Tuscany

Tuscany is a region in central Italy. Its capital, Florence, is home to some of the world’s most recognizable Renaissance art and architecture, including Michelangelo’s "David" statue, Botticelli’s works in the Uffizi Gallery and the Duomo basilica. Its diverse natural landscape encompasses the rugged Apennine Mountains, the island of Elba’s beaches on the Tyrrhenian Sea and Chianti’s olive groves and vineyards

Filter Results

Borgo Lecchi Countess

  • Apartment
  • 2
  • 1
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Borgo Lecchi Panorama

  • Apartment
  • 2
  • 1
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Casa Brolio

  • Villa
  • 2
  • 1
  • 1
Casa Brolio sits on the white road between patchwork vineyards producing some of the Ricasoli estates most prestigious wines. The landscapes of vines, olives and oaks stretch out to the horizon, they seem unreal in their beauty and make for unforgettable sunsets. Once a hay barn for the estate, now there is an atmosphere of private splendour, this stone crafted barn conversion is homely and spacious offering plenty of room to kick back and relax. The open-plan interior is a classic country Tuscan and traditional style.

Casa san Polo

  • Apartment
  • 2
  • 1
  • 1
This delightful independent apartment entirely occupies a barn that is part of an ancient farmhouse complex that careful restoration transformed into three separate apartments. They all belong to a group of locals, and one is occupied by relatives of the owner of Casa san Polo Lecchi is at 2.5km Radda in Chianti is at 6km Siena is at 28km Florence is at 58km

Mulino Patarnione

  • Villa
  • 2
  • 1
  • 1
A gracious antique stone and brick mill, which has been recently restored. Situated in the heart of the peaceful, mediaeval countryside of Cetona. This small villa is surrounded by forests, more precisely secular Oaks (quercia) which dominate the property. Internally the property has flooring in “cotto”, wooden ceiling beams, simple, antique furniture which at the same time provide complete comfort. The property is divided into two, a main building and a dependance which distances about 100 meters, where the reserved owners occasionally reside, guaranteeing the complete privacy of its guests

Quercia Converted barn

  • House
  • 2
  • 1
  • 1
QUERCIA AL POGGIO - Nine apartments situated in two separate farmhouses on an active wine estate in the center of the Chianti Classico wine district. Four apartments are in the main estate farmhouse which is also occupied by the owner and his family. This central farmhouse nucleus is composed of several buildings that were connected in the course of the centuries, developing around an internal courtyard. The second group of apartments is reached by an internal estate road. It is located about 400 meters from the main farmhouse and it is an independent farmhouse that has been divided into four apartments. Placed in front of the "vinsantaia" and near the swimming pool, this large brand new apartment has been converted from an old barn into a beautiful sunny space with spectacular views over the valley overlooking Barberino Val d'Elsa. Poggibonsi with all shops and facilities is at 8 kms. San Donato in Poggio, also with all facilities is at 7 kms, Castellina in Chianti, San Gimignano, Siena and Firenze are all within easy reach. The Firenze-Siena superstrada passes by both San Donato and Poggibonsi, providing guests with an easy access to the historical cities of the area. At 1.5 kms is the Castello della Paneretta.

Villa Ciclamino

  • Apartment
  • 2
  • 1
  • 1
Just 45 minutes from the sea, centrally located to visit Pisa, Siena, Lucca, Florence, San Gimignano and Volterra, the agriturismo is immersed in the green tuscan hills, inside Montelopio, a village that is witness of the most ancient history that has Etruscan roots. Thanks to the preservation of the local culture, the peculiar agricultural characteristics and the virtuous management of the environment and the territory, the municipality of Peccioli, together with that of Volterra and San Gimignano, has obtained the prestigious recognition of the Orange Flag from the Italian Touring Club.

Villa San Martino

  • Villa
  • 2
  • 1
  • 1
A heavenly haven for just the two of you, cradled by vineyards and olive groves for ultimate privacy. This pretty little cottage hidden in a fold in the Tuscan hills is both a romantic spot and the gateway to the best of Chianti Classico. Castello di Brolio, Podere il Palazzino, Agricola Matteoli are just three of the 7,000-plus vineyards on your doorstep just waiting to show off their wines to you. There's more to explore, too, with the medieval city of Siena and Renaissance Florence close by. And if you time your visit for the annual Eroica cycle race – you’re on the circuit here – you can cheer on the competitors. If that tempts you to get on two wheels, hire an e-bike in nearby Gaiole – it’s hilly round here

Borgo Lecchi Vecchio

  • Apartment
  • 3
  • 2
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Rocca 1

  • Apartment
  • 3
  • 2
  • 2
Two comfortable, luminous farmhouse apartments, and a beautiful independent house in the heart of the Chianti Classico region. Rocca 1 and Rocca 2 are in the main farmhouse, while Rocca Leopoldina is in a separate barn some 200 meters away. The farmhouse is reached by 700 meters of asphalt road. All shops and facilities are within walking distance at 1.3 kms. Siena is at 19 kms and Firenze is at 35 kms. This is a property that can also be rented by those who do not want to use their car every day to go to town and to the restaurants. Both are an easy walk from the farm.

Borgo Lecchi Allegra

  • Apartment
  • 4
  • 2
  • 2
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Borgo Lecchi Lavender

  • Villa
  • 4
  • 2
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Borgo Lecchi Oliva

  • Villa
  • 4
  • 2
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.

Borgo Lecchi Tavern apartment

  • Apartment
  • 4
  • 2
  • 2
Once a wine and olive oil producing estate, Borgo Lecchi's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the property has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting. While taking your front row seat to view the sunset over Chianti Classico's most prestigious vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. If you're feeling more energetic, you may take time out for an early morning run, swim or bike ride. Private to the residence of this resort there is a swimming pool, a children's pool and astro-turf tennis court and it is car free with parking at the entrance.

Borgo Lecchi Vigne – 2 bedroom attached Villa

  • Villa
  • 4
  • 2
  • 1
Once a wine and olive oil producing estate, the Borgo's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, the Borgo has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting. Semi-detached cottage, covered dining terrace, large aromatic garden with extensive views and its own private Hot Tub!

Borgo Lecchi Vista

  • Villa
  • 4
  • 2
  • 1
Original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, Montebuoni has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting. While taking your front row seat to view the sunset over Chianti Classico's most prestigious vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. If you're feeling more energetic, you may take time out for an early morning run, swim or bike ride. Private to the residence of this resort there is a swimming pool, a childrens pool and astro-turf tennis court and it is car free with parking at the entrance.

Casa Leon

  • Villa
  • 4
  • 2
  • 3
Set on the edge of the town after which Tuscany’s most famous son was named, Casa Leon isn’t just well positioned for appreciating the landscape the great Renaissance polymath called home, it’s handy for the fantastic local museum dedicated to him. There you can find out more about the man, his art and the flights of fancy he had more than 500 years ago that we now recognise as the airplane, submarine and more.

Casa Radda

  • Apartment
  • 4
  • 2
  • 2
Immerse yourself in Tuscan daily life at Casa Radda, a townhouse on a pretty street in the heart of Radda. Take up residence here and you'll find all the conveniences of this charming historic town are right on your doorstep; just a short walk away you can pick up a loaf of freshly baked bread each morning and dine in one of the excellent restaurants each evening. There’s much to do from this enviable base, which puts you in the centre of Chianti. Check out the attractive neighbouring wine towns of Gaiole and Castellina. Taste local wines at the cellar doors of the Chianti Classico vineyards that lace the landscape. Plus, it's an easy drive to the beautiful streets of Siena and the fantastic museums and galleries of Florence. Your apartment is a very comfortable modern townhouse set across three floors. It’s a particularly good choice for two couples travelling together because the pair of spacious double bedrooms, both with ensuite bathrooms, are positioned on the ground and second floor, offering a degree of privacy. You even get a balcony each – one on the first floor, the other off the second-floor bedroom. Both come with a simply gorgeous view of the surrounding vineyards and the hills beyond. When you want to spend time together, there is a large sociable space on the first floor, neatly divided between a well-equipped kitchen, dining area, and comfy lounge. When there’s so much exploring to be done, you’ll be pleased to come home to this restful space and put up your feet with a glass of fine local wine. The house is in a pedestrianised area. It is set across three floors with stairs leading up to each.

Castellina Farm Cottage

  • Villa
  • 4
  • 2
  • 1
Charming independent Cottage that is part of a small farming estate at about 2 kms from Castellina in Chianti with all shops, restaurants and services. The location is perfect for those who want to spend their holidays enjoying the beauty of the region but also making daily excursions to the typical Chianti Towns. Siena is at18 kms and Florence is at 35 kms.

Fienile Pretaccione

  • Villa
  • 4
  • 2
  • 2
Once the home of travelling priests 1000 years ago, the Borgohas been sympathetically restored into individually owned holiday homes, preserving its charm with original features. The small collection of cottages and apartments each have their own furnished outdoor space where you can dine al fresco or sit back with a glass of Chianti from the Dievole vineyard below you and enjoy the south facing views of the Tuscan hills and valley beyond. Your villa is a semi detached, single storey cottage, with sunny garden and covered terrace.

Montegiovi

  • Villa
  • 4
  • 2
  • 2
Casale Montegiovi is a gracious, recently restored property. The property is located on the border of Val d’Orcia, area renown for the “Crete Cenesi” and the “Maremma”, a land which extends from the splendid countryside to the Tyrrhenian sea. Situated only a few kilometres from Castel del Piano which has breathtaking views of the unforgettable hillsides. Situated on the side of Monte Amiata, the medieval borgo of Castel del Piano is a health resort surrounded by chestnut woods.

Rocca 2

  • Villa
  • 4
  • 2
  • 2
Two comfortable, luminous farmhouse apartments, and a beautiful independent house in the heart of the Chianti Classico region. Rocca 1 and Rocca 2 are in the main farmhouse, while Rocca Leopoldina is in a separate barn some 200 meters away. The farmhouse is reached by 700 meters of asphalt road. All shops and facilities are within walking distance at 1.3 kms. Siena is at 19 kms and Firenze is at 35 kms. This is a property that can also be rented by those who do not want to use their car every day to go to town and to the restaurants.Both are an easy walk from the farm. The property is ideal for visiting all the historical towns of the Chianti Classico region. The owners occupy the main part of the farmhouse and the estate produces excellent Chianti Classico wine, extra virgin olive oil, Vinsanto, and Grappa. These products can be purchased in the farm shop and guests can also use the internet there when the owners are present. Vineyards, olive groves and woodlands surround the estate. There is a 6 X 14 meter swimming pool with solarium terrace for shared use by the farmhouse apartments and Rocca Leopoldina (see separate detailed description further on). Both apartments in the farmhouse have central heating, radio/CD players, independent brick barbecues, and American coffee machines. There are two baby cots and one high chair available on the premises.

Villa Capa

  • Villa
  • 4
  • 2
  • 2
Villa Capa is an Independent Villa within a traditional "Borgo" comprised of restored individually owned holiday homes, preserving its charm with original features. The complex has a shared swimming pool and tennis court but you villa is set away from the rest of the complex giving you complete privacy.

Villa Castellina

  • Villa
  • 4
  • 2
  • 2
Set above a valley in the heart of Chianti, the Villa's views make this private, stone-built villa very special. he manicured gardens open out to vine-clad hillsides and the valley beyond, with a perfect panorama offered by almost every room in the house. This two-bedroom, multi-level villa is a good choice for a small family and, with a separate kitchenette and bathrooms for both bedrooms, is also ideal for couples and friends. Terracotta tiles and wooden beams, a mellow colour scheme and stylish furnishings add sumptuous warmth, while picture windows keep rooms bright and airy.

Villa Comino

  • Villa
  • 4
  • 2
  • 2
Located in the centre of Tuscany, between Florence and Siena, whose art and culture it has always breathed, and nestled in the green hills of Chianti, a traditional Tuscan country house, converted from an authentic 19th century barn. It was acquired and completely renovated by the current owner who, while respecting the structure with its original window ventilation grilles and wooden ceiling beams, has modified it, transforming it into a welcoming country house with beautiful oak floors, air conditioning, comfortable bedrooms and well-equipped living areas.

Villa d’Orlo

  • Apartment
  • 4
  • 2
  • 2
With easy day trips to cultural treasures such as Florence and the enchanting Tuscan Riviera, Immerse yourself in the splendour of beautifully landscaped gardens, boasting a kaleidoscope of blooms that enchant year-round. Lounge in luxury beside the private swimming pool, exclusively yours to enjoy, sheltered beneath a captivating arched brick-built pergola, providing an idyllic spot for relaxation.

Villa Mori Cortona

  • House
  • 4
  • 2
  • 2
Attractive little house built entirely of stone and situated below the town of Cortona, an internationally famous Etruscan jewel standing on a hill overlooking the Val di Chiana in the province of Arezzo, a lush and fertile land extending to Siena and the neighbouring region of Umbria, dotted with olive groves and vineyards and known for its culinary excellence. Once an outbuilding of the nearby farmhouse in use as a barn and stable for animals, it has been reborn in the sign of a meticulous total renovation, with cosy and intimate interiors: a spacious and functional living area facing the veranda and a lovely bedroom with Provencal décor -inspired and seductive hydro-massage bathtub in view (with chromo therapy and aroma therapy) to ensure moments of pure relaxation. Located in a residential area in a beautiful panoramic position overlooking Cortona, its excellent geographical position permits short trips to interesting nearby places in Tuscany and Umbria.

Villa Morrono

  • Villa
  • 4
  • 2
  • 3
A small, romantic cottage furnished with period furniture and expertly renovated respecting Tuscan tradition. The villa is part of a beautiful farm that has become known for the production of the good San Giovese wine and a nice oil. The villa is located in the Alta Valdera, between Pisa and Volterra, on an estate of about 500 hectares. The building dates back to the early 11th century and was transformed from a monastery (Benedettini followed by Camaldonesi) into a farmhouse around the 19th century.

Villa Rana

  • Villa
  • 4
  • 2
  • 2
Perfect for small groups or a family of four who favour both privacy and proximity to local village life, this well-appointed villa is a one-minute stroll from the nearest restaurant and grocery store. It’s an atmospheric little spot, too, situated in medieval San Sano, one of the best-preserved villages in Chianti, and a short drive from other Chianti towns, putting cuisine and culture are on your doorstep.

Casa Margherita

  • Apartment
  • 5
  • 2
  • 1
Just 45 minutes from the sea, a few kilometers from Pisa, Siena, Lucca, Florence, San Gimignano and Volterra, the farmhouse is immersed in the greenery of the Tuscan hills, inside Montelopio, a village witness to the most ancient history that has Etruscan roots. The Agriturisimo consists of a large villa divided up into 6 apartments and a 2nd converted barn suitable for a large group or family.

Casa Torre

  • House
  • 5
  • 2
  • 2
Ledged on a Chianti hillside, the original farm stone buildings have been respectfully restored into a small collection of modern equipped, individually owned holiday villas each with their own garden and dining area. The views from every corner are mesmerising and breathtaking. Immerse yourself in this natural setting and enjoy the spectacular open countryside by day and wonder of open skies by night. While sitting by the sun drenched infinity pool with a glass of Chianti in hand you might think about day trips to the cultural delights of Siena and Florence or within 5Km, the local villages of Lecchi and San Sano, which both have a family run restaurant and bar/wine shop. Your villa is a walkers paradise, right on your door step is the Dievole Natural Path, 27 Km of marked woodland walking and cycling trails that wind their way through this impressive winery estate. All trails lead to the Dievole wine tasting cellar and open terraced restaurant.

Quercia Proneta 1

  • Apartment
  • 5
  • 3
  • 2
Nine apartments situated in two separate farmhouses on an active wine estate in the centre of the Chianti Classico wine district. Four apartments are in the main estate farmhouse which is also occupied by the owner and his family. This central farmhouse nucleus is composed of several buildings that were connected in the course of the centuries, developing around an internal courtyard. Quercia Loggia is in the main complex. The estate is situated in a dominating position overlooking vineyards, woodlands and the typical Tuscan panorama dotted with farmhouses and small hamlets in the distance. Poggibonsi with all shops and facilities is at 8 kms. San Donato in Poggio, also with all facilities is at 7 kms, Castellina in Chianti, San Gimignano, Siena and Firenze are all within easy reach. The Firenze-Siena superstrada passes by both San Donato and Poggibonsi, providing guests with an easy access to the historical cities of the area. At 1.5 kms is the Castello della Paneretta.

San Sano 2 plus bedroom apartment

  • Apartment
  • 5
  • 3
  • 2
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Originally part of a winery estate, the Tuscan stone buildings have been sympathetically restored into cottages and apartments with their own outdoor space. The pool is exclusive to the cottages and apartments at the resort. There is a delightful family restaurant with small bar/grocery/wine shop within the village, where you can dine al fresco to enjoy seasonal Tuscan food. While enjoying your new Chianti lifestyle, you might plan day trips to the cultural delights of Siena and Florence, or stay closer to home to enjoy the local Chianti towns of Radda and Gaiole. San Sano is found on 'the road of castles' and 10km from the Chianti's most famous castle; Castello di Brolio, a family owned winery open for tours, wine tastings and a first class restaurant.

Casa Aia

  • Villa
  • 6
  • 3
  • 2
A villa with a private pool just a short walk from one of Tuscany’s historic towns – what more could you want from a trip to Tuscany? Climb the stone steps to discover your home from home: an attractive stone villa with an emerald green pool to gather beneath the shade of a thatched gazebo. Step through the main entrance into the upper-ground floor to find a free-flowing living space. The arch to your left reveals a cosy sitting area with a large sofa and flatscreen satellite TV. The arch to your right leads to a sleek kitchen with all mod cons. And straight ahead, a dining table has been laid next to a large window that frames the beautiful landscape. The terracotta floors, tiled and beamed ceilings, brick-edged arches, white walls and mix of polished antiques and stylish modern pieces, are all easy on the eye. And an abundance of windows give an airy feel and offer scenic views. The villa is conveniently set next to a small private cul-de sac road, that is only used by another villa and a winery and that is easily accessible for all kinds of cars. Step through the main entrance into the upper-ground floor to find a free-flowing living space. The arch to your left reveals a cosy sitting area with a large sofa and flatscreen satellite TV. The arch to your right leads to a sleek kitchen with all mod cons. And straight ahead, a dining table has been laid next to a large window that frames the beautiful landscape. The terracotta floors, tiled and beamed ceilings, brick-edged arches, white walls and mix of polished antiques and stylish modern pieces, are all easy on the eye. And an abundance of windows give an airy feel and offer scenic views. Descend the stairs and find peaceful bedrooms, with comfy double beds. Two bedrooms have French doors leading to the lower garden, where you’ll also find a handy laundry. Return to the pool and terrace where the sun will be dawdling its way across this relaxing scene as the day progresses, smiling down on Chianti’s vineyard-laced hills. Sitting in the dining area or on the terrace you can enjoy the sunrise over the Eastern hills, admire Radda above the olive yard as well as the glorious sunsets behind the swimming pool. Sink into the cool waters and contemplate what lies beyond.

Casa La Villa

  • Villa
  • 6
  • 3
  • 2
Tucked away at the end of a quiet road, yet barely a mile from Radda, one of Chianti’s main market towns. This unusual property, well-suited to a family or small group of friends, spreads out across one level, its roof doubling as a veranda capturing both the sun and views across the surrounding hills, carpeted in vineyards and olive groves.

Casa San Giovanni

  • Villa
  • 6
  • 3
  • 3
Casa san Giovanni is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation works, the travertine staircase, floors in top quality Tuscan terracotta and ceilings with the characteristic vaults were installed on the ground floor and, on the first floor, ceilings with exposed wooden beams and tiles, leaving intact the original structure of the farmhouses. The location, permits guests to make short trips to the numerous, fascinating villages in the vicinity such as Montepulciano, Montalcino, Pienza, with their inviting food and wine proposals and to organize daily excursions to the major art cities of Tuscany like Siena and Florence.

Il Fiocco

  • Villa
  • 6
  • 3
  • 3
This delightful independent farmhouse dates back to 1592. The house is in a beautiful position with a wonderful view dominating the surrounding countryside, and is situated at the outskirts of a Chianti village with basic shops and great restaurant. Lecchi with basic shops is at 1.5 kms, Gaiole in Chianti with all facilities is at 5 kms, Radda in Chianti is at 10 kms and Siena is at 18 kms. Horses can be hired nearby.

Villa Caterina

  • Villa
  • 6
  • 3
  • 3
In the green Val di Chiana between Siena and Arezzo and just minutes away from fascinating Cortona, one of the oldest Etruscan towns in Tuscany on a hill 600 m above sea level. An attractive stone farmhouse, it was originally a farm shed belonging to the nearby villa (where the owner lives without disturbing the guests and could, provide local information) and recently completely renovated with an eye to conservation and careful salvage of all the original materials. The result is a comfortable and elegant country house, fitted with all accessories, with the interior characterized by natural tones that recall the colours of the earth and illuminate the rooms which are furnished simply and basically, creating a warm and inviting domestic atmosphere.

Villa Centoia

  • Villa
  • 6
  • 3
  • 4
In the beautiful Tuscany landscape near Cortona, delightful medieval town at the Tuscan-Umbria border. Thanks to its breath-taking landscape this house is the ideal place for those who want to enjoy the silence and nature. Internally the house has high quality finishing such as wooden ceiling beams and functional furnishing which allows comfortable accommodation for 8 people. The proximity to the major historical centres like Perugia, Arezzo, Florence it will be appreciated by those who wish to discover the beauty of these towns. Please Note: when the property is rented in this solution no other guests will be present on site.

Villa Erta

  • Villa
  • 6
  • 3
  • 2
Wine buffs will love this charming old stone villa in the heart of Chianti Classico. The vineyards that produce world-leading wines roll out before you towards Radda, one of the historic towns that have thrived down the centuries from the grapes grown here. Indeed, you could pass your time tasting famous vintages at local wineries, especially with venerable names such as Castello di Volpaia literally on your doorstep. But it’s easy to make day trips to Florence and Siena, too, both of which promise a feast for the eyes. Next door to

Villa Gaiole

  • Villa
  • 6
  • 3
  • 2
Approach road: Unpaved, uneven, high clearance vehicle recommended, uphill segments, experienced drivers
two-storey stone-built villa is perfect for a multi-generational family or small group of friends to enjoy, both as a delightful place to stay and as a base for the Chianti countryside. You'll find this creatively restored villa perched on the side of a hill with glorious views from its two terraces, the pool and even the bedrooms. The attractively stylistic architecture blends old and new, with exposed brickwork, and brick pillars offset by contemporary furnishings and brilliant white plasterwork. Features include a brick archway that subtly divides the lounge into two living spaces, wood-burning stoves, an open fireplace and an atmospheric dining room where you can dine amid the original bare stone wall. Should you wish to explore further afield, wine and olive-oil tasting can be enjoyed locally, while there are good walking opportunities among the olive groves and foothills. Indeed, you'll find that the popular Chianti town of Gaiole is also within easy walking distance.

Villa Torretta

  • Villa
  • 6
  • 3
  • 3
Set in a tiny hamlet with an excellent local restaurant a short distance from Gaiole, one of Chianti’s most popular hill towns, makes a wonderful base for visiting the wine-producing region. This property is breathing history and dates back to the 14th century. You’re within easy reach of Siena, Florence and San Gimignano when you want a bit of Tuscan flamboyance, but this beautifully furnished and immaculately kept villa will ensure hours of deep relaxation and contentment. With accommodation arranged over three floors inside and three terraces outside – all with unimpeded views of Chianti woodland and vineyards – plus a generous private pool, the villa is ideal for families with older children or a group of friends.

Villa Uzzano

  • Villa
  • 6
  • 3
  • 3
With a striking sense of character and class, Villa Uzzano is one of the most unique and comfortable villas of its size. Set amongst the rolling green hills of the Chianti valley, you can relax away from the hustle and bustle of modern life. However, since you’re only 2km away from the town of Greve, you can still have easy access to a variety of fine shops, wineries and restaurants. A great deal of care has been put into the designs, inside and out. From the two-tier swimming pool and gazebo terraces, to the stylish furniture and decorations, the result is as impressive as it is homely.

Villa Vanessa

  • Villa
  • 6
  • 3
  • 2
Villa Vanessa is in a small hamlet less then 2kms from Radda in Chianti. The villa is set in well groomed gardens and a small olive grove with a 5X10m swimming pool. The owners who live in a separate villa on the same property are discreet but very helpful and friendly. In Radda there is an excellent delicatessen, a co-op supermarket, post office and several small restaurants.

Villa Bozzone

  • Villa
  • 7
  • 3
  • 3
The villa is only 5km from Siena so very well placed to explore the historic city and the surrounding areas. Head north and you can explore the vineyards of Chianti Classico.

Casa Pretaccione

  • Villa
  • 8
  • 4
  • 4
Borgo Pretaccione has been sympathetically restored into individually owned holiday homes, preserving its charm with original features. The small collection of cottages and apartments each have their own furnished outdoor space where you can dine al fresco or sit back with a glass of Chianti from the Dievole vineyard below you and enjoy the south facing views of the Tuscan hills and valley beyond.

Strove Village Villa

  • Villa
  • 8
  • 4
  • 4
Beautiful house located in the external walls of an ancient hamlet. The hamlet was once fortified and dates back to an Etruscan settlement. Situated near the Via Francigena route that pilgrims to Rome used, it was later transformed into roman "castrum" and again served military functions in the wars between Siena and Firenze. The walled city of Monteriggioni dominates the countryside and the hamlet probably was connected to the military machine of the Siennese Republic. The hamlet offers a restaurant and a basic food shop. In view of the hamlet is the walled town of Monteriggioni that dominates the countryside and the hamlet was probably connected to the military machine of the Siennese Republic. Colle Val d'Elsa with all shops, facilities and 6-hole golf course is at 6 kms. Castellina in Chianti is at 17 kms, Siena is at 15 kms, San Gimignano is at 18 kms, and Firenze is at 46 kms. Access to the Siena - Firenze superstrada is at 6 kms, near Monteriggioni.

Villa Arco

  • Villa
  • 8
  • 4
  • 4
This astonishing villa is constructed on the side of a hill from Tuscan stone, with unique pastoral designs in wood, stone, travertine, marble and authentic terracotta. A delicate balance of rustic farmhouse style and modern comfort, extraordinary, and thoroughly private luxury retreat, surrounded by lush green gardens and rolling hills. What’s more it has an added bonus of a fully equipped spa and wellness centre on site, including a Jacuzzi, a sauna and a Turkish bath. A separate entrance houses a summer dining area, complete with a kitchen and long wooden table with eight chairs. Just outside this room is a terrace area, perfect for admiring the view. The pool area is also ideally positioned for this, beautifully augmented by the sight of the green Chianti hills. Everything about this property radiates elegance and class.

Villa Bereto

  • Villa
  • 8
  • 4
  • 4
Set in the heart of the Chianti region, Villa Uzzano offers an exceptional blend of history and modern luxury. Positioned between the charming towns of Radda in Chianti and Gaiole in Chianti, this beautifully restored cottage is perfectly positioned for exploring Tuscany. With easy access to Siena, Florence, and the picturesque Val d'Orcia via the nearby Siena-Montevarchi road, the villa is an ideal base for day trips and adventures. The villa's secluded location provides a serene retreat, surrounded by stunning south-facing gardens that overlook rolling vineyards, olive groves, and oak forests. From the terraces, guests can admire breathtaking valley views, with the majestic Vistarenni and Vertine Castles gracing the distant hilltops.

Villa Campaccio

  • Villa
  • 8
  • 3
  • 3
A delightful little farmhouse built entirely of local stone and situated in the beautiful Tuscan countryside not far from Cortona. The interior has terracotta tiled floors and tiled ceilings with exposed beams. The house is simply furnished but with attention to detail. The isolated position allows guests to enjoy peaceful and relaxing holidays, in perfect harmony with the natural surroundings. For those who so wish it is possible to organize pleasant excursions to Lake Trasimeno and to visit the historical villages of Cortona, Montepulciano, Pienza and Chiusi, just a few kilometres away or to go further afield to the famous cities of art like Siena, Florence, Perugia and Rome.

Villa Colle Petroso

  • Villa
  • 8
  • 4
  • 4
Villa Colle Petroso sits on the Etruscan settlement site beneath the ancient hamlet of Colle Petroso. The villa is a reconstructed cottage using precisely relaid original stone, set in a tranquil landscape of oak forests, olive groves and vineyards. With terracotta and wooden floors, a country kitchen and heavily beamed ceilings, the property offers an authentic Tuscan experience. Despite its country setting, this Tuscan villa in the heart of the Chianti Classico with Castellina in Chianti and Radda in Chianti 7 Km away, is only 25km from Siena, 35Km from San Gimignano and 50Km from Florence.

Villa Grassellino

  • Villa
  • 8
  • 4
  • 3
This Property has a six person option
This charming villa stands on a hill of poplars and olive trees with a view ranging over a unique panorama from the hills of Castel Fiorentino to the tower of San Miniato, providing guests with breathtaking views. The villa is surrounded by a green lawn where you can walk barefoot, immersed in a profusion of multicoloured flowering trees and various medicinal plants that will entrance you with their scent.

Villa Lucignano

  • Villa
  • 8
  • 4
  • 3
Located in the heart of Chianti Classico, immersed in a vegetation of oaks and holm oaks and surrounded by hills covered with vines, very close to the tiny villages of Lucignano and Monti. An old farmhouse, ideal for spending time with the family or for romantic getaways, The Villa respects the typical canons of Tuscan architecture, with exposed stone, wooden beams, terracotta flooring and furnishings of classic taste.

Villa Metelliano

  • Villa
  • 8
  • 4
  • 4
Nestled in the beautiful Tuscan countryside, enlivened by expanses of cultivated fields and green hills, just a few kilometres from Cortona, a fascinating borgo on the hills of the Valdichiana. The house arose from the recovery of an old farmhouse and fully reflects the architectural tradition of the area but is, at the same time, refined by the light green finishes of the fixtures. It has two floors and its rustic interiors are marked by elegance, originality and functionality with antique pickled- wood beamed ceilings, original terracotta floors and spacious and comfortable bedrooms.

Villa Molino

  • Villa
  • 8
  • 4
  • 3
Beautiful independent Villa obtained from the total restoration of a grain mill that dates back to 1606. The origins of the mill are uncertain but it was probably in operation in the same period that the Abbazia di Sant'Antimo was built, and provided flour to the Abbey monks. Shops and restaurants are at 1.5 kms, while Montalcino, famous for its Brunello wine, is at 9 kms. Siena is at 57 kms and Firenze is at 120 kms. The mill looks like it was taken directly from a book of fairy tales: the little arched bridge, the water flow ditch, and many minor details have been restored with punctilious care. The private 7 X 10 meter swimming pool is the only external modern feature and it has been set into the original mill course above the structure. The mill is reached by a dirt track that leads through a gate opening onto the parking area. From there, there is a walkway leading to the house. The property is partially fenced in to afford privacy and has olive groves, fruit trees and woodlands. The position is very peaceful and private.The mill is in a green valley surrounded by soft hills.

Villa san Polo

  • Villa
  • 8
  • 4
  • 2
This beautiful independent farmhouse is on the same property as the Casa san Polo but it is reached by its own private road and is set further back in the grounds with respect to the other farmhouse group. Built on the side of the hill, it offers splendid views over the surrounding countryside and vineyards. Lecchi is at 2.5km Radda in Chianti is at 6km Siena is at 28km Florence is at 58km

Villa San Vincenti

  • Villa
  • 8
  • 4
  • 3
Attractive stone villa in the heart of Chianti made even more beautiful by climbing roses and plentiful plants, you feel like you are the only residents for miles. Part of a sparsely populated rural hamlet, this villa sleeps up to eight and is perfect for families who wish to splash in the pool and make as much noise as they want. Simply styled, light-filled interiors offer delightful chandeliers, cool, whitewashed walls adorned with well-framed art – all of which allow the views to shine as the real star of the show.

Rocca Leopoldina

  • Villa
  • 10
  • 5
  • 5
This beautiful independent barn completed its restoration in 2010. Part of the Rocca estate, it is immersed in the hills of the Chianti Classico only 1.3 kms from town with all facilities, shops and restaurants. Easily reached on foot either along the main road, or by hiking up the path to town, this barn provides easy access to all the historic cities and towns of the region. Siena is at 19 kms and Firenze is at 32 kms. The barn is near another estate farmhouse but it is separated from it by hedges and walls. It offers a wonderful view of the surrounding countryside and the estate’s vineyards and olive groves. Above them, you can see the town itself. The barn is surrounded by furnished, paved terraces and has its own shaded parking area. A pathway leads from it to the main farmhouse located about 200 meters away, where the shared swimming pool is located. The pool measures 6 X 14 meters and offers a solarium terrace and furnishings. You can also reach the parking area near the pool with your car if you do not feel like walking. Guests can purchase Chianti Classico wines, extra virgin olive oil, Vinsanto, and Grappa of their own production in their shops and office, where guests can also use the internet connection and have the owners book their restaurants for them or just provide them with places to visit in the region.

Villa Angel

  • Villa
  • 10
  • 5
  • 3
Villa Angel is a lovely two-storey villa in a charming village. A grocery shop and restaurant are both within walking distance, and there is a pretty garden with beautiful views across the forests and Etruscan hills.

Villa del Mazza

  • Villa
  • 10
  • 6
  • 4
Elegant and welcoming two-story villa surrounded by the greenery, 6.5 km from the centre of Cortona, where you will find restaurants and shops. The Villa features a private swimming pool, a private garden, air conditioning (please read description below to check in which rooms the units are installed), winter heating and WI-FI Internet access.. You will find the closest restaurant at 2 km. To stay at the Villa you will need a car. You will be able to park it free of charge inside the entrance gate. Please note that access to the Villa is along a 500-meter country road.

Villa Impruneta

  • Villa
  • 10
  • 5
  • 6
A splendid, elegant, aristocratic residence that conveys the charm of noble Florentine villas. It is located on a hilltop in Florentine Chianti, in the comune of Impruneta, a town renowned for its terracotta products and an excellent red wine. The villa looks out over a wonderful view of the surrounding hills, covered with vineyards and olive groves, which gently descend towards the centre of Florence with the towering dome of Brunelleschi. The villa has large, elegant rooms embellished with luxurious furnishings, snug living areas to relax in, a veranda for singular meals and bedrooms with breathtaking views. In addition to the beautiful interior, the villa is surrounded by a green manicured lawn in which a lovely swimming pool, a tennis court and a five-a-side football pitch are set like rare jewels.

Villa Monte Panzano

  • Villa
  • 10
  • 5
  • 4
A beautiful and spacious Tuscan holiday home. It is situated on a hill just 3 km from the charming town of Panzano. This 11th century property has been carefully and faithfully restored. Villa Bernardi is an excellent place for a large family or a group of friends. The property has a special ambience due to its spatial distribution and the on-site winery. The fitness room on the ground floor is generously equipped with exercise machines and various weights. The dining area is dominated by a stately dining table. The living room on the first floor has its own southern European charm, with a terrace leading from here towards the garden. From the smaller terrace near one of the bedrooms, you have a great view of the surrounding fields and forests.

Villa Pietrafitta

  • Villa
  • 10
  • 5
  • 5
Lying on a hillside opening between the charming hilltop towns of Castellina in Chianti and Panzano in Chianti, the Villa offers guests a unique blend of history, luxury, and breathtaking beauty. These towns are renowned for their high-quality food, wine, art, and artisan products, providing a delightful array of experiences. Ideally located, the villa is equidistant from the Renaissance splendors of Florence and Siena, making it a perfect base for exploring Tuscany. Villa Pietrafitta is situated in a stunning private countryside setting, offering 360-degree views of vineyards, olive groves, and oak forests. Guests will be mesmerised by the captivating sunsets that paint the landscape in warm colours. The property resembles an ancient hamlet with its beautifully crafted stone structures and charming walkways. Originally built as a centuries-old farm, the villa has been thoughtfully transformed into a luxurious rental while retaining its historical charm. The original stone oven, now a delightful feature, invites guests to enjoy pizza evenings.

Villa Reggello

  • Villa
  • 10
  • 5
  • 3
Elegant and welcoming two-story villa in the characteristic style of the Tuscan countryside, enjoying a gorgeous view of the Valdarno (Arno Valley) and of the hills. The Villa is 200 square meters (2150 square feet). It features a private swimming pool, a private terrace, a private patio, a private garden, winter heating and WI-FI Internet access. You will be roughly 2.5 km (1.5 miles) from Reggello, where you will find a restaurant and a grocery store. You will find a number of restaurants and shops at 5 km (roughly 3.1 miles).

Villa Tregole

  • Villa
  • 10
  • 5
  • 4
For a larger group of family or friends that you'd like to share the best of Tuscany with - and you dream of escaping to the lovely Chianti hills. With accommodation for a party of 10 split between a traditional two-storey villa in its own walled gardens, and a stone-built cottage just outside the gate, there is plenty of space for everyone. Positioned near the top of a hill, the garden is on three levels and affords extensive views out across an olive grove and woodland. On the lowest level, you'll find a kidney-shaped private pool in a sun-soaked stone terrace. Mature trees on a lawned area to one side provide welcoming shade. A marble dining table on the top, gravel terrace is a great spot for al-fresco meals.

Villa Brolio

  • Villa
  • 12
  • 6
  • 5
Sitting on its own private hilltop, decorated with vineyards manicured by the Ricasoli estate. With 360-degree surroundings of exquisite Italian countryside and a classic Tuscan interior decor, the Villa is a secluded idyllic retreat in the Chianti hills of the Siena. The views of the vineyards, olive groves and forests, all stretching outwards to the horizon, are spectacular, and the sunny private pool area is the perfect place from which to admire them. Ideally situated in central Chianti – world-famous for its food, wine and natural beauty – your Villa is a great place to relax and a great base from which to explore. You don't need to go far, the heart of the Ricasoli estate is 2.5km away and offers castle tours, wine tastings, a bar and a first-class restaurant. The Ricasoli family created the modern Sangiovese grape-based Chianti wine recipe in the late 19th Century and have been producing wine on the estate for 800 years. The current Baron Ricasoli still resides in the nearby Brolio Castle and hosts wine tastings on request.

Villa Fornace

  • Villa
  • 12
  • 6
  • 6
Located in the beautiful setting of the Tuscan hills within a wine estate, which extends over 20 hectares cultivated partly with vineyards and partly with olive groves, orchards, seed orchards and woods. Their products include wine and oil and come from organic farming practices.. The villa enjoys a well-connected yet peaceful spot between Florence and Pisa, two showstoppers for sightseeing. To the north is Vinci, the birthplace of Leonardo da Vinci and home to a fascinating museum about his life and work. To the south is the market town of San Miniato, famed for its truffle festival.

Villa Manciano

  • Villa
  • 12
  • 6
  • 7
Located on an estate of about 500 acres, the Villa has the advantage of being surrounded by woods, olive groves and the unique scenery of the Tuscan Maremma, which extends as far as the eye can see and is the perfect setting for a typical Tuscan house, with the traditional terracotta floors and exposed beams and enriched by particular murals, work of the artist Camilian Demetrescu, present in almost every room, which recall the Etruscan roots of these places. The total immersion in nature, offered by this favourable location, allows guests to follow trails on horseback, thanks to the presence of riding stables just 5 minutes from the house. The area is famous for the many opportunities on offer, from the natural beauties of Mount Amiata, to those dedicated to relaxation, given its proximity to the Terme di Saturnia (Saturnia hot springs) and the Tyrrhenian coast that can be reached in just 40 minutes, along itineraries rich in history, as testified by the numerous sites of archaeological interest.

Villa Vinci

  • Villa
  • 12
  • 6
  • 7
located in the immediate vicinity of the medieval borgo of Vinci, with its characteristic historic centre and museum dedicated to Leonardo da Vinci. Near the villa is the birthplace of Leonardo da Vinci, which you can visit on foot along fully-equipped paths. This elegant two-storey stone villa, in the classic finish of hunting lodges, is set on a gentle Tuscan hill, completely surrounded by an estate of olive groves. The property has been recently restored with attention and elegance, with the owners chosing traditional Tuscan materials such as stone, terracotta, travertine and wood for the restyling.

Villa Fortunato

  • Villa
  • 13
  • 7
  • 8
The Villa is characterised by the typical details of Tuscan houses such as terracotta floors and exposed ceiling beams with influences and touches of Provençal style. The choice of pastel colours for the walls and finishing touches projects the guest into a warm, welcoming and relaxing environment. The Villa is located in a 7-hectare property located in the municipality of Manciano in the Tuscan Maremma, not far from Capalbio and Monte Argentario, in a countryside of unique scenery offering many opportunities for those who love horse riding, walking, jogging and mountain biking, with specific routes for each activity. The area is famous for its numerous opportunities, allowing you to range from the naturalistic beauties of Monte Amiata to those dedicated to relaxation, given the proximity to the Terme di Saturnia and the Tyrrhenian coast of Monte Argentario, just 40 minutes away, passing through food and wine routes and itineraries rich in history, as evidenced by the numerous destinations of archaeological interest. The area is full of restaurants and trattorias offering typical cuisine and the flavours of yesteryear, with Tuscan products known all over the world including extra virgin olive oil, DOP (Protected Denomination of Origin) wines and the production of pecorino cheese (sheep's cheese) from various types of milk and different aging. When you arrive at the Villa, you are greeted by a cypress-lined avenue that leads to the 6-car parking area covered by a pergola, to the garden with lawn and large flower beds and to the olive grove with 700 olive trees from which an excellent organic extra virgin olive oil is produced. The Villa is the ideal choice for those families or groups of friends who wish to spend an unforgettable holiday immersed in the relaxation of the Tuscan countryside while having the opportunity for exploring ideas, itineraries and activities. N.B. The owner lives with his dog in a next house in the park and is at the complete disposal of guests as property manager of the structure. When the property is rented in this solution no other guests will be present on site.

Villa Castelnuovo Berardenga

  • Villa
  • 18
  • 9
  • 10
The Villa is a charming two-story age-old farm house surrounded by meadows and by green hills. It sleeps 18 people. From the Villa you will enjoy an enchanting view of the Tuscan countryside and of the greenery. The Villa is 500 square meters (5380 square feet). It features a private swimming pool, a private patio, a private garden, air conditioning (please read description below to check in which rooms the units are installed), winter heating and WI-FI Internet access. You will be roughly 5 km (3.1 miles) from Castelnuovo Berardenga, where you will find restaurants and shops. You will reach the Villa from the parking area without having to climb any steps. To stay at the Villa you will need a car. You will be able to park it free of charge inside the entrance gate. Please note that access to the Villa is along a 500-meter country road.

Villa Rapale

  • Villa
  • 18
  • 9
  • 9
Charming three-story villa surrounded by meadows and by green hills. It sleeps 20 people. From Villa you will enjoy a thrilling view of the greenery and of the hills. The Villa is 650 square meters (7000 square feet). It features a private swimming pool and a private Jacuzzi pool, a private garden, air conditioning (please read description below to check in which rooms the units are installed), winter heating and WI-FI Internet access. You will be roughly 10 km (6.2 miles) from Castelnuovo Berardenga, where you will find restaurants and shops. You will find the closest restaurant at 5 km (roughly 3.1 miles). You will reach the Villa from the parking area going up approximately five stairway steps. To stay at the Villa you will need a car. You will be able to park it free of charge on the premises. Please note that access to the Villa is along an 350-meter unpaved road.