Bucine

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Tucked away in the Tuscan countryside, this home is an ideal base for a group of friends or an extended family. Made up of two bungalows, it’s perfect for those who like to holiday together yet still enjoy some private time, as the second home sleeps two yet still has everything needed for a comfortable stay. Outdoors, everyone can gather together to enjoy the private pool, hot tub, or simply relax on the sun-drenched terraces. Location-wise, nearby Montevarchi is a charming town with shops and restaurants, along with a train station providing easy access to Florence, Siena and Arezzo if you don’t fancy driving. 

Tuscany Sun

Surrounded by nature, this charming villa in Bucine will have relaxation washing over you in no time. Granted, its traditional interiors may not be to everyone’s taste, but you’ll find everything needed for a comfortable stay here. Perfect for families with younger children, outdoors, the five-a-side football pitch is sure to be a hit. Throw in a private pool, sunbathing spots and alfresco dining areas, and we’re sold. Locally, Bucine itself is well worth a visit, or you can take a day trip to Siena, Florence or Arezzo. 

Memories of Tuscany

This beautiful home is tucked away in a hamlet on the eastern edge of Chianti. You can look forward to superb views of the vineyards and countryside that surround the home – this is a peaceful setting. In addition to a private pool, this home boasts several terraces for you to enjoy the weather from. There are plenty of cosy areas for chilling out too. There’s even a compact sauna and a covered Jacuzzi, as well as a spa area. This is a traditional Tuscan country home, so the decor isn’t modern or sleek – it has heaps of charm though. 

The Flowering Rose

Sandwiched between Siena and Arezzo, this villa is ideally suited to large get-togethers. It consists of three cosy apartments, split between a stone villa (one on each floor) and a cottage. Safe to say, you'll have more than enough space here to spread out – plus plenty of spots to retreat to when you need a little quiet. We love the uninterrupted views across the rolling hills and fields. They're the perfect backdrop for alfresco dining or swimming in the private pool. With archery, table tennis, and a swing set for little ones, dull moments will be few and far between.

Light of Tuscany

Part of a 13th-century estate-turned-resort, this apartment makes the most of its scenic location in Chianti. Alongside a private terrace, you'll have access to a communal hilltop swimming pool, shared laundry room, and walking trails through the nearby vineyards. The design is definitely traditional, but we're fond of the rustic character – in fact, anything more contemporary would feel out of place in this storybook setting. Speaking of location, pack comfortable shoes. Not only is the apartment set over two levels, but the hilly environment means you'll do lots of climbing. A car is also a must since villages like Gaiole, Radda, and Castelnuovo Beredenga are within driving distance.

Vino on the Terrace

Escape to your own slice of Tuscan paradise in this beautifully styled villa, tucked away in the heart of the Valdarno. Surrounded by olive groves, vineyards and stunning mountain views, it’s the ultimate spot to unwind. Lounge by the pool, sip local wine under the stars, or fire up the grill for long, lazy lunches al fresco. Inside, rustic charm meets refined comfort with original features and plenty of space to spread out. The location is peaceful and private, so you will need a car to get around. However, the serenity and scenery are more than worth it. For a dreamy getaway with wow factor, this villa certainly delivers.

Villa Dreams

Amidst the rolling hills and vineyards of Chianti, this home is perfectly positioned for an idyllic Italian escape. Set within a private estate which includes a vineyard, olive groves and a church, you’ll find everything you could need for a relaxing retreat or special celebration. There’s also a private pool, a gym and an independent barn for two guests – ideal for those seeking a little extra privacy. Daily housekeeping can be organised along with a range of extra services such as a private chef and guided tours. You will need a car to get around here, but it’s just a short drive to the nearest amenities in Castagnoli and San Gusme.

The Sunlight Hideaway

This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery here, especially since you’ll have a large garden at your disposal. The swimming pool is an added perk – with no other buildings in the vicinity, you’ll have total privacy. The inside is all about the stone walls and traditional features, with plenty of room for a large family or a group of friends to make themselves at home. Note that a car is necessary in order to reach the nearest shop and explore the area. 

Tuscan Villa

Located amidst the rolling hills and vineyards of Chianti, this Tuscan oasis makes for a serene retreat. There is plenty of space inside for the whole brood to spread out, thanks to an array of lounges and cosy bedrooms. Sure, the design is traditional, but extras like the welcome hamper and bottle of local wine make it easy to settle in. Out in the landscaped garden, you can splash in the private pool or find a spot to enjoy an alfresco aperitif. Your host can also arrange top-notch services to elevate your stay, from daily housekeeping to guided tours and cooking lessons.

Tuscan Roses

Escape to the Tuscan countryside and stay in this traditional stone farmhouse. Set within rolling vineyards and olive groves, this home has beautiful panoramic views of the surrounding countryside. Relax by the private pool, dine under the gazebo on Italian food or have a game of table tennis. Inside, there are plenty of character features and room for entertaining. When you want to do some exploring, the historic town of Pieve a Presciano is 1 kilometre away, while Montevarchi is just over 15 kilometres from this wonderful home.

The Vineyard Estate

With resplendent views of rolling hills from the comfort of a shaded infinity pool, this tiered stone villa is a Tuscan gem. The home is comprised of two independent apartments, affording your group some extra privacy. This design quirk also means there are two kitchens and two living rooms to choose from, though only one bedroom has an en-suite bathroom. There are several stylish outdoor spaces for socialising, including sun-kissed dining terraces, smaller tables for morning espresso, and the truly stunning pool area with loungers and panoramic vistas for you to appreciate. You'll also be only 200 metres from a celebrated local restaurant, while idyllic Gaiole in Chianti is a five minute drive away.

Villa Splendente

Set in hectare upon hectare of olive groves and yet just a short drive from the wander-worthy streets of Siena and countless medieval walled towns, the setting of this Tuscan farmhouse apartment is postcard-perfect. A wonderful retreat for two, a single traveller, or a small family, you'll have a private terrace with a barbecue and Jacuzzi (for an additional fee) to soak up the rolling hill vistas, and just across the communal lawns, a shared swimming pool to beat the Tuscan heat. While the traditional interiors might not be everyone's cup of tea, the historic features of this 15th-century estate are impressive.

A Visit from Siena

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