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...
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...
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...
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...
Surrounded by nature, this charming villa in Bucine will have relaxation washing over you in no time. Granted, its traditional interiors may not be to everyone’s taste, but you’ll find everything needed for a comfortable stay here. Perfect for families with younger children, outdoors, the five-a-side football pitch is sure to be a hit. Throw in a private pool, sunbathing spots and alfresco dining areas, and we’re sold. Locally, Bucine itself is well worth a visit, or you can take a day trip to Siena, Florence or Arezzo. *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, open from the last Saturday in April to the first Saturday in October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The twin bedroom can be set up as a double upon request. *We recommend hiring a car to get the m...
Overlooking vineyards, rolling hills and woodland, this private estate sits like a gateway to the natural beauty of Tuscany. There are two villas here, one of which dates back to 1700 while the other is a traditional Tuscan farmhouse – together they set the tone for a restorative retreat or intimate celebration. You’ll also find two private pools, a barbecue and multiple terraces to relax and savour the unique charm of this location. From here, it's just a 250-metre stroll to a winery and restaurant – perfect for sampling local produce. And for explorations further afield, it's just a ten-minute drive to the hilltop city of Arezzo. While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of the home. *Please note this home consists of two independent villas each with its own swimming pool. The first villa sleeps 12 guests and has two floors connected by external stairs. The second ...
Tucked away deep in the Tuscan countryside, this villa offers the perfect romantic base for those looking to escape the crowds. With views of rolling hills as far as the eye can see – best enjoyed from the private pool – you can soak up the tranquillity of its Valdichiana Valley setting to your heart’s content. Olive oil and wine tastings are some of the local pastimes and the two mountain bikes on hand will help with your scenic exploring. Once you’ve brought back plenty of local produce, there’s no better way to enjoy it than alfresco on the lawn. While the home’s interiors are rustic and dated in some places, the working fireplace is a nice touch, as is getting a sound night’s sleep with nothing but the wind rustling the cypress trees to disturb your slumber. *The villa is adjacent to the main house where the owner lives. You are assured of a warm welcome but beyond that, they will leave you to enjoy your stay in private. <...
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...
Tucked away in the less visited north-eastern part of Tuscany, this home can be found on a working farm that produces honey, jams and grains. There are views in all directions from the forested grounds, making this a pretty and peaceful setting for a relaxing holiday. You’ll even have access to an on-site wellness centre with a heated indoor pool, Jacuzzi and sauna. When it’s sunny you’ll want to be outside though, swimming in your private pool or dining in the loggia. *Well-behaved dogs under 30kg are welcome to join you. *There’s free parking here. We recommend hiring a car. *This home is spread between two self-contained apartments. *Your host can provide a cot and high chair for little ones. *The swimming pool is open from April to October, weather permitting. *While the bathrooms haven’t been photographed, we expect them to be of the same style and standard as the rest of the home. *You’ll have access to a sh...
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...
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...
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...
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 ...
Modern and attractive, this villa is a dreamy base for an Italian escape. It’s just a seven-minute drive from historic Cortona, where you can dine out and shop for souvenirs. Despite being so close to the town, the villa is a peaceful retreat surrounded by verdant hills. Outside, there’s a pool and Jacuzzi, plenty of sun loungers, and a terrace for alfresco dining. Inside the comfortable villa, you’ll find minimalist design and clean lines. We love the beautiful dining room, with its floor-to-ceiling windows overlooking the garden. *There’s free parking for two cars at this home. We recommend hiring a car to get the most out of your stay. *Your host can provide a cot and high chair for little ones on request. *This home is spread over two floors so it may not be suitable for those with reduced mobility. Two bedrooms are on the ground floor. *Though not every bathroom has been photographed, we expect the style and standard ...
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...
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 ...
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...
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 to...
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...
Tucked away amongst olive groves and vineyards in the countryside of Chianti, within easy reach of the vibrant cities of Florence, Siena, and Arezzo, this home makes a great base for exploring gorgeous Tuscany. The home itself is typically Tuscan, with antique decor and terracotta tiled floors – but the garden is the sparkliest jewel in the crown, where you'll find a gorgeous dining terrace with climbing vines that provide ample shade, plus a private outdoor pool for making happy memories in the sunshine. *Well-behaved dogs under 30kg are welcome to accompany you during your stay. *The swimming pool is only available for use between 1st May and 1st October. It isn't fenced, so children will need to be supervised at all times. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is free parking for up to four cars at the home. *Some of the bedroom curtains here don't fully block o...
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...
Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super modern. Sit by the fireplace in the main building or admire the art adorning the walls, or out by the private pool and catch some sun on the poolside loungers under the trees. While one annexe houses primarily bedrooms, the second can be enjoyed as an impressive modern gazebo with a fully-equipped kitchen and dining area, and large windows that can be lowered at the touch of a button. Read under the trees and enjoy picnics on the vast grounds, and dine alfresco in the furnished gazebo. Although you'll enjoy tranquillity and serenity during your stay, there's only a ten-minute drive between you and the city of Arezzo. History buffs can visit the Roman amphitheatre and Medici Fortress, or dine like a local at the range of fantastic res...
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...
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...
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 c...
It's fair to say that Tuscany moves at its own pace and it's not the place to go for homes on the cutting-edge of contemporary design. What you will find reassuring amounts of, however, is villas with time-honoured characters such as this one. Dating back to the 19th century, the interior is packed full of charming period features, from patches of exposed stonework and wooden ceiling beams to traditional fireplaces around which to gather after the sun's gone down for the day. You can see that renovations have been made over the years, but any changes are in keeping with the region's inimitable style. The same can be said for the outside space, too. As such, you can pass your days here frolicking about in the swimming pool, luxuriating in the hot tub or simply admiring the views of verdant hillsides from the comfort of a lounger. When bellies start to rumble, you can fire up the stone barbecue or think about heading to the ...
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...
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. *For those with reduced mobility, there's a ground-floor bedroom and bathroom here. *The swimming pool is only available for use between 28th April and 6t...
Close to the cities of Perugia and Arezzo, this cosy bungalow is the perfect base for exploring the Umbria region. With easy access to a motorway, if you rent a car you can explore a lot of the area’s most fascinating hilltop towns with ease. The spacious garden encircles the entire house, offering plenty of green space for the little ones to run around. You’ll also find plenty of sunny spots from which to soak up the views, our favourites being the private swimming pool and patio. *There's free private parking available here, with space for two cars. We'd recommend renting a car if you're keen to explore the local area. *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. *A well-behaved dog up to 30kg in size is welcome to accompany you during your stay. *The swimming pool isn't fenced. If you're bringing little ones, they'll need...
Escape to the Tuscan countryside when you stay at this charming villa. The accommodation is set across three traditional buildings and an annexe, providing plenty of space for a big family holiday or group getaway with friends. Lounge by the scenic swimming pool to savour the Italian sunshine. Gather on the terrace for an al fresco feast. Or head out to explore the rolling hills and vineyard vistas that make Tuscany so special. This rustic retreat is ideal for getting away from it all, where the only task on your to do list is embracing what the locals call la dolce vita. *The accommodation is set over three separate buildings and an annexe. *While the home can sleep up to twenty people, the maximum occupancy is eighteen guests. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *The swimming pool is only available for use between May and October. *While not all ...