Italy - Holiday Rentals in Arezzo Italy

Country: Italy (7128) | Region: Tuscany (2161)

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Found 141 Arezzo properties for vacation rental

Houses (31) Apartments (108) Rooms (2)

Arezzo, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

521 /night

Min Stay 7 nights

Arezzo, Italy

€ 521 /Night (minimum stay 7 nights)

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 aw...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

383 /night

Min Stay 2 nights

Arezzo, Italy

€ 383 /Night (minimum stay 2 nights)

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 store...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 4

• 4

•

From

€

461 /night

Min Stay 2 nights

Arezzo, Italy

€ 461 /Night (minimum stay 2 nights)

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 admir...More Details

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Arezzo, House for rent

House • 12 People • 6

• 3

•

From

€

298 /night

Min Stay 7 nights

Arezzo, Italy

€ 298 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Comfort Food

With a simply dreamy location in the middle of the Tuscan Hills, this villa treats guests to glorious views of verdant countryside and an uninterrupted skyline.The question that arises, therefore, is from which spot to enjoy this beautiful panorama. The table on the covered balcony is a lovely spot for an alfresco dinner, perhaps cooked on the stone barbecue and pizza oven found on the storey below. If that sounds a little too sedate, you can just as easily enjoy the scenery from the swimming pool complete with a slide, or while playing a few matches on the tennis court.When you finally head inside, you'll find a home that's rather traditional in style, with a grand fireplace, terracotta tiling underfoot and chandeliers hanging on the ceiling. The villa itself is actually two independent apartments, which offers an extra degree of privacy and flexibility for large groups.Although the address feels wonderfully isolated, there are plenty ...More Details

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Arezzo, Apartment for rent

Apartment • 5 People • 2

• 1

•

From

€

113 /night

Min Stay 1 night

Arezzo, Italy

€ 113 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Away from the Crowds

Taking up part of a handsome stone farmhouse in rural Tuscany, this home is a characterful mix of period features and contemporary touches. Inside, the wooden ceiling beams and exposed stonework provide some rustic charm, but it's plain to see that the smart kitchen and bathroom are both modern additions.Although the apartment in and of itself is pleasant enough, there are a wealth of communal amenities outside that make the address even more of a top choice. The large shared swimming pool with great views of the verdant countryside is sure to be appreciated on summer days, as is the alfresco seating underneath the pergola and the garden. There's even children's play equipment to keep youngsters entertained.The surrounding area will suit those who prefer peace and quiet, as well as beautiful swathes of nature — the home sits just outside the Regional Natural Park of Sasso Simone and Simoncello. The town of Mercatello sul Metauro lies 4....More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 2

• 1

•

From

€

98 /night

Min Stay 1 night

Arezzo, Italy

€ 98 /Night (minimum stay 1 night)

Pets Allowed

WiFi

The Tuscan Time Machine

With its traditional beamed ceilings and open brickwork walls, this Tuscan retreat is a rustic bolthole with much to offer. Everything is uneven – in fact, there’s not even a speck of symmetry in this place, but you know what? That’s all part of its charm. It’s as though the place has barely been touched since it was first built – it’s packed with olde worlde appeal and every nook and cranny has a traditional Italian feel to it. We love the lived–in appeal of this place. Wooden furnishings warm things up a treat and the terracotta tiles tie in perfectly with the Mediterranean aesthetic. The shabby–chic patio area is furnished with a shaded dining table, serving the ideal spot for some al fresco dining, and the charming kitchen/dining room is just waiting for the next budding chef to whip up a creamy carbonara. If stunning scenery is your thing, this place leaves little to want for. Sat on half a hectare of land and located in a pictures...More Details

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Arezzo, Apartment for rent

Apartment • 3 People • 2

• 1

•

From

€

138 /night

Min Stay 1 night

Arezzo, Italy

€ 138 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Front Row Seat

Cosy and intimate, this quaint home on the outskirts of Cortona is defined by its seating and sporting options. Various pretty seating spots are dotted around the outdoor space, perfect for relaxing with a morning coffee or a glass of wine in the evening. Once you're fully rested, have a go on the abundance of games in the home. Dunk on the basketball hoop, get rallies going on the table tennis table and pot some reds on the pool table. If that's not enough to keep you entertained, there's also a tennis court and high-quality gym equipment – ideal if you want to get that summer body ready for the pool.Whether you've been to the gym or not, the pool is a dreamy spot to spend an afternoon. Swim across the fresh water or just lounge on the sun beds, achieving that golden, sun-kissed glow. To further immerse yourself in the local lifestyle, the centre of Cortona is just seven minutes away by car. It's comprised of authentic eating spots and...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 5

• 5

•

From

€

613 /night

Min Stay 1 night

Arezzo, Italy

€ 613 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Rolling Vineyards

Press pause on everyday life and treat your loved ones to a Tuscan getaway with a stay at this characterful home. Whether you want to explore the region or simply kick back and enjoy the balmy weather, we're sure you'll have a fabulous time here. The villa's stone exterior and red-tiled roof give you a good idea of the traditional charms that await you inside. You'll love the cosy living room, with its rustic fireplace – curl up with a glass of Chianti for the perfect night in. The well-maintained garden is a heavenly spot where you can soak up the sun on a lounger and take refreshing dips in the swimming pool. And, when evening rolls around, you can fire up the barbeque for an alfresco feast, before sinking into the hot tub for a soak beneath the stars. Cortona, one of Tuscany's best-loved hilltop towns, is just a twenty-minute drive away from your front door. Stroll through the cobbled streets, dine in the local restaurants, and learn...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

420 /night

Min Stay 1 night

Arezzo, Italy

€ 420 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

A Pop of Pink

Inspirited with traditional Tuscan charm, we’d be lying if we said we weren’t a teeny bit in love with this villa. There’s something for everyone here – a sparkling, private pool, a cosy fireplace, furnished garden – and all nestled within the luscious hills of Cortona. The surrounding olive trees and vineyards lend a postcard–perfect backdrop, while the crystal–clear waters of the pool present the ideal spot for a refreshing dip. We challenge you to resist its temptation on those hot, Tuscan afternoons. Grab a glass of chilled white wine before dipping your toes into the cool water.Fully equipped with all the cosy home comforts you could wish for, we wouldn’t blame you if the furthest you went was to the local grocery store for pasta and tomatoes, but if you do feel like traversing the sights, there are some fabulous biking and walking routes nerarby. The Palazzo Tommasi is just 750m away, while Porta Montanina is 3km away. *Whilst t...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 2

• 2

•

From

€

198 /night

Min Stay 1 night

Arezzo, Italy

€ 198 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

At my Grandparents'

Laidback leisure and long lazy lunches in the sunshine typify life at this traditional Tuscan abode in the village of Renaia. Inside, expect terracotta floors, timber beams and antique furnishings. The communal spaces encourage socialising while the cosy bedrooms ensure an uninterrupted night’s sleep. When you’re not sharing brunch in the homespun kitchen diner, you’ll be kicking back on the terrace, savouring a chilled beverage in the sunshine. Challenge your loved ones to a game of doubles on the communal tennis court or plunge into the swimming pool and let the day pass by. If you’d like a change of scenery, the hilltop town of Cortona is a seven-minute drive away, while the charming city of Arezzo is reached in forty. And as dusk starts to fall, head back to your residence for a barbecue supper and a well-deserved glass of Brunello di Montalcino. *The sofa bed in the living space sleeps two guests*There’s a single bed on a mezzanin...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

1,101 /night

Min Stay 1 night

Arezzo, Italy

€ 1,101 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Another Life

The scent of rosemary and thyme drifting from the barbecue, shaded spots for alfresco dining, unobstructed views of undulating countryside and the cool water of the private pool, this gorgeous stone home brings with it the sights, sounds and smells of Tuscany. Mornings begin slow and steady here with breakfast on the terrace before soaking up the Mediterranean sunshine on a lounger. Inside the abode, it’s a blend of traditional features and contemporary design – we loved the exposed timber beams and stylish white, grey and blue colour scheme. The fully-equipped kitchen is all mod-cons and the island provides plenty of prep space. Upstairs you’ll find quiet bedrooms, one of which has its own free-standing bathtub – it’s the perfect place to unwind after a day spent exploring the surrounding towns.Speaking of which, charming Cortona, known as the setting for the book and movie “Under the Tuscan Sun”, is a ten-minute drive away. Pore over ...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

500 /night

Min Stay 1 night

Arezzo, Italy

€ 500 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green Grapes

The rolling hills of Tuscany are a bucket-list destination for many, and this home puts you right in the heart of the dreamy landscapes. It's the perfect place to kick back, relax, and spend some quality time with your loved ones. As soon as you arrive, you'll notice the charming white-washed exterior and red-tiled roof. Inside, there are plenty more traditional touches, from the terracotta tiles to the wooden ceiling beams. Enjoy some respite from the heat and flop down on the sofa, soak in the Jacuzzi tub, or rustle up your favourite pasta dishes in the kitchen. The outdoor space is equally fabulous – on hot days you can stretch out on a sun lounger with a good book, then cool off with a dip in the swimming pool.Wine lovers will be in heaven, with a selection of wineries just a short drive or bike ride away. If you fancy a hike, take a six-minute drive over the border to Umbria for a walk around the water at Parco Nazionale del Lago T...More Details

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Arezzo, Apartment for rent

Apartment • 7 People • 3

• 3

•

From

€

344 /night

Min Stay 1 night

Arezzo, Italy

€ 344 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Vines - Views

Immerse yourself in the Tuscan brand of 'dolce far niente' with a stay at this charming villa, offering stunning views of the green hills, nestled on the outskirts of the historic town of Cortona. This is a place to truly relax and leave all the stresses of modern living behind. Ideal for a family or a group of friends – and that includes your four-legged companion too – this home is waiting to welcome you with a warm embrace. Arrive to be wowed by the sprawling views and lush greenery surrounding the quaint exterior – you’ll fall in love with this gem before even crossing the threshold. Outside you’ll find a small pool, perfect for cooling dips on those hot summer afternoons. You can also organise delicious Italian feasts with your loved ones on the terrace which overlooks the breathtaking vistas – as the sun begins to set over the hills you’ll know it’s time for aperitivo. Get your Aperol spritz ready and fire off the barbecue.The ins...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 4

• 4

•

From

€

438 /night

Min Stay 1 night

Arezzo, Italy

€ 438 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Bliss

Set among the rolling hills of Tuscany, this traditional villa is the ideal getaway for a family reunion or large group. Start relaxing on the winding drive up to the home as you take in the native foliage and beautiful vistas. Spread across four floors, there is more than enough room for everyone to unwind in whatever way they see fit – whether that’s in front of the fire in the living space, or by trying to roll out dough for homemade pasta in the kitchen. Head down to the pool for a dip or to sunbathe in the manicured garden, or admire the impeccable job mother nature did from up on the terrace. Out here you can sip wines of the region as you nibble on figs, or dine alfresco, watch the sunrise or sunset as you nurse a fresh cup of coffee or simply sit out late night admiring the beautiful night sky. When you’re not out barbecuing, venture to the nearest restaurant under a mile away. Explore Tuscany and Umbria – the Trasimeno lake is...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 2

• 2

•

From

€

191 /night

Min Stay 1 night

Arezzo, Italy

€ 191 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cortona Dreaming

Tucked in close to the border that separates Tuscany from Umbria, this cosy villa has all the traditional trimmings you’d expect to see from a Tuscan home. Wood-beamed ceilings and terracotta tiles sandwich the rustic furnishings, statement fireplace, and all other elements that contribute to making this home feel open and welcoming. Outside the shared swimming pool glitters in the Tuscan sun, and when you’re not paddling away in it, you might find yourself soaking up vitamin D from one of the sunloungers. There’s plenty of space here, so much so that even shared bits will still feel like enough, and if you do want a little slice of privacy outside, then you can always return to the small terrace for an alfresco lunch. Cross the border into Umbria when you visit Lake Trasimeno – about a nineteen-minute drive – where you splash in the water and sunbathe with a good book, or take a boat trip on the lake. Closer to home, you can drive seve...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

1,066 /night

Min Stay 1 night

Arezzo, Italy

€ 1,066 /Night (minimum stay 1 night)

Swimming Pool

WiFi

An Angel's Kiss

Among the rolling hills and Tuscan vineyards, this peaceful villa lies not too far away from Arezzo's characterful city – promising pretty churches and famous medieval frescoes. Journey down your unpaved driveway and you'll find this place waiting for you – perfect for celebrating large family reunions in the idyllic Italian countryside. From the moment that you arrive, you'll be in awe of this home's traditional features and storybook personality. Wake up in a serene bedroom and wander beneath stone archways and wood-beamed ceilings, out into your private garden. With an espresso in hand, you can soak up some morning sun by your own pool. After grilling spiedini for a barbecue lunch, why not drive towards the city for a round of golf? Come home and cool off under the outdoor shower, just in time for your hired caterer to take care of dinner. With floor-to-ceiling windows, this bright kitchen-diner offers spectacular sunset views. Remem...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 2

• 2

•

From

€

292 /night

Min Stay 2 nights

Arezzo, Italy

€ 292 /Night (minimum stay 2 nights)

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 plenty to...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

707 /night

Min Stay 7 nights

Arezzo, Italy

€ 707 /Night (minimum stay 7 nights)

Swimming Pool

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 of th...More Details

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

602 /night

Min Stay 7 nights

Arezzo, Italy

€ 602 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Water to Wine

Nestled into miles of olives groves and vineyards stands this traditional Tuscan farmhouse. Built with rustic stone walls, enriched by wide stone arches and teracotta floors, this home is everything you could want from a blissful Tuscan getaway. We particularly love the olive green shutters and how the hazy, reddish hue travels through the home. Not to mention the neverending, sweeping view of the Chianti hills that roll on for miles. With ample seating outside across three terraces, you won't be stuck for places to relax and enjoy the panoramic views of the countryside. Enjoy local glasses of wine, a cold beer, or even whizz up a frozen cocktail to be enjoyed poolside. Gliding through these crystalline waters is something special when you have *that* view. Embrace the Tuscan lifestyle and tuck into group lunches alfresco on the outdoor dining table, which is covered by a woven pergola. You'll love how the surrounding forestry and count...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

815 /night

Min Stay 7 nights

Arezzo, Italy

€ 815 /Night (minimum stay 7 nights)

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 cities of F...More Details

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Arezzo, House for rent

House • 4 People • 2

• 2

•

From

€

422 /night

Min Stay 5 nights

Arezzo, Italy

€ 422 /Night (minimum stay 5 nights)

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 basic a...More Details

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Arezzo, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

270 /night

Min Stay 3 nights

Arezzo, Italy

€ 270 /Night (minimum stay 3 nights)

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 glass or ...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

221 /night

Min Stay 3 nights

Arezzo, Italy

€ 221 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Fresco Fantastico

Sitting on the first floor of a noble palazzo in the typically Tuscan town of Cortona, this apartment will put a smile on the face of anyone fond of the opulence of yesteryear.Wander about the home and you'll spot everything from intricate frescoes and high vaulted ceilings to a black marble fireplace and handsome wooden furnishings. This tasteful interior is bathed in natural light from the large windows, which also offer guests lovely views of the townscape and the wider valley.We don't want to give you the impression that the address is a museum piece, however. The kitchen is plenty large enough for whipping up Tuscan feasts, plus the presence of a bathtub will be appreciated by those that like to end the day with a relaxing soak.When you're in the mood to explore, the local town is small enough to get about on foot, although there are enough attractions with which to fill an itinerary, including the Diocesan Museum only five minutes...More Details

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Arezzo, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

151 /night

Min Stay 3 nights

Arezzo, Italy

€ 151 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Noah's Son

If you're a frequent visitor to Tuscany and looking for somewhere that's slightly off the beaten track for your next trip, the medieval town of Cortona is a lovely choice and this apartment on the outer edges will help you see the best of it.Spread across two floors, the interior is a distinctive mix of period features, such as the flagstone floors and wooden ceiling beams, and modern touches, like the monochrome kitchen and smart grey bathroom. Compared to a lot of other apartments for two, there's a pleasing amount of space inside and nothing feels cramped.The local town is one that's easy to explore on foot and you'll discover plenty of restaurants and ice cream parlours, plus a couple of museums, during your wanderings. The Basilica of Saint Margaret of Cortona and Fortress of Girifalco are both only twenty minutes away on foot, too. *The apartment is spread over two floors, so it might not be suitable for guests with reduced mobil...More Details

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Arezzo, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

180 /night

Min Stay 2 nights

Arezzo, Italy

€ 180 /Night (minimum stay 2 nights)

Pets Allowed

Air Conditioning

WiFi

A Benigni Classic

Scoop up your nearest and dearest or escape for a solo adventure to this oh-so-Italian penthouse set right in the beating heart of the historical town of Arezzo in Tuscany. Set in a glorious townhouse dating back to the XV century, this place delivers all the Tuscan charm you're chasing. Inside, there's a 'more is more' opulence to the space, with jungle murals and statement furniture bringing the wow factor. While those decorative floor tiles, stone archways, and white-washed vaulted ceilings remind you this home is firmly planted in Tuscany.But it's the suntrap balcony leading off from the bedroom that's getting us hot under the collar here – the views over the emblematic terracotta rooftops are magnificent. But if the weather doesn't buck up, the dining table area is an atmospheric spot for lazy breakfasts (the nearby bakery can help with that).When it's time to soak up the local culture, lose yourself to its ancient, winding streets...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

553 /night

Min Stay 2 nights

Arezzo, Italy

€ 553 /Night (minimum stay 2 nights)

Air Conditioning

WiFi

Ideal for a group of friends or perhaps a multi-generational break, this farmhouse is said to be the oldest building in the village and, although it's been smartly modernised, it's still beautifully traditional. Just as it would have been when it was built, the main house is divided into separate apartments – one upstairs and one on the ground floor. With two small kitchens, two bedrooms and two bathrooms each, it's perfect if you'd like to all mingle in the outdoor space but retreat to some privacy at night. And with an additional one-bedroom guest house too, it becomes even more flexible.Deep in the Cortona countryside, it's a great base for exploring Tuscany, with Arezzo, Montepulciano, Siena and Assisi all within easy reach for a day trip by car. Get out and about on walking or cycling routes and even visit the coast if you feel like it. While you're out, don't forget to pick up some delicious local food and drink – perhaps stopping...More Details

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Arezzo, Apartment for rent

Apartment • 14 People • 7

• 5

•

From

€

634 /night

Min Stay 1 night

Arezzo, Italy

€ 634 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Lost in Daydreams

Very few words have the power to evoke a wistful sigh upon hearing them, but Tuscany is one of them and it's dreamy villas such as this that are a sizeable reason.Hidden away among dense vegetation and olive trees, it's an address that's intrinsically peaceful and it's not hard to imagine carefree summer afternoons splashing about in the swimming pool, cooking up a storm on the barbecue and pizza oven, and dining alfresco on the terrace.When you eventually head inside, you won't be disappointed by the rustic interior. Alongside the wooden ceiling beams and exposed stonework, there's a fireplace that you can gather everybody around if the weather ever takes a turn, as well as a couple of dining tables with views of the Italian countryside.When you want to see a little more of the local area, the hilltop town of Cortona is only ten minutes' drive away and has plenty of historic attractions to explore. The banks of Lake Trasimeno are only ...More Details

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Arezzo, Apartment for rent

Apartment • 3 People • 2

• 1

•

From

€

193 /night

Min Stay 3 nights

Arezzo, Italy

€ 193 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Sunflower Beams

Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. Housed in a historic building, you’ll find plenty of traditional features here including exposed dark wood beams and terracotta floor tiles sitting alongside inviting contemporary furnishings to create the perfect mix of old meets new. Make yourself at home on the living room’s sofa – a good book and a coffee in hand – or retreat to the small private balcony for a sundowner after a day of exploring. The dining table beckons sociable soirées when you’re not out sampling the local trattorias, while the two bedrooms – with their beamed ceilings and rooftop views – are a treat to come back to after a day of sightseeing, or enjoying one of the many tours and cooking classes on offer through your host. Outside of your home, you’ll find Piazza della Repubblica a one-minute walk away, Porta Sant'Agostino a...More Details

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Arezzo, House for rent

House • 4 People • 5

• 5

•

From

€

405 /night

Min Stay 4 nights

Arezzo, Italy

€ 405 /Night (minimum stay 4 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Ancient Stone

Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. Less than a fifteen–minute walk from the centre of Cortona, the owners have thoughtfully restored this traditional farmhouse into a welcoming space that exudes charm. And with its abundant garden and breathtaking views, this is the perfect setting for a retreat into the heart of nature. Stepping inside, you’ll find an uplifting space designed to enrich your stay with the simple pleasures of Italian living. From luminous mornings watching the sun rise over the valley to cosy evenings curled up by the fire, this is the kind of space that adapts to suit the needs of the moment. And for the ultimate sense of relaxation, the shared swimming pool is perfectly poised for refreshing swims and lazy afternoons reading under a tree. For explorations further afield, it’s just a short ...More Details

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Arezzo, Apartment for rent

Apartment • 11 People • 6

• 6

•

From

€

1,437 /night

Min Stay 1 night

Arezzo, Italy

€ 1,437 /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 comp...More Details

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

Found 141 Arezzo properties for vacation rental

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, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

Arezzo, Italy

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