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...
A classic country house tucked away in the rolling hills near Lucignano, this traditional home offers an authentic slice of Tuscan life for groups and families looking to really relax. Spend your mornings relaxing by the private pool, then head out to explore the surrounding villages, thermal spas, and Chianti vineyards. Back home, try your hand at a local cooking class, set off on a bike tour through the countryside, or simply enjoy a glass of wine on the balcony. *One well-behaved dog is welcome to accompany you during your stay. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's free parking on the driveway. *The swimming pool is only available for use between 1st May and 15th October. *Heating is only available from the 15th October to the 15th April. Air Conditioning Balcony Barbeque Bathtub Bicycles Black-Out Blinds Blender Buzzer / Wi...
Escape to Tuscany at this rustic countryside villa, perfect for large groups. Surrounded by rolling hills and expansive gardens, you can unwind by the pool, dine under the shaded gazebo, or simply admire the countryside. Nearby treasures like the Etruscan city of Cortona, the medieval villages of Castiglione Fiorentino and Lucignano, and the historic Montecchio Vesponi Castle are all a short drive away. After a day of exploring Tuscany, fire up the barbecue for an alfresco dinner or challenge your fellow guests to a game of pool. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. The pool is only available for use between 1st May and 15th October, with other periods available upon request. *Due to this home's location, we recommen...
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 ...
You could never tire of the rolling hill vistas seen from the private terrace of this pet-friendly Chianti apartment. Set in a handsome farmhouse dating to the 15th century, the home has been reimagined into five independent apartments with a shared swimming pool surrounded by hectares of olive groves at its heart. Inside, while the traditional interiors are charming, the living space with one sofa may feel tight if four of you are sharing. But with a private sun-kissed veranda and Jacuzzi (for an additional fee) outside, we don’t think you’ll mind. Location-wise, take your pick from medieval walled towns or wander-worthy Siena – it’s all just a short journey away. *This home has private parking on the grounds. *The apartment is in a farmhouse consisting of four other apartments, but you’ll have your own private entrance. *You'll have access to the complex's swimming pool. This is shared with the farmhouse's other residents...
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. *While not all of the rooms are photographed, expect the style and quality to be consistent with the rest ...
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. Di...
Modern and comfortable, this apartment is a practical base for exploring Arezzo. It’s just a five-minute walk from Piazza Grande, and four minutes from the train station. There are shops, restaurants, and supermarkets within easy reach. With its smart technologies and contemporary style, this apartment is ideal for families and groups of friends. At full occupancy, two guests will sleep on a sofa bed in the living and dining space, which features an extendable dining table and large windows. *At full occupancy, two guests will sleep on a sofa bed in the living space. *Well-behaved pets are welcome to join you. *You may be able to find free on-street parking nearby. *Your host can provide a travel cot for little ones. *This is a self-check-in home, with access via a smartphone. *Your host can provide luggage storage on arrival and departure days. Air Conditioning Balcony / Patio Black-Out Blinds Ca...
This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings. This home looks stunning from every angle, both inside and out. From the moment you step inside, you’ll feel its history – with its stone walls, high-beamed ceilings, open hearths, Renaissance artworks and a mosaic of windows. There’s plenty of space for you and your guests – with spacious, stone-arched ceilings and a flowing, open-plan layout – and it's equally adept for socialising and private moments. Here, the details do not just complement the surrounding landscape – they are built around them. Spend mornings plunging into the pool or working up a sweat on the volleyball court before blend...
This charming villa, nestled among the olive trees in Tuscany, is ideal for those looking for fuss-free comfort. Inside the home, you'll find an upside-down layout, while outside, there are two balconies overlooking the square and Pratomagno mountain, as well as a private garden to stroll around. There’s also a large, shared infinity swimming pool and games room with a billiards table. If you don't fancy cooking, guests have access to an on-site restaurant for meals, and the concierge can help organise tours, so it’s easy to explore cities such as Florence nearby. *Upstairs is reached by an internal staircase and an external one and a ramp that connects the two levels. There are two bedrooms and bathrooms on the ground floor. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *There are six villas at this resort. You may be able to book the other homes together ...
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 tr...
Escape to the beautiful Tuscan countryside, with a stay in this traditional Italian home. You’ll be welcomed by a serene garden with a pool and a covered veranda with an outdoor kitchen for alfresco dining. There’s also a wellness area with a sauna and a hot tub to ensure optimum relaxation. Inside, you’ll find tradition and contemporary comfort with all five bedrooms featuring en-site bathrooms for privacy. We recommend hiring a car to get around here, but it’s just a short drive to Ambra where you’ll find the nearest restaurants and shops. You can also drive to Arezzo, Florence and Siena for inspiring day trips. *Private parking is available for up to eight cars. There is also a charging station for electric vehicles. *A weekly linen change is included in your stay. *Please note this home is set across two floors with stairs. *If you're travelling with little ones, your host can provide a cot and two high chairs ...
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...
A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home deep in the countryside between Arezzo and Cortona. Surrounded by its own lush, terraced gardens, it's a stone-built gem with flexible accommodation to suit a large group. Packed with character features, you'll be welcomed by tiled floors, ancient wooden beams and traditional shuttered windows. The main house is divided into two apartments, each boasting its own kitchen and cosy living room, and with two bedrooms on each of the two floors. Allowing for as much or as little socialising as you require, there's also a stunning dining room with a table big enough to seat up to ten guests. And it has its own kitchenette to make life easier. Elsewhere in the garden, you'll find an additional one-bed guesthouse with its own bathroom – perfect if you...
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 aw...
This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a large family or a group of friends to kick back and relax. The outside boasts a private pool area, along with a lush garden and a covered alfresco dining area, perfect for those Italian feasts. There are also mountain bikes available here, so you can explore the picturesque countryside, while kids will love the outdoor play area. *This home consists of the main building and a separate guest cottage. *A car is recommended here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is fenced and is in operation between April and October. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon reque...
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...
Surrounded by lush gardens and typically Tuscan views, this villa is the definition of bliss. It's packed with character – think brick archways, beamed ceilings, and antique furniture. Between the main house and guest annexe, there's plenty of space for all twenty of you to sprawl out, though a couple of the bedrooms sleep three people. Outside, you can gather on the terrace for alfresco meals, laze by the pool with a cocktail, or just sit back and admire the panoramas. Fancy a change of scenery? Hop in the car and head to Bucine, Siena, or Arezzo – they're all within easy driving distance. *While not all bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *Two bedrooms are located in a guest annexe next to the main villa. Two more bedrooms inside the main house sleep three people – they both have a double bed and a single bed. Some of the other double beds may also b...
Nestled among the olive groves of Chianti, this home welcomes you to enjoy mesmerising views and ultimate relaxation. There’s a private pool and a perfectly positioned terrace for sunset drinks and alfresco dining. Inside, the rooms are traditional, simple and well suited to families. You’ll also find one of the bedrooms is located in the pool house – providing a sweet and private sanctuary for two guests. You will need a car to get around here, but it’s just a short drive to the nearest amenities, while the beautiful Castelnuovo Berardenga (renowned for its delicious wine, restaurants and castles) is also just a short drive away. *This home can accommodate eight guests with prior approval from the host. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Please note the swimming pool is available for use from May to October. *Private parking is available for up to three...
In the heart of the Tuscan countryside, this lovingly restored stone barn offers an ideal retreat. From this home's hilltop location, there are stunning views of the surrounding olive-covered hills. You can enjoy the vistas from the terrace and private saltwater pool, while inside, the traditional and rustic decor creates a homely feel. Just 500 metres from this place, you’ll find the local town with all of its amenities or go wine tasting at the renowned Petrolo winery just 2 kilometres away. *This converted barn is set over two levels. *While the home can sleep up to four people, the maximum occupancy is three guests. *Well behaved pets are welcome here. *The swimming pool is only available for use between May and October. *There's free parking for three cars here. Air Conditioning Barbeque Beach / Pool Towels Central Heating Child Friendly Coffee Maker Dishwasher EV Charger Fan Fenced ...
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, yo...
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 ...
Surrounded by over a hectare of parkland, this beautiful home will, if nothing else, reestablish your connection to nature – starting on the drive up to the front door, where the path is lined with Cyprus trees. We encourage long morning walks around the grounds, lazy afternoons picnicking at the edge of the vineyards, and sunset swims where you can get out onto terracotta that’s still warm after being sun-baked all day. Enjoy meals al fresco at the striking table on the balcony and drinks in the portico. With outdoor seating for almost every occasion – including coffee and quiet contemplation under the vine-covered pergola – entire days can be spent in Tuscan temperatures, but don’t be surprised if the 16th-century charm of the home calls you in. With beams exposed and tiles kept traditional, you’ll find yourself at home between the rustic walls. Immerse yourself in the history and slower pace of living as you wan...
You’ll find this arresting home in the hills above Arezzo, boasting views of the Tuscan valley beneath it, as well as beautiful gardens. Set over several buildings, this large home includes a main farmhouse, two apartments, and an annexe. It’s ideal for large families or groups who want to spend a holiday together but still like a little privacy. The home has been designed to showcase the historic virtues of these ancient buildings – we were first taken by the classic stone walls and their attractive sage green shutters. Inside is a symphony of elegance. Neutral tones and natural textiles offset the original stone walls perfectly, while distressed wooden beams give the home a much softer, cosier atmosphere than you might first expect from its size. The main kitchen looks as though it was designed with professional chefs in mind, while in the two separate apartments, you’ll find smaller kitchens that pay homage to their humble farmhouse ...
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 suitab...
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...
Sandwiched between Siena and Arezzo, this villa is ideally suited to large get-togethers. It consists of three cosy apartments, split between a stone villa (one on each floor) and a cottage. Safe to say, you'll have more than enough space here to spread out – plus plenty of spots to retreat to when you need a little quiet. We love the uninterrupted views across the rolling hills and fields. They're the perfect backdrop for alfresco dining or swimming in the private pool. With archery, table tennis, and a swing set for little ones, dull moments will be few and far between. *This home is divided between a converted barn-style cottage and a stone villa with two apartments. Each has its own kitchen and dining area. The two apartments in the main villa have their own living space. *Well-behaved dogs weighing up to 30kg are welcome to join you here. *Air conditioning is only available in the bedrooms. *Your host provides a free ...
Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one. Arrive to be awed by the impressive façade and the surrounding gardens, with ancient trees and lovingly tended to plots of organic fruit and vegetables. You’ll feel light years away from the hustle and bustle of modernity, and the serene holiday mode will descend upon you the moment you step your foot on this land. Come inside to be welcomed by the cosy interior, with the original wooden beams on the ceiling, stone walls and terracotta floors. We love just how much space there is here to lounge about and enjoy the tranquillity – for those lovely evenings of ...
This charming home is ideal for families looking for a relaxing rural break. It’s located in Subbiano, in the Arno Valley, between Arezzo and Casentino Park. Arezzo is just a fifteen-minute drive – this villa is in a quiet and peaceful area but is still close to shops and restaurants. The villa has a private pool and a Jacuzzi and boasts wonderful views of the surrounding countryside. Inside, it’s typically Tuscan in style, so you can expect wooden beams and a rustic kitchen to rustle up Italian dishes in. *One well-behaved pet is welcome to join you, with prior approval from your host. *We recommend hiring a car to get the most out of your stay. There’s free parking here. *The pool is open from 15th May to 15th September. *This home is semi-detached, bordering a summer home for an Italian family. The outside space is exclusively for this home though so you’ll still have your privacy. *Your host can provide a cot and...
Just a short walk from Loro Ciuffenna, this ground-floor apartment has views across the valley. The owner and their family live on the first floor and may occasionally nip down to use the pool. Otherwise, the covered terrace and garden are yours to enjoy. The design inside is minimal and uncluttered. Some of the en-suite bathrooms are a squeeze, but we love that each bedroom opens onto the garden. Loro Ciuffenna has a nice collection of cafes, restaurants and shops, but for adventures further afield, hop in the car and explore Chianti. Arezzo, Gaiole, and Radda are less than an hour's drive. *The owner lives on the first floor, and their family may occasionally use the pool. If you prefer total privacy, this may not be the home for you. *If you're travelling with little ones, your host can provide a free cot and high chair on request. *Some of the bathrooms in this home are very small. That said, they have everything you need...