Apartment • 6 People • 3

• 3

•

From

€

816 /night

Min Stay 1 night

Arezzo, Italy

€ 816 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Casa

This villa is one of six on a complex, nestled among olive trees with views of the Tuscan hills. You’ll have use of the large, communal infinity pool as well as your own private outdoor space here. While the home has a fully equipped kitchen if you want to cater for yourself, there’s also an on-site restaurant serving breakfast, lunch, and dinner. Location-wise, you’re perfectly placed for walks in the countryside and we suggest hiring a car to explore the vineyards and historic villages that the region is known for. *While one of the bathrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *This is one of six villas in a complex so you’ll have direct neighbours here. *While you’ll have some private outdoor space, the swimming pool is shared with four other villas. It isn't fenced, so children will need to be supervised at all times. *If you're travelling with little ones, your host can ...More Details

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Arezzo, House for rent

House • 12 People • 6

• 5

•

From

€

809 /night

Min Stay 1 night

Arezzo, Italy

€ 809 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Scent of Hydrangeas

Tucked away in the town of Santa Maria alla Rassinata, amid the hills of Arezzo, this delightful holiday home promises beautiful views. The house dates back to the mid-16th century and has been expertly restored, showcasing retro charm. Outside, you’ll have a swimming pool surrounded by panoramic views, and a terrace with a pool house and a minibar. The well-maintained gardens feature antique roses, hydrangeas, and aromatic plants. The setting is ideal for long walks and bike rides, and you’ll be just an eighteen-minute drive from Palazzo del Pero. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *The swimming pool is available from the last Saturday of April until the first Saturday of October. The pool is 150 metres from the villa, accessed along a path and down seven stone steps. *The caretakers live in the annex adjacent to the villa. *This ho...More Details

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Arezzo, Apartment for rent

Apartment • 7 People • 3

• 2

•

From

€

804 /night

Min Stay 1 night

Arezzo, Italy

€ 804 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Touch Of Ivy

Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With traditional wooden floors boasting large woollen rugs and thick wooden beams on the ceilings, there’s no mistaking this home's authentic and historic character. Each of the three comfortable bedrooms is bright and full of country flair while the bathrooms are fitted with Italian patterned tiles. Outside, the garden runs down to the cool, inviting swimming pool and the wide terrace is the perfect place to sit for a barbecue lunch while taking in hilltop views of the Tuscan countryside. Just a 25-minute drive over the border from Tuscany to Umbria and you’ll reach the beautiful shore of Lago Trasimeno, a large freshwater lake where you can take a boat out or enjoy a meal in a taverna on the water’s edge. *At maximum capacity, one of the g...More Details

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Arezzo, House for rent

House • 10 People • 5

• 4

•

From

€

800 /night

Min Stay 1 night

Arezzo, Italy

€ 800 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Valley Vista Villa

Located just one mile from the hilltop town of Cortona, this Tuscan villa is made up of two apartments in one charming and traditional farmhouse. Both apartments have their own separate entrances, making this a great choice for large groups. Outside, the private pool is fenced and perfectly placed for stunning views, and children will love the expansive grounds. Animal lovers can bring their furry friends along, but it's important to note that a couple of dogs and even a friendly donkey live on the land, and the owner of the home lives nearby. Despite this though, you'll be granted full privacy during your stay. *There are three private parking spaces outside this home. Cortona can be reached on foot, but we recommend hiring a car here to get the most out of your stay. *Well-behaved pets are welcome to join you at this home with prior host approval. *Two friendly dogs and a donkey live on the property, so it may not be suitable for gu...More Details

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Arezzo, House for rent

House • 10 People • 5

• 5

•

From

€

799 /night

Min Stay 1 night

Arezzo, Italy

€ 799 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Chard Rose

This beautiful Tuscan home caught our attention due to its inspiring views and ample outside living space. Consisting of a farmhouse and a cottage, you'll have access to the well-kept gardens and lovely terraces to help you soak up the rural setting. We think it's a perfect fit for families, due to the abundance of space and fully-fenced swimming pool (complete with a diving board) – plus you've got a table tennis area, sun loungers, a pergola with deck chairs and a covered patio for alfresco suppers. Though you will need a car to explore the region, you'll find the beautiful town of Levane nearby for local amenities. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking on-site parking for two cars. *The swimming pool is only available for use from mid-May to September. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request ...More Details

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Arezzo, House for rent

House • 14 People • 7

• 7

•

From

€

797 /night

Min Stay 1 night

Arezzo, Italy

€ 797 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Take Me to Toscana

Halfway between Arezzo and Siena, this 18th-century farmhouse makes a fantastic base for exploring Tuscany. The garden will surely be a hit, featuring a private pool (open seasonally), a loggia with a brick barbecue, and a terrace where you can tuck into alfresco meals – not to mention plenty of lawn space where kids and pets can let off some steam. Inside, though dated, certainly doesn't lack charm. We love all the character features, from the timber beams on the ceiling down to the terracotta floors. With seven en-suite bedrooms (including two on the ground floor), it’s a great option for extended families and large friend groups. *Up to two well-behaved pets are welcome to join you. *If you're travelling with little ones, your host can provide two cots and two high chairs on request. *The dated interiors here aren’t up to Plum’s typical standards. We let this one into our collection on behalf of the garden and the location in Tusca...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

795 /night

Min Stay 1 night

Arezzo, Italy

€ 795 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Limestone - Antique

Situated near Monte San Savino, this farmhouse invites guests to experience an authentic taste of the Tuscan countryside, including a complimentary wine tasting and a visit to the owner's winery. With a large garden and private swimming pool overlooking the vineyards and hills, you'll likely choose to spend much of your time out here taking in the surrounding scenery. Inside, classic designs nod to the home's Italian countryside location through features including an original oven and fireplace. While its traditional styling may not be to everyone's tastes, modern finishing touches ensure comfort and practicality are met here. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *One of the twin bedrooms can be set up as a double upon request. *The swimming pool is open from May to September. *A complimentary wine tasting and a visit to the owner's wi...More Details

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Arezzo, House for rent

House • 18 People • 9

• 8

•

From

€

794 /night

Min Stay 1 night

Arezzo, Italy

€ 794 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany in Bloom

Made for outdoor living and large family gatherings, this home is sure to jump high up on your wishlist. We love the space this home has, and with two apartments independent from the main villa, it’s perfect for extended families where two couples are seeking a bit of added privacy. With traditional interiors, it’s a comfortable place to call home – but it was the outdoor space that caught our eye. Sun-kissed terraces, alfresco dining opportunities, a private pool and hot tub, and all a short drive from the beautiful hilltop town of Cortona. *This home has two independent apartments on the first floor, accessed via an external staircase. Each apartment has a bedroom, bathroom and kitchenette. *The swimming pool, open between 20th May and 30th September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The hot tub is available for use between April and October. *If you're travelling with little...More Details

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Arezzo, House for rent

House • 8 People • 4

• 4

•

From

€

787 /night

Min Stay 1 night

Arezzo, Italy

€ 787 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Chapel of Tuscany

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

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Arezzo, House for rent

House • 10 People • 5

• 3

•

From

€

782 /night

Min Stay 1 night

Arezzo, Italy

€ 782 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Daisy Cutter

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

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Arezzo, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

772 /night

Min Stay 1 night

Arezzo, Italy

€ 772 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Timeless in Tuscany

Tucked away in the heart of Tuscany, this serene stone house sets the scene for many happy holiday memories made with your loved ones. It sits on a green and leafy spot, with some wonderful views over the Tuscan hills in the distance that you can enjoy from one of the many sitting areas in the gardens and on the terrace. There's a dreamy private pool here so you can stay refreshed in the Tuscan heat, as well as an outdoor kitchen with a barbecue and wood oven for alfresco feasts. Inside, the interiors are a little lacking in light, but they feel peaceful and secluded, and feature all you need for a home-from-home stay. *One of the bedrooms is located in a separate annexe with its own lounge area, ideal for couples who'd like more privacy. *The swimming pool is only available for use between 1st May and 30th September. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *If you're travelling ...More Details

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Arezzo, Apartment for rent

Apartment • 13 People • 7

• 5

•

From

€

765 /night

Min Stay 1 night

Arezzo, Italy

€ 765 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Pietra House

Found in the rolling Tuscan countryside, only minutes away from Cortona, this beautiful villa exemplifies the best of both worlds. Bask in the peace and tranquillity the secluded location of this home offers, but find a bit of hustle Arezzo, Perugia, or even Florence at the end of a road trip. Golf enthusiasts can spend crisp mornings teeing off at Golf Club Valdichiana whilst the rest of the family strolls out to Cortona for breakfast. The home itself cuts a pretty traditional figure, and you’ll quickly fall in love with the exposed beams, rustic furnishings and statement fireplaces. Spend mornings appreciating the homely comfort of it as you enjoy a cup of coffee in the living room. Dine al fresco outside – preferably a meal cooked in the stone oven – or enjoy nibbles and wine as you find shade under the gazebo. Sun lovers can listen to a podcast as they sunbathe on the lounger, cooling down in the private pool when needed. *T...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 • 6 People • 3

• 3

•

From

€

752 /night

Min Stay 1 night

Arezzo, Italy

€ 752 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Nearest - Dearest

In and of itself, this stone and brick villa is rather dreamy. The timber roof trusses and tiled floor bring an easy rustic charm, and the furnishings are unshowy. Large glass doors can be opened on warm afternoons — plenty of those in Tuscany — to let a cooling breeze circulate through the interior. They also look out to a lovely view of the Pratomagno mountains. However, the home is part of a compound with some excellent communal amenities. Pass through the lemon grove, for instance, and you'll come across a large infinity pool with a covered pavilion at the side for alfresco lunches. Elsewhere, there's a well-stocked library and a theatre space where musical and artistic events often take place. Guests can embark upon a stroll in the surrounding private park, where you'll find olive trees, traditional stone walls and waterfalls on the Resco River. You might find there's very little need to leave the address, but the local town of Pia...More Details

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Arezzo, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

738 /night

Min Stay 1 night

Arezzo, Italy

€ 738 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Tasteful Tree

This Tuscan farmhouse sits within a renowned winery, just a ten-minute drive from Arezzo. 250 metres away, guests can enjoy wine tasting and delicious Tuscan food in the winery’s garden. A cosy farmhouse living room and kitchen await inside. We love the dining room with its walls of glass doors offering unobstructed views of the rolling hills, along with a rustic-style semi-outdoor kitchen with a wood-burning oven. Outside, the villa has a beautiful garden with a private corner swimming pool overlooking the valley and city of Arezzo. Start your Tuscan dream the right way with dinner offered by the owners on arrival and a welcome basket for next day's breakfast. *While the kitchen isn’t photographed, we expect the style and quality to be consistent with the rest of the home.\n *For those with reduced mobility, there's a ground-floor bedroom and bathroom here.\n *The swimming pool is only available for use between 28th April and 6th Oct...More Details

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Arezzo, Apartment for rent

Apartment • 11 People • 6

• 4

•

From

€

734 /night

Min Stay 1 night

Arezzo, Italy

€ 734 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Fresh As a Vine

Overlooking the lush Chiana Valley, this former farmhouse boasts views you won’t be forgetting any time soon. There are plenty of spots to sit back and soak it all in, but the pergola’s one of our favourites, perched right next to the pool and offering plenty of room for dining alfresco. The vineyard at the bottom of the garden is lovely too – and, while the interior’s a little dated, there’s a gorgeous stone fireplace to cosy up by if you’re visiting out of season. *While the fourth bathroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. *We love the traditional stone stairs here, but they may not be accessible for everyone. Those with limited mobility might prefer to use the bedroom and bathroom on the ground floor. *The swimming pool is only available for use between 15th May and 15th September. It isn't fenced, so little ones will need to be supervised when playing outside. *Your ...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, House for rent

House • 8 People • 4

• 4

•

From

€

699 /night

Min Stay 1 night

Arezzo, Italy

€ 699 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Between the Vines

Nestled on an estate amongst vineyards and olive groves in the Valdarno Valley, this charming villa offers an idyllic escape. Ideal for a family or group of friends, there’s plenty of space to spread out here to enjoy some quiet time, or come together as a group to socialise. And while we love the seamless blend of traditional and modern inside this home, for us, the outdoor space is the star of the show. Relax by the private pool, accessible via a golf buggy, or savour alfresco meals under the vine-clad pergola. Perfectly situated between Florence and Arezzo, this home promises both tranquillity and convenience. *This villa is set on a vineyard. *The swimming pool is 70 metres away from the villa, across the vineyard. A golf buggy is available should you wish to use it to reach the pool. *The pool, open from May to September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelli...More Details

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Arezzo, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

691 /night

Min Stay 1 night

Arezzo, Italy

€ 691 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Whispering Cypresses

On the border between Valdarno and Chianti, this hilltop villa in the heart of Tuscany is just a short drive from the town of Montevarchi and within an hour of Arezzo. The rustic interior may feel dated to some, though we think it’s part of the charm. Outside, the well-kept garden offers views of the surrounding valley, a furnished portico, and a private swimming pool, open from the last Saturday of April until the first Saturday of October. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide a cot and a high chair upon request. *If you need to pick up provisions during your stay, the closest supermarket is a fifteen-minute drive away. Air Conditioning Balcony Barbeque Bathtub Blender Central Heating Coffee Maker Cooking Essentials Cot / Crib Dishwasher Drying R...More Details

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Arezzo, House for rent

House • 17 People • 8

• 6

•

From

€

690 /night

Min Stay 1 night

Arezzo, Italy

€ 690 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Song

If you’re in search of a traditional Tuscan escape, this home delivers a great solution. Just 10 kilometres from Cortona, this rustic sanctuary consists of three independent apartments (each with its own entrance) – making it a great option for groups and families. It’s worth noting some of the furnishings are a little dated, but you will find a peaceful garden, a private pool and a large terrace with a barbecue. Your host can also help organise a range of extra services, including cooking classes and spa treatments. From here, it’s just a short drive to local amenities, while majestic cities like Arezzo and Siena are also within easy reach. *Please note this home is spread across three floors and consists of three apartments. Each floor has its own kitchen and entrance. There is also an adjoining annexe with a dining room.\n *While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of t...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