This former barn has been transformed into a rustic sanctuary where you can slow down and savour the magic of Italian living. Nestled in the grounds of the owner’s private home, the house offers peace, privacy and all the essentials you could need for a romantic break or solo retreat. There’s a swimming pool and a private terrace for alfresco dining and evening drinks. You’ll also be perfectly placed for adventures across this beautiful region. From here, it’s a short drive to Panzano and Greve, while Siena and Florence are also within driving distance. *Private parking is available here. *Please note the swimming pool is shared with the owners – they will only use the pool when it is unattended. Please also note it is available for use from May to September. *The fireplace in this home is for decoration only. Air Conditioning Beach / Pool Towels Coffee Maker Dishwasher Fenced Property Freezer Fr...
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...
Whereas years ago you would have found a farmhouse on this site, visitors are today greeted by a villa that marries rustic charm and modern amenities. Trust us when we say that you won't find it difficult to relax here, thanks to the beautiful views of vineyards and the ancient walled city of Montepulciano in the distance. As you would hope, there are plenty of spots where you can admire this scenic vista, whether it's out on the balcony, the terrace or the large front lawn. Inside, there are a pair of kitchens, dining rooms and living rooms, which offers an extra degree of flexibility if you're travelling in a big group. There are terracotta tiles and wooden ceiling beams throughout to remind you of the home's heritage, but contemporary kitchens and pristine bathrooms show you how much effort the host has gone to in order to bring the address up to date. Montepulciano and its impressive collection of Renaissance-er...
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. *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. *There’s a nude painting in one of the bedrooms, so it may not be the most appropriat...
This Tuscan villa lies in the peaceful Grosseto countryside with wonderful views of the rolling fields and surrounding vineyards. Better still, you'll have plenty of outside space to soak up the relaxing setting here – from the swimming pool and cypress-lined garden to the furnished loggia equipped with a lovely dining area and lounge space – ideal for entertaining friends and family. Inside, the home is rustic and traditional, so the decor won’t be to everyone’s taste – and the steep staircase might prove tricky for some. When you're ready to explore, the bay of Follonica is only 8km away, where you'll find sandy beaches, trendy beach clubs and waterfront eateries. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking for up three cars. *The caretaker and his wife live in the neighbouring building. A tri-weekly maid service is included in your stay. *The twin beds can be con...
Surrounded by vineyards and rolling Tuscan hills, this traditional villa enjoys peace and tranquillity, while the nearest village of Montemagno is situated just a short walk away. The private swimming pool is set amidst a lush garden, and you’ll also be able to organise delicious Italian feasts in the alfresco dining area under a wooden pergola. The interior is all about rustic charm, with wooden beams and plenty of space for relaxing and entertaining. Each bedroom has an en-suite bathroom, guaranteeing privacy and restful sleep. *A car is recommended here to make the most out of your stay. There's free private parking on the premises for up to nine cars. *Please note that this home is spread across three floors with no internal lift. *The swimming pool is fenced and is in operation between April and October. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot an...
You'll love the views from this traditional villa in Garfagnana. Sweeping across the mountains in Castelnuovo Garfagnana towards Lucca in the south, it'll be hard to take your eyes off the rolling scenery. The best spot for gazing? We reckon it's the private pool, though the outlook from the loggia and terrace is just as lovely. It's not the most modern home, but it has a lot of heart – the rooms are cosy, comfortable, and packed with character. The location is convenient for exploring the area, too. Lucca, Barga, Castelnuovo Garfagnana, and many more hidden gems are easily discoverable by car. *While the home can sleep up to eight people, the maximum occupancy is six guests. *Well-behaved pets weighing up to 30kg are welcome to join you here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *This home is spread across two levels, connected by a set of spiral stairs. ...
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...
Situated on a resort with views leading down to distant Grosseto and the sea, this home is all about relaxation. Enjoy alfresco dining on the sun-drenched terrace or simply kick back and relax in the private hot tub. Need to cool off from the heat of the Tuscan sun? The communal swimming pools are just the ticket. Locally, the surrounding villages offer restaurants and small grocery shops, or you can venture a little further to the charming town of Roccalbegna, nine kilometres away and well worth a visit. *This home is set on a resort alongside neighbouring homes. Expect to bump into other guests during your stay. *You'll have access to three on-site swimming pools here, open between May and October. They're shared with the resort's other residents. *The swimming pools aren't fenced and there are open-sided stairs here. If you're bringing children, they'll need to be supervised at all times. *Your host can provide a cot ...
Nestled in the picturesque hills of Valdarno, this secluded country home is ideal for nature lovers seeking a restful stay in Italy. Spread between the main building and five annexes, this home is perfect for large groups – smaller family units will have their own space but everyone can come together to celebrate, in the large dining room or the beautiful outside space. The estate sits within 36 hectares and is framed by oaks, olive trees, and rows of vines in one of the most beautiful and varied landscapes in Tuscany, between the Pratomagno ridge and Chianti. You’ll be within easy reach of Florence and Arezzo, which are ideal destinations for day trips. *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. *This home comprises the main building and five annexes, so you won’t all be sleeping under the same roof. *There’...
Nestled amid the rolling hills and vineyards of Tuscany, this beautiful home is a tranquil escape perfect for families and groups of friends. It’s spread between a cottage and three apartments, so couples and small groups can enjoy their privacy – when they’re not dining together outside or admiring the views from the private pool. This home perfectly blends modern furniture and comforts with traditional Tuscan features like terracotta floors and old hearths. From here, you can easily visit Siena, Florence, Radda, and Gaiole. The Chianti Sculpture Park is also close by. *The swimming pool is available from May to October. *There’s parking for four cars here, with one covered space and three uncovered. Access to the villa is via an unpaved road. *This home comprises three apartments and a cottage so you won’t all be sleeping under the same roof. *Four of the bedrooms can be set up as twins or doubles Barbeque Bathtu...
Surrounded by nature, this villa is a true escape from the hustle and bustle of daily life. While the traditional interiors may not be everyone’s cup of tea, you’ll find everything needed here for a comfortable stay – just bear in mind that as a group of nine, one person will be sleeping on a sofa bed in the fifth bedroom. Step outdoors, and you’ll find sun-kissed terraces and shaded dining spots, and the cherry on the cake – the private pool. When you’re ready to explore, drive to the historic city of Lucca where a treasure trove of Italian eateries are nestled amongst the cobbled streets. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *At full occupancy, one guest will be sleeping on the sofa bed in the fifth bedroom. *While the home can sleep up to ten people, the maximum occupancy is nine guests. *If you're travelling with little ones, your host ...
Surrounded by olive groves, vineyards, and rolling hills, this hay barn conversion offers a tranquil escape. Step outside to the garden, where you'll find a private pool with panoramic vistas. Forming part of a farmstead, this two-storey home has plenty of Tuscan character and there’s a luxurious bathroom complete with a sauna and spa shower. Here, you can immerse yourself in the serenity of the Tuscan countryside while enjoying easy access to nearby towns such as Reggello, 2 kilometres away. *This converted stone hay barn is on a farmstead, with two other small farmhouses. *There are stairs at this home and there are steps down to the pool. *The welcoming owners live next door to the barn. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is only available for use between May and October. *There's free parking for one car here. Air Conditi...
In the heart of the Val d'Orcia, this villa offers sweeping views as far as the eye can see. Montepulciano, San Quirico d'Orcia, and Seina further afield are all within driving distance – and all make great options for days out and about in the countryside. But even better than the location is the garden waiting for you back home. There's an ivy-covered pergola ideal for alfresco dining, a private pool overlooking the vineyards, and swings to keep little ones entertained. Inside, modern comforts blend with traditional character. Every bedroom has an en-suite bathroom, making this ideal for families or friends. *This villa is semi-detached. Local residents live next door, but the pool and garden are private. *One bedroom and bathroom are on the ground floor. The other bedrooms and bathrooms, as well as the living area and kitchen, are on the first floor. The rest of the ground level is not accessible to guests. *If you're trav...
This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made wine and soak up the views. Inside, the design is equal parts modern and rustic. The cherry on top is the private hot tub, though you'll also have access to a communal swimming pool shared with the resort's other guests. Keen to get out and explore? Lecchi is less than a 2-kilometre walk through the countryside, while the medieval town of Radda is only a fifteen-minute drive away. *This home is set on a resort with other holiday homes. While you’ll likely bump into other guests during your stay, the patio and hot tub are private. *There's a car park here, but much of the resort is car-free, so you'll need to be able to climb steps to the cottage. It might not be the best option for those with reduced mobility. *You’ll have access...
Whether you’re in search of a romantic wedding destination or an immersive Tuscan retreat, this home delivers a dream-worthy solution. From the sweeping countryside views to the private pool (heated upon request), outdoor bar and elegant rooms, every detail has been considered to inspire total relaxation. It’s also extremely well located with the medieval village of Montecatini Alto just a five-minute drive away, and the historic city of Pistoia also within easy driving distance. *Due to this home's location, we recommend having a car to get the most out of your stay – there is also free private parking for up to ten cars. *This home is spread across three levels with no internal lift – there are also steps leading down to the pool. *Please note the swimming pool is only available from April to October. *You won't find a welcome hamper or basic essentials here, so we'd recommend packing some bits and bobs to get you...
Nestled in the Maremma countryside and surrounded by olive groves, a mere four kilometres from the beach of Castiglione della Pescaia, this charming villa waits to welcome you home. It’s worth noting that the keeper lives on-site in a separate home near the entrance gate, and there’s an annexe on-site for the exclusive use of the owner, but don’t let that detract from everything this home offers. With a poolside gazebo that boasts a living area, dining area and kitchen, an outdoor gym, and a basement floor dedicated to wellness with a sauna, reaction tub, and another living space, there’s something for everyone here. *An annexe for the exclusive use of the owner, and not accessible to guests, is situated near the poolside gazebo. *The keeper lives inside the grounds, in a separate home next to the entrance gate. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to reques...
Surrounded by countryside, you won’t find it hard to relax in this Tuscan home. Comfortable for up to twelve guests, there’s plenty of space for everyone to spread out and enjoy some quiet time or come together as a group, with the added bonus of en-suites to all bedrooms. While there’s no air conditioning here, a refreshing dip in the private pool will have you cooling down in no time. And when it’s time to explore, you can reach Florence or Siena within an hour’s drive. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking available here. *There's no air conditioning available here. It could get a little hot during the summer. *The swimming pool, open between 1st June and 30th September, isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. For pool opening times outside of this period, please speak to your host. *The sixth ...
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...
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...
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...
This Italian villa caught our eye for its panoramic views of the Tuscan countryside. There’s plenty to make your holiday memorable here, including both indoor and outdoor pools, a sauna, and a private wine cellar. While the home is perfectly set up for a large group, you can still get privacy when you need it – all of the bedrooms are en-suite and the second floor of the villa has its own entrance, as well as an extra lounge and kitchenette. And when you’re ready to explore, why not book a wine tasting at one of the local vineyards, or take a scenic drive to the picturesque town of San Gimignano – famous for its medieval towers and gelaterias? *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 outdoor swimming pool isn't fenced so children will need to be supervised at all times. The outdoor pool is only available for use between May and Octob...
Traditional design, access to nature and a private pool – this Tuscan farmhouse is the perfect setting for a dreamy Italian getaway. Outside, you can enjoy total peace and tranquility in the garden. There are two wisteria-covered pergolas, a barbecue and a pizza oven. A private chef can be arranged to prepare all your meals (on request) and there are a range of other extra services available – including wine tasting and wellness treatments. Daily housekeeping is included in your stay and a complimentary welcome dinner is provided on your first night. And when it comes to explorations further afield, it’s just a short drive to the famous Spa town of San Casciano dei Bagni. *Housekeeping is included in your stay for two hours per day (excluding Sunday). *A welcome dinner is provided on your first night. *If you're travelling with little ones, your host can provide a cot and high chair for free on request. *Complimentary toi...
Marrying rustic character with modern comfort, this stone villa in Tuscany's Mugello region is utterly charming. Keen chefs will love cooking up a storm in the cavernous kitchen downstairs. As for the upper floors, both boast living areas and comfortable bedrooms, so there's plenty of space here for groups – just note that the open staircase may be unsuitable for little ones. Last but not least, there's the garden. With its private pool, 500-year-old oak tree, and two terraces, you won't be able to resist spending every moment outdoors. If you can pull yourself away, you'll find Luco Mugello a short drive away. Borgo San Lorenzo (12 kilometres away) and Florence (an hour's drive) make excellent day trips, too. *This home is spread across three floors. Steep, open stairs lead to the different levels and there are some high steps up to the rooms on the ground floor. Guests with young children should take necessary precautions around ...
Located in the heart of the Tuscan countryside, this home offers a tranquil escape amidst vineyards and olive groves. There’s a garden with a sunny terrace, perfect for al fresco dining as well as a small above ground pool and we love the glimpses of the fields through the trees. Inside, there’s an open-plan living space with a log burner for when the weather turns colder. Location-wise, this compact abode is around 3 kilometres from the ancient town of Cerreto Guidi, known for the UNESCO Medici Villa. You can also hike through the surrounding fields to the town from this home. Whether you’re looking to explore or just relax, this Tuscan villa promises a memorable stay. *While the home can sleep up to four people, the maximum occupancy is two guests. *The laundry room is accessed externally. *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. ...
Overlooking vineyards, olive groves, and ancient oak forests, this collection of restored farmhouses offer the ultimate relaxed country retreat. With a refreshingly refurbished interior, saltwater infinity pool, bubbly outdoor jacuzzi, private spa and gym, and enough alfresco dining opportunities to shake a stick at, we are positive that this home offers something for each and every guest. Enjoy poolside sunbathing on plush sun loungers, before taking a dip in the cool, refreshing waters. Mornings are the perfect time to cuddle up on the veranda with a mug of something warm, looking out over rolling hills and lush vistas as the sun begins to warm your day. When the day is just too good to be spent at home, take a walk through the Tuscan countryside, before heading to Radda to sample some of the most refreshing wine and cuisine Chianti has to offer. *Due to the location of this home, we recommend hiring a car to get the most...
Surrounded by nature and with views stretching as far as the sea on a clear day, it’s no surprise this home caught our eye. With its unique layout, the villa is based on the ground floor, with a separate terrace area on the first floor – just the spot to soak in the hot tub or enjoy an alfresco meal. If you’d rather cool off in the heat of the day, the communal pools will be right up your street. Keen to explore? Roccalbegna is around a sixteen-minute drive away, or you can head further south to Saturnia for an invigorating day out where a visit to the hot springs is a must. *You'll need to be able to climb steps to access this home. The villa itself is on one level, with further stairs leading to the first-floor terrace. *This home is set on a resort alongside neighbouring homes. Expect to bump into other guests during your stay. *You'll have access to three on-site swimming pools here, open between May and October. They'r...
This Tuscan villa was once a hotel, so it’s well set up for large groups. All of the bedrooms are en-suite, there’s an industrial kitchen, and the huge lounge has plenty of sofas. With an indoor and outdoor pool, you can swim in every season here. Plus there’s a sauna and two of the en-suites have Jacuzzi bathtubs. The decor feels a little dated – particularly the bathrooms – but we love the formal dining room and the conservatory overlooking the Tuscan countryside. Located in the centre of Valdichiana, there are plenty of opportunities for hiking in the area. Or you can jump in the car for a day trip to the hilltop town of Cortona or the Medieval city of Arezzo. *The swimming pools aren’t fenced. If you're bringing little ones, they'll need to be supervised at all times. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *Due to this home's location, we recommend hiring a car to...
Set in the heart of Chianti, this home will have you relaxed and recharged in no time. Inside, it blends modern with traditional, and it’s comfortable for a family or group of friends with plenty of space to socialise or enjoy a little solitude. That said, outdoors is just the spot to make the most of the Mediterranean climate. With a private pool and terraces that sweep up the countryside views, all you need is a bottle of local wine to toast your holiday – a quick trip to nearby Gaville for supplies, and you’re all set. *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 to September, 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 most out of your stay. On-site parking is available here. Air Conditi...
Perfect for family gatherings, this home is nestled between Florence and Pisa, just outside the village of Palaia. Surrounded by green hills and rolling Tuscan countryside, you'll be treated to fantastic views and plenty of space to roam. It consists of a main villa and a separate two-bedroom annexe ideal for teens or older relatives. Despite its traditional style, the interiors are cosy, although the garden is certainly the highlight. The seasonal pool takes centre stage, while the terrace has ample room for dining alfresco. If you're after a typical Tuscan pad emphasising outdoor living, this is just the ticket. *While the WC isn't photographed, expect the quality to be consistent with the rest of the home. *This home is spread across a two-storey main villa and an annexe. The annexe has two en-suite bedrooms, a kitchen, and a living area. *Two guests will sleep on a sofa bed, located in a lounge off the bedroom. We think i...