Fancy relaxing in the Tuscan sunshine, surrounded by nature? This could be the home for you. With a shared outdoor space boasting a communal pool and plenty of loungers, embracing the Mediterranean lifestyle comes easily here. The apartment itself is traditional in style and has a basic kitchen – it’s also worth noting that one of the beds in the twin room is suited to a child. When it comes to exploring the local area, wine connoisseurs will love the nearby vineyards, while a trip to San Gimignano to see the towers – known as mediaeval skyscrapers – is a must. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *One of the beds in the twin bedroom is only suitable for a child. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May an...
Situated on the outskirts of the charming town of Poggibonsi, this rustic apartment is an idyllic escape for a small family or two couples looking to spend some time in Tuscany. We loved the traditional features, particularly the timber ceiling beams and the terracotta tiles. Outside, there’s a private terrace for enjoying home-cooked dinners or an evening glass of wine. You also have access to a communal swimming pool and a tennis court. For those keen to explore, Florence is an ideal day trip destination, less than an hour’s drive away. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is available on the premises. *If you’ll be staying with a little one, your host can provide a cot and high chair upon request. *Guests staying here have access to a communal swimming pool (open from the 18th of May to the 18th of September) and a tennis court. Barbeque Central ...
This charming apartment is located in the beautiful Tuscan countryside, in a quiet village along the Via Francigena. San Gimignano is just 8 kilometres away, and the home is surrounded by gentle hills, vineyards, and olive trees – it’s a peaceful base for a family break but you’ll still be within easy reach of restaurants and shops. We love the views outside, and the shared swimming pool. Inside, you’ll find 19th-century furniture, including a stunning wooden bed in the main bedroom. *There’s free parking here. We recommend hiring a car to get the most out of your stay. *The shared swimming pool is open from 26th May to 30th September. *Your host can provide a cot for little ones on request. *Each apartment in this complex has a garden space with a table and chairs. *There are stairs to climb to reach the entrance to this home, so it may not be suitable for those with reduced mobility. Air Conditioning ...
Surrounded by vineyards and olive trees in the Tuscan countryside, this apartment ensures a restful stay for a family or a group of friends. We loved the traditional features, particularly the exposed stone walls and the timber beams. Outside, there’s a dining table and chairs for alfresco lunches and a communal swimming pool for keeping cool in the summer. You???ll need to hire a car for stress-free exploring – the medieval city of Siena is less than an hour’s drive away. *Due to the location of this home, we recommend hiring a car for ease of getting around. *At capacity, one guest will sleep on the sofa bed in the living space. *Please note that only one of the bathrooms has a window. *If you’ll be staying with a little one, your host can provide a cot upon request. *The communal swimming pool is open from the 26th of May to the 30th of September. Air Conditioning Barbeque Central Heating Co...
Flooded with light, courtesy of the arched windows, this home is perfect for a couple’s getaway. Traditional in style, the main thing missing here is an oven – but isn’t that the perfect excuse to dine out on fine Italian cuisine instead? Outdoors, you’ll find generous gardens and a swimming pool, shared with the other residents, just perfect for soaking up the Tuscan sun. Ready to venture out? We recommend a trip to San Gimignano. Its famous towers are a must-see in the area, while the local restaurants will cater to your dinner needs. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *There are open-tread, open-sided stairs here. If you're travelling with children, they'll need to be supervised. *Your host can provide a cot for free. You'll need to request it in advance....
Nestled in the Tuscan countryside, surrounded by vineyards and olive trees, this apartment promises a true escape from it all. Ideal as a couple’s bolthole, while there’s no oven here and the traditional interiors may not be everyone’s cup of tea, the outdoor space is sure to be a hit with all. Shared with the building’s other residents, the gardens offer panoramic views of the surrounding countryside, while the communal pool is the perfect spot to relax under the Tuscan sun. *There's no lift here. You'll need to be able to climb stairs to reach the entrance of the home. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find an oven here – though there is a hob. We think the kitchen i...
This charming apartment is located in the heart of the Tuscan countryside, just a short drive from the famous towers of San Gimignano. The traditional interiors may not be everyone’s cup of tea, and there’s no oven here, but it’s a cosy home, perfect for a small family or two couples. The shared outdoor area makes the most of the Mediterranean climate, with ample space for lounging in the sun, and a pool to cool off in. Prefer some privacy? This home has a private terrace, too – just the spot for sipping chianti as the sun sets. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *There's no lift here. You'll need to be able to climb stairs to reach the home entrance. *You'll have access to the communal swimming pool and gardens here, shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th Septemb...
Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace. Its traditional style may not tick everyone’s boxes, and there’s no oven here, but with San Gimignano a short drive away, dining out is sure to be on the menu – as is a visit to the town’s famous towers. *While this is an independent home, it's set in a complex. Expect to see other guests during your stay. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find ...
This stunning villa is surrounded by 32 hectares of woods, olive groves, and vineyards. It benefits from a fantastic location close to Tuscany, Umbria and Lazio, making it perfect for families and friends wanting to explore more of Italy. You can reach Siena in forty-five minutes and Rome in ninety – you’ll have your pick when it comes to exciting day-trips. There’s plenty to keep you occupied at the villa, too, with a private pool, barbecue, and billiards. Two guests will be sleeping in an adjacent cottage, which is ideal for a couple seeking more privacy. *We recommend hiring a car to get the most out of your stay. Your host can provide parking on request. *One well-behaved pet is welcome to join you, with prior approval from your host. *The pool is open from 1st May to 15th October. *This home is spread between the main house and an adjacent cottage with a studio layout. *The janitor lives in the former barn next ...
The shared swimming pool takes centre stage at this Italian home. Surrounded by vineyards and olive trees, you’ll be treated to views of the Tuscan hills from the poolside. You’ll also have your own private garden area with a table and chairs – the perfect spot to enjoy an alfresco espresso in the morning or a sundowner in the evening. The traditional decor inside won’t be to everyone’s tastes, but we love the beamed ceilings and imposing fireplace here. The home is surrounded by 300 hectares of unspoiled nature, so there are plenty of opportunities for hiking on your doorstep, and if you want a slice of history, the medieval town of San Gimignano is within easy driving distance. *While one of the bedrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *You'll have access to the on-site swimming pool here. It’s shared with the building's other guests. The pool is only available for u...
Deep in the heart of Tuscany, this apartment welcomes you to experience the magic of Italian living. You’ll be welcomed by stunning views across the rolling hills. There’s also a shared swimming pool and a private terrace for alfresco dinging and drinks. The apartment is set across two floors and the rooms are traditional, cosy and well suited to families. You will need a car to get around here, but it’s just a short drive to the nearest amenities in Radicondoli, while Siena and Volterra are also within driving distance. *Please note this home is located within a private estate and the swimming pool is shared with the neighbouring guests. It’s also worth noting the pool is available for use from the 1st May to the 30th September. *The laundry room is also shared with the neighbouring guests. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available he...
Perfect for large groups, this stunning holiday home has plenty of space. It’s spread between the main house and a separate two-bedroom annex that also boasts a dining room for up to thirty-two guests – it’s a wonderful spot for a formal meal. For more relaxed dining, there’s the pergola with its barbecue and brick oven. The garden is filled with olive trees, cypresses, oaks, and roses, and offers spectacular views of the rolling hills of Tuscany. There’s a private pool to swim in and a yoga and meditation room for relaxing. You’ll have everything you need here. *There’s private parking here. *This home is spread between the main house and an annex that can accommodate four guests. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. There’s one ground-floor bedroom and bathroom. *The twin beds can be pushed together into doubles if preferred – just let your host know whe...
Nestled in the woods in the uplands of Gaiole, this ground-floor apartment is an ideal base for those keen to escape the hustle and bustle of everyday life. Sure, the traditional style of this home may not be to everyone’s taste, but it has everything needed for a comfortable stay. Set on a resort, you can enjoy on-site facilities such as a communal pool, boules court, and children’s playground. When you’re ready to head out, you can explore the surrounding pine forest on foot or by bike, or venture out on a day trip to towns like San Gimignano, Florence, and Siena for a taste of Tuscan culture. *This home is set on a resort. Expect to see other guests during your stay. *There are communal facilities to enjoy here, including a swimming pool, open between May and October, a children's playground, table football, table tennis, and boules court. They're shared with the resort's other residents. *If you're travelling with little...
Nestled in the heart of Chianti, this charming ground-floor apartment promises a tranquil retreat surrounded by nature. Set on a resort, there are shared facilities such as a communal swimming pool, table football, table tennis, boules court and children’s playground here – so, plenty to keep you entertained on days at home. You may also choose to take to the hiking trails through the pine and oak forest of Monte Luco. When you’re ready to explore, Gaiole is a mere 8-kilometre drive away, where shops and authentic Italian eateries await. *This home is set on a resort. Expect to see other guests during your stay. *There are communal facilities to enjoy here, including a swimming pool, open between May and October, a children's playground, table football, table tennis, and boules court. They're shared with the resort's other residents. *If you're travelling with little ones, your host can provide a free cot and high chair upon...
This chic couple’s retreat is perfect for immersing yourself in the Tuscan lifestyle. Set on a winery, with a tour and tasting session included in your stay, you can truly savour what this region is all about. Modern interiors rub shoulders with tradition here, so relaxation comes easily. And where better than the outdoor space? Views of the rolling hills, a private pool, sun-drenched terraces and alfresco dining – it ticks all the boxes. Locally, you can enjoy Italian feasts in the charming town of Gaiole, a short walk away. *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. *This home is set within the grounds of a winery. A tour of the winery and a tasting session is included in the booking. *The fireplace in this home is purely decora...
Set in the pretty town of Gaiole, this apartment makes it easy to experience the magic of Tuscany. From here, you can stroll to local restaurants, shops and cafes. It’s also possible to drive to Siena, San Gimignano, Florence and Arezzo for inspiring day trips. And when it comes to total relaxation, this home has everything you could need. There’s a private pool for refreshing drips and three terraces set across different levels. You can also enjoy freshly picked produce from the vegetable patch and there’s a barbecue for alfresco dining. *Please note the apartment is located in the owner’s house. *It’s worth noting some of the furnishings are a little dated here. *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. *Private parking is available here. Air Conditioning Barbeque Bea...
If you’re in search of a traditional Italian escape with plenty of character, this apartment delivers a wonderful solution. Nestled in an old farmhouse, you’ll find snug rooms, original features and all the basics you could need to make it your own. There’s also a private terrace with a barbecue and you’ll have access to a shared swimming pool. You will need a car to get around here, but it’s a great base for exploring the Chianti countryside with Galenda, Florence and Siena all within driving distance. *This apartment is located in a farmhouse with a shared swimming pool. The swimming pool is available for use from 1st June to 30th September. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *Please note the apartment is set across two levels with steps. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *If you're travelling with lit...
This apartment makes it easy to experience the timeless charm of Tuscany. Nestled within a private estate, you’ll find a communal pool and peaceful gardens with a barbecue and alfresco dining area – perfect for leisurely evening meals. The apartment is simple, fresh and well suited to families in search of ease and comfort in a fantastic location. From here, you can stroll to a traditional restaurant and it’s possible to drive to Siena and Florence for day trips. Your host is also on hand to help organise a range of extras – including private chefs and guided tours. *Please note this home is set within a private estate. There is a communal swimming pool which is available for use from May to September. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Well behaved pets are welcome to join you here. *Parking is available for up to two cars. Air Conditioning B...
This beautiful 450-year-old villa boasts a majestic setting in Tuscany. Its Radda in Chianti location puts you within easy reach of vineyards and historic towns and villages, whether you plan on exploring by car, on foot, or by bike. You can look forward to breathtaking views of the rolling hills *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. *There’s free parking here. We recommend hiring a car to get the most out of your stay. -Hour Security Air Conditioning Balcony Barbeque Bathrobes Bathtub Beach / Pool Towels Black-Out Blinds Breakfast Included Cafetiere Carbon Monoxide Detector Ceiling Fans Child Friendly Cleaning Products Coffee Maker Cooking Essentials Desk Dishwasher Dryer Drying Rack Electricity Adaptors Espresso Machine Exercise Equipment Extra Pillows and Blankets Fan Fenced Garden...
Situated in the Val D’Orcia, with stunning views of Montalcino, this home has an idyllic, secluded setting. There’s a pool to cool off from the Tuscan weather, as well as a barbecue, a wood-burning oven, and several relaxation areas. Ideal for families or friends, the accommodation consists of the main house and a one-bed guest barn. We love the mix of modern with the kitchen and the character features such as the barrel-vaulted ceiling in the dining room. Location-wise, you’ll be near Buonconvento, described as one of the most beautiful villages in Italy. *This home is set over two levels and consists of a five-bedroom main house and guest barn with one bedroom and an en-suite. *For those with reduced mobility, there's a ground-floor bedroom and bathroom here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The bedrooms have air conditioning. *There's no tumble dry...
Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza. This is a refined, stylish home designed to blend the antique and the modern. You can look forward to the villa’s original beamed ceilings and stone walls as well as a steel kitchen and contemporary features. We love the alfresco dining setup and the private infinity pool – it’s a breathtaking spot for admiring sunsets over Val D’Orcia. *This home is split between the main villa and an annex, connected via a courtyard. *While not every bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *This home is spread over two floors so it may not be suitable for those with reduced mobility – the bedrooms are accessible via...
This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. *This home is composed of three suites and two cottages, so you won’t all be sleeping under the same roof. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *Well-behaved pets are welcome to j...
As you travel up this home's drive lined with cypress trees, you can take in the views of the Tuscan countryside and towns. The apartment has a private patio and garden area to enjoy the Italian sun and vistas. Set in an old country house, the characterful open-plan living room also sleeps one guest on a sofa bed at full capacity. Situated just outside the town of Colle Val d’Elsa, known for its crystal glass production, you’ll find plenty of shops, restaurants and cafes to enjoy. The highway to Siena is also only a few minutes away, making this cultural city easy to explore. *There's no lift here. You'll need to be able to climb stairs to reach the entrance of the home. *At full occupancy, one guest will be sleeping on the sofa bed in the living area. *While the home can sleep up to four people, the maximum occupancy is three guests. *If you're travelling with little ones, your host can provide a cot, baby bath and high c...
The quintessential Tuscan villa, this hillside four bedroom home looks out over the verdant Val d'Orcia. Ideal for families or friend groups seeking an authentic taste of Italian country life, the house sleeps eight and offers plenty of space for work, rest and play. More active guests can explore the sweeping grounds, play table tennis in the second living area, or cool off in the shared pool. Meanwhile, those seeking tranquillity can settle on a sun lounger, dine out on the terrace, or refine their cooking in the eye-catching wooden kitchen. The historic city of Siena lies 10km away, where the hectic Il Palio horse race turns the streets into a bustling festival twice a summer. *You'll have access to the swimming pool here. It's shared with other guests staying nearby. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Free parking is available. *If you're travelling by plane, Florence...
Retreat into nature at this Tuscan villa, perched on a hillside overlooking the Etruscan Coast. Lounge in the shade of ancient oak trees, admire the view from the picturesque swimming pool, or hop in the car to explore the countryside and coastline. Inside, you’ll find a home that’s full of character, with a charming living and dining area and a country-style kitchen for cooking up a feast. There are also seven comfortable bedrooms and four bathrooms, offering plenty of room to spread out and making this an ideal place for a family holiday or sharing with friends. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The house is accessed via a well-maintained 3km dirt road. *There’s free parking on the driveway. *The wi-fi here doesn't reach all rooms, so you may find yourself without signal in some areas of the home. *At full occupancy, one guest will be sleeping on a pull-out bed....
High on a Tuscan hillside, this enchanting castle retreat offers jaw-dropping views across Chianti’s rolling vineyards and olive groves. Surrounded by nature and centuries of history, it’s a place to slow down, sip local wine produced at the home, and savour the peace. With an independent wing of the castle to yourself, along with a private pool and a hot tub, you'll have three floors to spread out across. Inside, you’ll find rustic charm with elegant touches, a large kitchen for leisurely meals, and cosy living spaces to unwind. You’ll need a car to explore nearby towns, and two of the bedrooms are on the snug side. But with views like this, you won’t want to spend too much time indoors anyway. This is Tuscany at its timeless best. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking for up to two cars on the driveway. *The swimming pool isn't fenced. If you're bringing ...
Nestled within a private estate, this traditional Tuscan farmhouse offers beautiful views and the ideal setting for a romantic Italian escape. Outside, lazy days can be spent strolling through olive groves, lounging by the private pool (open seasonally) and sipping drinks on the terrace. Inside, some of the furnishings are a little dated, but there’s plenty of character and an abundance of space across the eight bedrooms – one of which is located in a separate apartment and includes its own kitchen. You will need a car to explore further afield, but it’s just 2 kilometres to the historic centre of Montefollonico, with easy access to Lake Trasimeno. *Pets are welcome here *Due to its location, we recommend having a car to get the most out of your stay. Free on-site parking is available. *A complimentary housekeeping service is included in your stay. *The air conditioning is only available in the bedrooms. *Please note ...
Situated within Montagnola Senese Park, less than thirty minutes from the centre of Siena, this villa is ideal for those wanting to relax in a serene setting. There’s a swimming pool, just 20 metres from the home, with submerged steps for easy access to the water. Plus, there are alfresco dining areas for meals in the sunshine. The interiors are dated but that’s part of the charm. And just so you know, the hosts occupy the upper floor of the home, though they are only around for short periods and will give you plenty of privacy during your stay. *The Air Conditioning is only available in the bedrooms. *Due to this home's location, we recommend hiring a car to get the most out of your stay. The parking area is located just past the entrance gate to the property. *The swimming pool (open from the last Saturday in April to the first Saturday in October) isn't fenced. If you're bringing little ones, they'll need to be supervised...
In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its private Mediterranean terrace are all yours, the swimming pools, tennis court and vast gardens are shared with other guests staying on this small resort. Inside, the space presents an authentic Italian countryside set-up with classic designs and contemporary touches to ensure comfort and functionality. It's worth noting that at full capacity – one guest will sleep on the sofa bed in the living room here. You'll find Montebuoni's village centre 4 kilometres away, and day trips to Siena, Florence, and San Gimignano are also easily accessible by car. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *The swimming pool, children's pool, tennis court an...
The detached cottage in the Tuscan hills boasts extensive views and a large aromatic garden with a private plunge pool and covered dining terrace. Situated in Montebuoni, a restored estate that recreates the feeling of an authentic Tuscan hamlet, the home sits on a private resort that's surrounded by natural beauty in every direction. While you'll have private use of the plunge pool, you'll also have shared access to the large communal swimming pool, a children's pool and a tennis court of the estate too. The location offers stunning views of Chianti Classico's most prestigious vineyards and is perfect for day trips to Siena, Florence, or San Gimignano. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *While you'll have your own private terrace here, the swimming pool, children's pool and tennis court are shared with other guests staying on...