Whereas most homes give you a single terrace if you're lucky, this Tuscan property spoils you with outdoor spaces. As well as a lounge given some shade by a large parasol, there's also a separate deck with an alfresco dining table and a stone barbecue, plus another area that holds a swimming pool. Although we're betting you'll be spending most of your time in the open air, the interior is also pleasing to the eye as well. Through the arched doorways, guests will be greeted by a rustic interior, complete with cooling tiles on the floor, patterned walls in the kitchen and lots of botanical-themed artwork dotted about the place. The local village of Vellano can be reached in around ten minutes' stroll and has a couple of restaurants for when you get peckish. Further afield, there are Tuscan towns that can be reached in under an hour's drive, such as Montecatini Terme, Lucca and Pistoia. If you're up for a slightly longer jour...
In the heart of Chianti Classico, this charming old stone villa offers a haven for wine enthusiasts. Surrounded by vineyards producing world-renowned wines, you can easily explore local wineries and historic towns like Radda. If you’re not sampling the local grapes, back home, you’ll find everything needed for a comfortable stay. Granted, there’s no air conditioning here, but with sun-dappled terraces, panoramic views and a private pool, you’re sure to be drawn outdoors anyway. Locally, a trip to Radda is a must, reached easily in under ten minutes in the car. *There's no air conditioning here. It could get a little hot during the summer. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until September, isn't fenced. Children will need to be supervised at all times. *The twin bedroom can be set up as a double upon request. *We...
This rustic stone villa is located just a short stroll from the historic centre of Gaiole, surrounded by world-class vineyards and sun-drenched olive groves. The traditional building has been thoughtfully restored and now boasts contemporary decor alongside many of its original features. And outside you’ll find plenty of serene spots to soak up the countryside views, from a private pool to an alfresco dining terrace. Because of the layout of this home and garden, we think it’s best suited to groups of friends or families with older children. *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 is only available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *While babies and children are welcome, this home isn't recommended for toddlers. *While the owner lives in...
This apartment is an ideal base for exploring Tuscany. It's not the largest space, but it's packed full of Tuscan charm. Located in Camaoire, it's within easy reach of the Versilia coastline's sandy beaches and the natural beauty of the Apuan Alps. Mingle with the locals at the nearby pastry shops, cafés and bars, or hop in the car and explore everything Tuscany has to offer. Beach days, vineyard tours, or hiking routes – there's something for everyone. When it's time to unwind, enjoy a glass of local wine on the private terrace. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *One well-behaved dog is welcome to accompany you during your stay. *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. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *There's...
Not far from Porto Ercole, this home makes the most of its coastal scenery. You'll be just 900 metres from the beach, and the views are downright blissful – they stretch across the sea to the island of Formiche di Burano. Everyone will appreciate the swimming pool, and the terrace makes the perfect spot for a nightcap as the sun goes down. Each bedroom has its own entrance, and the one on the lower ground floor is ideal for those who don't mind steps. When you're ready to explore, you'll find the small village of Ansedonia nearby, as well as Orbetello, which is a ten-minute drive away. *This home is spread across two levels connected by an external staircase. You'll need to climb five stairs to enter the ground floor and thirteen steps (with a railing) to get to the basement level, where you'll find an en-suite bedroom. Steps are also required to reach the pool. *Both bedrooms on the ground floor have independent entrances. *...
This eco-friendly villa, with stunning views of the Tuscan countryside, is situated close to the medieval town of Grosseto. It boasts some pretty nifty features, such as an indoor fitness area with gym equipment and a sauna. But that’s not all. Outside, there are several seating and relaxation areas, as well as a pool. Though it’s on the small side, it’s still a welcome treat during the scorching months. A short drive takes you into Grosseto, where you’ll find numerous good eateries, as well as different sights such as the cathedral and archaeological museum. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. The pool is heated from May to September.\n *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.\n \n *There’s a nude painting in one of the bedrooms, so it may not be the most appropriate f...
This historic home dates back to the 16th century. Previously home to aristocratic families, it’s now been renovated into two holiday apartments, perfect for families or friends travelling together. The villa is surrounded by park-like gardens filled with olive trees and flowers and features a shared swimming pool. Inside, you can look forward to vaulted ceilings and well-thought-out interior design. With a maximum occupancy of eight, two guests will sleep on a sofa bed in the ground-floor living room. The villa is in Maremma in southern Tuscany, close to beaches and vineyards. *This villa comprises two apartments, one on the ground floor and one on the first floor. *At full occupancy, two guests will sleep on a sofa bed in the living space of the ground-floor apartment. *There’s free parking at this home. *A neighbour may occupy the annex apartment during your stay, but you’ll only interact with him in the parking area.<b...
This beautiful villa is a dreamy holiday home in Italy. It’s on a hillside just ten minutes from Porto Ercole, within easy reach of the beaches of the Tuscan archipelago. Admire stunning views of the Bay of Orbetello and the valley from the terrace, where you can sunbathe and soak in the hot tub. A lush garden of plants and cypress trees adds to the tranquil vibe of this delightful villa. Inside, this modern and attractive home has large windows that bring the view inside. *There’s free parking at this home. *The gardener can assist you with your luggage on arrival. *One bedroom is in an annex, accessed via a stone staircase. *Your host has arranged daily cleaning. Air Conditioning Balcony / Patio Barbeque Central Heating Child Friendly Coffee Maker Cooking Essentials Dishwasher Fireplace Free Parking On Premises Fridge Garden Hair Dryer Hangers Hot Tub Iron Kitche...
This beautiful home can be found in Reggello, close to Florence and only 4 kilometres from some of the best shopping in Tuscany. It’s a modern home-from-home, cool and comfortable, with a delightful outside space. A private pool sits in a vibrant garden filled with flowers and aromatic plants, where there’s a barbecue for alfresco dining, and an air-conditioned gym. Sliding doors connect the relaxing garden with the stylish villa, with its open-plan living and dining space. You won’t want to leave. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. There are two ground-floor bedrooms. *There’s a desk for those working remotely during their stay. *The fireplace is ornamental. Air Conditioning Barbeque C...
Tee off in Tuscany at this home on a golf resort in Grosseto. Perched on the edge of an 18-hole course, you can also take advantage of the complex's shared swimming pool, clubhouse, and restaurant. The gardens are part communal, but a private patio is tucked behind hedges and makes for a sweet spot for alfresco dining. Inside, the interiors are contemporary and cosy – there's a sleek kitchen, a small office ideal for remote working, and a fuss-free living area. Fancy a change of pace? Wander the ancient streets in nearby Massa Marittima, drive twenty minutes to Follonica's beach, or set sail to the Tuscan isles from Piombino or Punta Ala. *This is a townhouse located on a golf resort. You'll have access to the complex's swimming pool, clubhouse, gardens, and on-site restaurant – they're all shared with other guests. The swimming pool is only available for use between May and September. *The twin beds can be converted into double...
While this home is charming inside and filled with everything you need for a comfortable stay, the outdoor space is the cherry on the cake for us. Made for soaking up the Mediterranean climate, you’ll find secret pockets of garden here, so you can socialise or spend a little quiet time by yourself. The private pool offers some respite from the heat, or sun-seekers may prefer to enjoy the rays from the terrace. Keen to explore the local area? Hop on the bikes, don your helmets, and let two wheels take you away. *We recommend a car to get the most out of your stay – there's parking for three cars here. If you walk to the nearby town of Radda (2km away), take care as it's along a main road with no footpath. *Your host can provide a cot and high chair for free upon request. *The swimming pool, open from May to September (weather permitting), isn't fenced. If you're bringing children, they'll need to be supervised at all times. <...
Tucked away in a hidden corner of Tuscany, this striking home is a dream for architecture lovers and tranquillity seekers alike. Designed by Carlo Chiappi, it blends modernist principles with natural textures, creating a seamless harmony between indoors and out. Floor-to-ceiling windows flood the space with light, framing the beauty of the rolling countryside like art. Perfect for exploring the charms of Monticiano, it's a retreat that offers pure, unspoilt peace wrapped in architectural brilliance. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *For those with reduced mobility, there are two ground-floor bedrooms and a bathroom here. *There’s free parking on the premises. Air Conditioning Barbeque Blender Carbon Monoxide Detector Central Heating Cleaning Products Coffee Maker Cooking Essentials Dishwasher Drying Rack Extra Pillows and Blanket...
Nestled on a scenic hilltop, this charming villa offers a tranquil escape amidst nature's embrace. Granted, the traditional interiors may not be everyone’s cup of tea, but the outdoor space is guaranteed to be a hit with all. A private pool, alfresco dining opportunities and sun-kissed terraces inviting you to relax – what’s not to love? Locally, you can walk to the village of Calci – just be mindful of the walk up the hill on the way back, parts of which are steep. For trips further afield, it’s a mere thirty-minute drive to historic Lucca. *The swimming pool is only available for use between mid-May and September. *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. *Due to this home's location, we recommend hiring a car to get the most out of your stay. On-site parking is available here. *While the access road to the villa is paved, the la...
With far-reaching views and an abundance of places to enjoy them, it’s not hard to see why this contemporary villa caught our eye. Inside is modern and sleek, perfectly proportioned for a family or group of friends and with the added bonus of a gym and sauna. But outdoors is where this home comes alive. Swim in the private pool, play ping pong, relax on the sun-drenched terrace or dine alfresco – the options are endless. If you can tear yourself away, there’s plenty to keep you occupied in the surrounding area, too. Head to historic Grosseto, the wild beaches of the coast, the vineyards around Montalcino, or the hot springs at Terme di Saturnia. *One well-behaved dog (up to 30kg) is welcome to accompany you during your stay. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The bedrooms can be set up as doubles or twins on request. *Due to this home's location, we recom...
This Tuscan Villa caught our eye for its lush garden, surrounded by trees – you’ll certainly feel like you’ve escaped to the country when you’re lounging by the pool here. Located in the Mugello Valley, you’re a short drive from Borgo San Lorenzo, where you’ll find shops and restaurants, and 36 kilometres from the ever-popular Florence. While the kitchen area is small and there isn’t a huge amount of space for preparing meals, there’s a barbecue outside and the covered loggia is perfect for alfresco dining. *The swimming pool is only available for use between 1 May and 30 September. The pool isn't fenced so children will need to be supervised at all times. *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. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s an EV charging point and free parking for ...
Nestled amid the rolling hills and lush greenery of the Chianti countryside, this villa offers a tranquil escape to rural Italy. The stone house is as traditional as can be, with terracotta floors, wood-beamed ceilings, and arched doorways. Outside, you’ll find two terraces boasting wonderful views stretching over the valley to the nearby towns of Panzano and Radda – both great options for day trips. There’s also a swimming pool. Rustic and charming, this villa is an oasis in Chianti. *Access to this home is via an unpaved road – we recommend hiring a high-clearance vehicle. There’s free parking here. *The swimming pool is open from May to September. The homeowner and their family may use the pool when you’re not using it. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. A...
Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern. And, when you fancy a spot of sightseeing or some authentic Italian cuisine, you can walk to the hilltop town of Radda, just two minutes away, or for jaunts further afield, hop in the car for a day trip to Florence or Siena. *There's no air conditioning here, but fans are provided for guests' comfort. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until mid-October, isn't fenced. Children will need to be supervised at all times. *There are steps to access this home. It may not be the best option for those with reduced mobility. *We recommend hiring a car to get t...
Enchanting doesn't even begin to describe this old farmhouse in the heart of Tuscany. At first glance, we were captivated by the apple red shutters, ivy-clad stone walls and serene country setting, but once we stepped inside, we fell even more in love with the romantic, welcoming and rustic interior. Wooden ceilings adorned with beams, traditional antique furniture, elegant bedrooms – this home has charm in abundance, and, what's more, there's plenty of space to spread out and get comfortable. Our favourite part was the pretty garden. Day or night, the beautiful views across the hills paint the perfect backdrop for your stay. Dig into alfresco meals underneath the shady pergola and savour a glass of wine as the day slowly fades on the outdoor sofa – your host leaves a local bottle of vino, fresh flowers and a cake for you to enjoy. Once the chill sets in, gather around the brick fire pit and enjoy a laughter-packed evening under...
After a day touring world-class vineyards, this home is the perfect place to unwind with a glass of Chianti. Sure, there’s no air conditioning here, and the traditional interiors may not be to everyone’s taste, but there’s no denying the beauty of the outdoor space. And, where better to cool off in the Tuscan heat, than the private pool? If you’re not dining alfresco and soaking up the countryside views, take the short drive to Quercegrossa for some authentic Italian food with the locals. *The owners live next door to the villa and have a dog and a cat, and there's an apartment that they occasionally use for family and guests. The apartment doesn't overlook the villa – it overlooks the pool slightly from a distance – they don't use the swimming pool and won't disturb you during your stay. *There's no air conditioning here. *The swimming pool, open between May and September weather permitting, isn't fenced. Children must be ...
Situated in the heart of Chianti, this stone farmhouse is in a great spot for visiting some of the region’s many vineyards. Whether you’re admiring the countryside views from the wraparound terrace, cooling off in the private pool, or firing up the pizza oven, it’ll be easy to kick back and relax here. While the decor seems a little dated in places, the home boasts lots of traditional Tuscan touches, like terracotta tiled floors and beamed ceilings. Location-wise, you’re near the market town of Radda, and ever-popular Florence and Siena are just a day trip away. *Your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool is available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *Two well-behaved dogs, weighing up to 30kg each, are welcome to accompany you. *The twin bedroom can be configured as a double i...
Romantic and whimsical, this beautifully renovated 19th-century farmhouse is nestled amid the rolling hills, olive groves, and vineyards of the Tuscan countryside. A wisteria- and rose-covered pergola frames the terrace and makes for a stunning spot for an alfresco meal, day or night, and the private swimming pool is perfectly positioned for enjoying the views. The house has been renovated to incorporate local craftsmanship, blending antique terracotta floors and chestnut ceiling beams with pastel hues – it’s pretty and comfortable. The thermal springs of Terme di Saturnia are a short drive away, and you can reach the coast in fifty minutes. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. One bedroom and bathroom are on ...
In the heart of the Chianti hills, this cosy villa offers a tranquil escape. Its compact design belies surprisingly spacious rooms, while the wooden beams sprinkle character over the home. That said, it’s the outdoor space that caught our eye. A brief walk away, the secluded garden serves up panoramic vistas, sun-drenched terraces and a private pool. If you can tear yourself away, explore the nearby town of Gaiole, less than ten minutes away by car, or venture further to discover Siena, Florence, and San Gimignano. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from mid-April until mid-October, isn't fenced. Children will need to be supervised at all times. *The owners, who live in the hamlet, may occasionally use the pool when the pool area is unattended by guests. *There are steps to access this home and some of the bedrooms. It may not be t...
Perched high in the hills near Pisa, this villa offers captivating views of the Tuscan countryside. Granted, the traditional interiors may not be everyone’s cup of tea, but you’ll find everything needed for a comfortable stay here. Step outdoors and you’re in for a treat. Soak up the far-reaching vistas as you swim in the private pool, or simply indulge in an alfresco meal as the quiet of nature surrounds you. When you’re ready to explore, we recommend driving to Pisa, 11 kilometres away, for a visit to the iconic Leaning Tower *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open between mid-May and September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The pool is not in the immediate vicinity of the villa - you'll need to walk across a track to reach it. *We recommend hiring a car to get the most out of...
This traditional Tuscan farmhouse is the perfect place to relax and enjoy the Italian countryside. Located just a few kilometres from the thermal springs of Rapolano Terme, the house is surrounded by vineyards and olive groves, with a lush garden of cypresses, olive trees, and rose bushes. There’s a private pool and a delightful alfresco dining space in the shade of a gazebo. The house boasts preserved original features including stone walls and beamed ceilings. The main bedroom is equipped with a double bed and two additional single beds on a mezzanine floor, which is ideal for parents to share with their children. *At full occupancy, two guests will sleep on two single beds in the mezzanine space above the main bedroom. *Your host can provide a cot and high chair for little ones. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *There’s a garage with space for one car. *...
If you’re seeking an escape back to nature, this could be the home for you. Immersed in the Tuscan countryside, you can soak up the peace and quiet of this location whilst admiring uninterrupted views across vineyards, olive groves and forests. Inside, the home is bright and contemporary – it’s impossible not to relax here. The pool house, complete with a sauna, bathroom and areas to relax, is a welcome bonus. Location-wise, Scansano, known for its exceptional wines, is around a twenty-five-minute drive, or you can drive around forty minutes to reach the thermal springs in Saturnia. *The owners live on the property. They won't disturb you, but are always on hand should you need any help. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. <b...
If you’re in search of a slice of Italian paradise, look no further than this home. Nestled in the hills with stunning views, this is the perfect setting for a refreshing retreat. Enjoy total relaxation by the pool and long lunches on the terrace. Your host can help arrange grocery deliveries and a private chef to prepare delicious Italian meals. You will need a car to get around here, but this is a great base for exploring some of the regions prettiest spots. The nearest amenities are just a short drive away in Monteverdi Marittimo, while the sandy beaches of Castagneto Carducci are just 10 kilometres away. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is available for use from the last Saturday in April to the first Saturday in October. *Private parking is availab...
This contemporary villa set on the edge of Terontola in southern Tuscany is just the ticket for those seeking a serene escape away from it all. Boasting modern interiors, a private pool and sun-kissed terraces, it’s a real gem. But the cherry on the cake? This home has its very own spa. So, if you fancy a sauna or massage, just wander down the steps to the lower ground floor where your sanctuary awaits. Keen to explore? Drive to historic Cortona, sample the local chocolate of Perugia, or bathe in the hot thermal springs at Bagni San Filippo – you’ll never be lost for things to do. *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 free cot and high chair upon request. *The swimming pool, open from May until October, isn't fenced. If you're bringing children, they'll need to be supervised at all time...
Originally a small, rural stone building, this villa has been extended and modernised, allowing it to blend into the landscape. And what a setting it is, the views of the Tuscan countryside are beautiful – enjoy them from the swimming pool (heated for a fee) and the hot tub. Inside, there's plenty of room to entertain your family or friends, and if you must work while on holiday, well there are a couple of workstations in two bedrooms. We'd also recommend a car to get the most out of the area. You'll find Volterra 14 kilometres and San Gimignano 18 kilometres away. *This detached villa consists of three units. *A welcome kitchen starter kit is provided, including espresso pods, local olive oil, vinegar, spices and dishwasher tablets. *There are two bedrooms and bathrooms on the ground floor. *The swimming pool is only available for use between 1st April and 15th November. *If you're travelling with little ones, your ho...
Everyone is welcome at this hillside villa. Outside, you can enjoy expansive views across olive groves and there’s a swimming pool for refreshing dips. Afternoons can be spent relaxing on the terrace or soaking up the sun on a lounger. Inside, the rooms are contemporary, fresh and family friendly. You’ll also find plenty of opportunities for wine and olive oil tasting in the region, while the main market towns of Chianti are all within easy driving distance. It’s also just a short drive to the lively village of Gaiole. *Private parking is available for two cars on the drive. *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 September *Well behaved pets are welcome to join you here. Air Conditioning Barbeque Beach / Pool Towels Child Friendly Coffee Maker Cot / Crib Dishwasher F...
This charming farmhouse overlooking views of the Seano Cortona Valley comes complete with its own olive terrace and a hidden private pool. While the best spot in the house to take in the views is on the first-floor balcony, you'll find plenty of shaded spots to cool off after exploring the surrounding nature – there's direct access to the local walking trails through the forest. Inside, we love the locally handmade furniture pieces bringing a cosy aesthetic to this hideaway. The house is in San Leo Bastia with a small shop, bar, and restaurant, and you'll find the city of Umbertide with even more choices around 20 kilometres away. *Due to this home's location, we recommend hiring a car to maximise your stay. There is private parking available on the premises. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Please note the swimming pool is closed from October to April. ...