Arezzo Cheap Long Term Rentals, Rent Furnished or Unfurnished Apartments, Houses and Monthly Room rentals

Apartment • 3 beds

• 3

• 2,045 ft2 • pets

€

19,776 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€19,776 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Luxurious Views

Part of a complex of six similar villas, this place sits in the Tuscan countryside, within day-tripping distance of Florence. If you’re not exploring the medieval hilltop towns and rolling vineyards, there is plenty your host can organise on-site – wine tasting, breakfast, dinner and lunch in the restaurant or trips into the countryside. Guests here have access to a shared infinity pool and a games room. Within the villa, you’ll find a full kitchen and two dining areas. Some might call the living room dated, but it blends in with the wood-beamed ceilings and old fireplaces. *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. *The shared swimming pool is only available between 1st May and 30th September. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *In a remot...

House • 5

• 5

• 1,938 ft2 • pets

€

19,803 EUR /Month

Term: Monthly

House in Arezzo, Italy

€19,803 EUR /Month
• Term: Monthly (Furnished)

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 nee...

Apartment • 4 beds

• 3

•

€

19,971 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€19,971 EUR /Month
• Term: Monthly (Furnished)

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...

Apartment • 12 beds

• 9

• 6,458 ft2 • pets

€

20,016 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,016 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Mill - Vines

This vast home is an ideal choice for large groups seeking a taste of authentic, historic Italy. Some elements of this home date back to the 1100s, including the old mill, which used to provide flour for the whole region. The stone villa is divided into three separate apartments with their own kitchen and living room, so you can enjoy your space in smaller groups when you’re not gathering together on the terrace or beside the private pool. In terms of location, you’ll be just 1 kilometre from medieval Badia Agnano. Arezzo is 25 kilometres away and Florence is a 55-kilometre drive, making them perfect for day-trips. *There’s free parking at this home for up to twelve cars. We recommend hiring a car to get the most out of your stay. *One well-behaved pet is welcome to join you, with prior approval from your host. *This home is made up of three separate apartments, so you won’t all be sleeping under the same roof. *The pool ...

House • 5

• 5

•

€

20,040 EUR /Month

Term: Monthly

House in Arezzo, Italy

€20,040 EUR /Month
• Term: Monthly (Furnished)

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 swimming pool is perfectly poised for refreshing swims and lazy afternoons reading under a tree. For explorations further afield, i...

Apartment • 5

• 6

• 3,444 ft2 •

€

20,139 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,139 EUR /Month
• Term: Monthly (Furnished)

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. <b...

Apartment • 3

• 3

• 2,691 ft2 •

€

20,307 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,307 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Vineyard Vistas

With views over the Chiana Valley, this Tuscan farmhouse is surrounded by picturesque scenery in every direction. Featuring a main cottage alongside a small pool-house (equipped with an independent kitchen, living area and bathroom), the space is perfect for a family or group of friends. The serene setting of the garden here puts this home in a league of its own – and you'll find plenty of perching spots to enjoy a glass of local wine. The private swimming pool, too, overlooks the Tuscan landscape, and a covered alfresco dining area calls for home-cooked Italian meals in the sunshine. While the traditional designs inside feel a little dated, they don't seem out of place, given the home's rural Italian countryside location. *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 for three cars. *If you're travelling with little ones, your host can p...

House • 5

• 5

• 4,047 ft2 •

€

20,328 EUR /Month

Term: Monthly

House in Arezzo, Italy

€20,328 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Shadows

Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden. The hot tub is the icing on the cake – it's the best spot to admire those sweeping views. While the traditional interior isn't as impressive, there's no shortage of space. The fifth bedroom is in a separate cottage, complete with a lounge and kitchenette – perfect for grandparents or a couple wanting extra privacy. A car is a must here, but you'll be within driving distance of Arezzo (25km), Cortona (13km), and the small village of Castiglion Fiorentino (5km). *The fifth bedroom is in an independent cottage. It also has a kitchenette, a living area, and a private entrance. *The first floor is divided into two separate areas, with no connecting door between them. *If you're travelling with little ones, your host can provide a free cot and high chair ...

Apartment • 7

• 9

• 3,660 ft2 •

€

20,616 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,616 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Arezzo Air

This beautiful villa is tucked away in the heart of Tuscany, surrounded by lush, rolling countryside. Despite its rural setting on the edge of the Casentino Forest and Verna Park, the shops and restaurants of the ancient city of Arezzo are only a fifteen-minute drive away. The views from this home are mesmerising, and can be admired from the veranda, terrace, and pool. There’s also a Jacuzzi and a steam room, so you can easily unwind. The covered terrace features a pizza oven and barbecue, perfect for relaxed evenings dining under the stars. *We recommend hiring a car to get the most out of your stay. There’s plenty of parking here. *Well-behaved pets are welcome to join you during your stay. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *The tennis court is shared between this home and a villa around 200 metres away. *Your host can provide two cots for littl...

Apartment • 6

• 7

• 5,382 ft2 •

€

20,727 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,727 EUR /Month
• Term: Monthly (Furnished)

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 Car...

Apartment • 5

• 5

• 2,690 ft2 •

€

20,832 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,832 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Grapes of Violetta

Ideally located in rural Tuscany, this country villa will provide the perfect base for holidays spent relaxing, wine tasting and hiking around this stunning part of northern Italy. With 8 hectares of olive trees and gardens at your disposal, you’ll want to spend most of your time enjoying the pool, hot tub and alfresco dining area. Inside, you’ll find some of the bedrooms have double beds made up of singles which will give you flexibility, while the separate annexe is perfect for couples seeking extra privacy. And when you want to explore the real Italian Dolce Vita lifestyle, have your host arrange an olive oil tour or truffle hunting excursion. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is parking on the driveway. *This is a country house with original features – some may find the décor a little dated. *This home is spread over three floors. For those with reduced mobilit...

Apartment • 4

• 4

• 2,045 ft2 •

€

20,904 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€20,904 EUR /Month
• Term: Monthly (Furnished)

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...

Apartment • 6

• 7

• 2,906 ft2 •

€

21,168 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€21,168 EUR /Month
• Term: Monthly (Furnished)

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...

Apartment • 7

• 5

• 4,843 ft2 •

€

21,384 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€21,384 EUR /Month
• Term: Monthly (Furnished)

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...

Apartment • 6

• 6

• 1,560 ft2 •

€

21,840 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€21,840 EUR /Month
• Term: Monthly (Furnished)

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 p...

House • 5

• 4

• 4,090 ft2 •

€

21,864 EUR /Month

Term: Monthly

House in Arezzo, Italy

€21,864 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Geraniums

Set on a 3-hectare estate featuring woodland and olive groves, this rural idyll offers peace and relaxation. Surrounded by a beautiful garden filled with flowers and herbs, there’s an outdoor living area with a gazebo and barbecue, as well as a swimming pool with whirlpool jets. Inside, there’s a large living room, a study, and a dining room connected to the traditional kitchen. There’s also another kitchen and diner with a wood stove in the portico. When you want to explore, Bucine is a short drive, while designer outlets, including Prada, are around 2 kilometres away – Arezzo and Siena can also be easily reached by car. *This home is set over two levels. *The owners live in an annexe about 50 metres from the house and are available if you need them. *The swimming pool is only available for use between the end of April and the beginning of October. *Your host can provide a cot and high chair for free. You'll need to requ...

Apartment • 4

• 4

• 2,691 ft2 •

€

21,912 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€21,912 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Amarillo Sky

Located just outside the atmospheric medieval town of Pian di Scò, this stunning villa offers an idyllic countryside retreat, perfect for spending quality time with family and friends under the Italian sun. Thanks to the secluded garden, private outdoor pool and covered porch, you'll be able to enjoy the alfresco lifestyle throughout your stay. Step inside, through any of several French doors lining the villa's facade, and you'll uncover a traditional Tuscan interior with rustic terracotta tiled floors, antique furniture and plenty of exposed wood. Elsewhere, each of the four individually decorated bedrooms boasts its own en-suite. There are several other properties and shared facilities on the farm, including a vast library with a wide selection of books and magazines, a theatre for hosting musical events, and a network of walkways crisscrossing the grounds that'll lead you on enchanting walks through mature forests, pa...

Apartment • 4

• 4

• 3,013 ft2 •

€

21,984 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€21,984 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Italian Iced Tea

The Italian holiday of your dreams awaits at this elegant villa, based in the rolling green hills of Valdichiana Aretina, providing peace and perspective in abundance. Nestled with rich greenery, it feels like you’re tucked away in nature while still being just a short drive from the city of Arezzo, where you can roam idyllic streets and find unique bars and quaint cafes to visit. This home has been styled with old-school opulence in mind, with ornate wooden furniture, exquisite soft furnishings and characterful decor, all making a stay here feel like a real treat. We love the stately reading room where you can grab a book from the library and enjoy some quiet time, as well as the lounge where you can sip your morning coffee while you discuss your daily itinerary with one another. The outdoor areas here will blow you away. The private pool makes for some lovely moments of pure relaxation – especially when the sun starts to...

Apartment • 6

• 5

•

€

22,113 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€22,113 EUR /Month
• Term: Monthly (Furnished)

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 b...

Apartment • 6

• 5

• 3,767 ft2 •

€

22,575 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€22,575 EUR /Month
• Term: Monthly (Furnished)

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 loca...

Apartment • 6

• 6

• 3,229 ft2 •

€

22,575 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€22,575 EUR /Month
• Term: Monthly (Furnished)

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 F...

Apartment • 4

• 4

• 2,045 ft2 •

€

22,827 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€22,827 EUR /Month
• Term: Monthly (Furnished)

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 y...

Apartment • 4

• 5

•

€

23,289 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€23,289 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Treasure in Tuscany

Nestled between Siena and Arezzo, this villa ticks all of our boxes for a memorable stay in the heart of Tuscany. The abode is made up of a main house and a separate residence with a living area, kitchenette and en-suite bedroom (ideal for those who like their privacy), so there’s plenty of space for the group to spread out. Not only are there luxury additions like a sauna, pizza oven and swimming pool, but your host also provides a complimentary wine experience and dinner on your first night to make your time here that extra bit special. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The swimming pool (open from June to September) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *A cleaning service visits the home on Monday, Wednesday and Saturday. *Your host provides a wine-tasting experience, dinner on the first evening, and basic groc...

House • 3

• 4

•

€

24,087 EUR /Month

Term: Monthly

House in Arezzo, Italy

€24,087 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Tuscan Sunrise

Tucked between olive groves and a pine forest, this cosy villa is a scenic drive away from Cortona, Arezzo and Pienza – but you might not want to leave once you're here. The three bedrooms (each with their own bathroom) are downstairs, while upstairs it’s all about spending time together – cooking in the kitchen, chatting around the travertine island, or sharing a bottle of local wine at the glass-and-timber table made from a tree that once grew on the property. Outside, you’ve got a pool, a jacuzzi, and a rooftop terrace with front-row seats to the sunset over Castiglion Fiorentino. It’s peaceful, spacious and completely private – a proper countryside escape without feeling remote. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking for up to two cars onsite. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. <br...

Apartment • 4

• 4

• 2,691 ft2 •

€

24,423 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€24,423 EUR /Month
• Term: Monthly (Furnished)

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 l...

Apartment • 3

• 3

• 2,691 ft2 •

€

24,465 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€24,465 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Fairytale in Cortona

Nestled in the vibrant Tuscan landscape, surrounded by traditional beauty lies this home. Whether you're lounging by the private pool or going for a swim to stay active as the kids play in the garden, or you're getting some last-minute remote work done at the dining table, you'll find it easy to make the most of your holiday here. Head down to the private wine cellar and taste some excellent local wines, or sit out in the garden on the stone bench with a good book. The annexe is perfect for couples or guests who want a little more privacy, with its comfy sofa bed and private living quarters. Regroup in the garden under the pergola as you enjoy alfresco meals with panoramic countryside views. This home places you in Cortona, in the heart of central Italy between the Tuscany and Umbria regions. Hiring a car or hopping on a train means travelling less than an hour to visit cities like Florence, Pienza, Assisi and Perugia. Countless ...

Apartment • 10

• 9

• 5,381 ft2 •

€

25,116 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€25,116 EUR /Month
• Term: Monthly (Furnished)

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 expect...

House • 3

• 3

• 2,153 ft2 •

€

25,536 EUR /Month

Term: Monthly

House in Arezzo, Italy

€25,536 EUR /Month
• Term: Monthly (Furnished)

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 ...

Apartment • 5

• 5

•

€

25,746 EUR /Month

Term: Monthly

Apartment in Arezzo, Italy

€25,746 EUR /Month
• Term: Monthly (Furnished)

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...

House • 7

• 4

• 3,767 ft2 •

€

26,607 EUR /Month

Term: Monthly

House in Arezzo, Italy

€26,607 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Villa Dreams

Escape to your own slice of Tuscan paradise in this beautifully styled villa, tucked away in the heart of the Valdarno. Surrounded by olive groves, vineyards and stunning mountain views, it’s the ultimate spot to unwind. Lounge by the pool, sip local wine under the stars, or fire up the grill for long, lazy lunches al fresco. Inside, rustic charm meets refined comfort with original features and plenty of space to spread out. The location is peaceful and private, so you will need a car to get around. However, the serenity and scenery are more than worth it. For a dreamy getaway with wow factor, this villa certainly delivers. *The swimming pool is only available for use between May and October. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *There’s free parking for up to six cars. *If you're travelling with little ones, your host can provide a free cot and high chair upon requ...