Pesto

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle. Step inside, and you'll be enchanted by the traditional touches, from the terracotta tiles to the original fireplace and wooden ceiling beams. Budding chefs can whip up their favourite dishes in the kitchen, using the fresh Italian herbs provided. And, the leafy garden provides the ideal spot for a sundowner – open a bottle of Pinot Grigio and relax on the patio as you make some plans for the following day. The hilltop Arezzo Cathedral is not to be missed – admire the painted ceilings before strolling through the medieval town, gelato in hand. The nearby Piazza Grande is one of the most beautiful in the region, and is an awe-inspiring setting for a coffee or something stronger. And, if you want to explore more of eastern Tuscany then there's plent...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

704 /night

Min Stay 1 night

Arezzo, Italy

€ 704 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sipping Chianti

This is an excellent base from which to explore Tuscany and Chianti. The stone villa is a classic example of Tuscan style, which has been renovated into a comfortable home – it has everything you might need and is still full of authentic charm. You’ll wake up under an authentic wood-beamed ceiling in one of the elegant bedrooms. Making your way downstairs, past antique paintings and a grandfather clock, you’ll enter the dining and living space. As in any Italian home, this is the heart – you’ll likely spend hours sitting around the dining table. Outside, the covered veranda is the perfect place to sip coffee – or vino in the afternoon. The pool is a short stroll away, surrounded by lush lawns and trees. It’s a dreamy place to be whether you’re swimming laps, soaking up the sun by the water, or reading a book in the Jacuzzi. The villa is a twenty-nine-minute drive from Siena, which is a great city for day trips. Discover the history...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 • 4 People • 2

• 2

•

From

€

546 /night

Min Stay 1 night

Arezzo, Italy

€ 546 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Sweet Symphony

Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presence of the villa feels inspiring. Formerly a church that belonged to an old noble property, the owners have sensitively restored this building into a home that shines with character and poetic beauty. From the traditional features to the art and objects, every detail brings a quality of joy to daily life. And whether you’re gazing at the garden views from the kitchen, sipping coffee on the terrace or soaking in the bathtub, it’s easy to settle in and feel at home here. Stepping outside, you’ll discover an idyllic sanctuary – a natural haven perfectly poised for refreshing morning swims, long lunches and sunset drinks. Take a short stroll and you’ll find the village of Pergo is just fifteen–minutes away – there’s a supermarket here for any b...More Details

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Arezzo, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

208 /night

Min Stay 1 night

Arezzo, Italy

€ 208 /Night (minimum stay 1 night)

Air Conditioning

WiFi

View From The Evening

Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is the perfect immersion into the local lifestyle. For true convenience, you're expertly placed to explore every part of the town. The town centre is just three minutes away, giving you instantly access to the charming cafes, restaurants and shops. Spend leisurely afternoons moseying around the quaint streets, finding chic clothing in the aisles and delicious food in the eating spots. If you wanted to keep things private and intimate, your host can arrange a private chef to rustle up some top-notch dishes at home. When the weather is warm, you can enjoy each sumptuous bite on the cute outdoor table in the garden. Even if you're not eating, the garden is a dreamy spot to spend the evening. Pick up a bottle of wine from town and share a gla...More Details

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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 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