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 fantas.....
Take a step back in time at this 18th-century Tuscan home. A slew of character features await inside, such as vaulted brick ceilings, terracotta floors, antique furniture and traditional paintings har.....
Nestled on a wine-producing estate in the heart of Tuscany, this traditional villa is built for grand gatherings. There's an extensive garden with not one but two pools, as well as a sprawling terrace.....
Explore Tuscany in a true, romantic fashion at this countryside home. Stone walls, beamed ceilings, traditional furniture, and a grand fireplace come together to create a cosy and warm atmosphere, wel.....
Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's n.....
High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional.....
This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds. The rooms are spread acro.....
Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a.....
Nestled within the iconic green hills of Tuscany, close to the charming hilltop town of Radda, this beautifully restored farmhouse has everything you need for a good time – delicious food, great wine.....
At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar. They'll als.....
Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an activ.....
This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find p.....
Breathtaking views, a private pool and an abundance of charm – this home welcomes you to enjoy it all from its privileged spot in Chianti. Outside, you’ll find everything you could need to sit back an.....
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 explo.....
This traditional Italian farmhouse has been carefully restored to create a beautiful villa. Set on the edge of the small village of Tavarnelle in the hills surrounding Florence, there’s definitely a t.....
Part of a sprawling villa in the Chianti region, surrounded by olive groves and vineyards, this home is the perfect place to relax. Having a car is a must here, especially if you want to visit Florenc.....
This converted mill is charmingly modern, with hints of its history still present – our favourite being the original kitchen which dates back to the 4th century A.D. This stylish villa offers a host o.....
Vineyards stretch as far as the eye can see at this Chianti villa. Settings rarely get more picturesque than this – we can already picture lazy afternoons by the private pool and alfresco drinks on th.....
It's homes like this that give Tuscany its reputation as a blissful place which to retreat for a week or three. The surrounding landscape of vineyards and rolling hillsides is as picturesque as you co.....
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 rea.....
Stop scrolling and pack your bags if you’re seeking an unforgettable retreat to rural Tuscany. Here, you’ll be surrounded by the rolling hills of Montepulciano, three hectares of sprawling gardens, an.....
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.....
Self-CateringItalyTuscanySan Casciano in Val di Pesa
6 bedrooms6 bathrooms11 guests
Up in the Chianti hills, this villa is surrounded by olive groves and vineyards. The setting is idyllic Tuscan countryside, yet it’s only 1km into the charming town of San Casciano Val di Pesa, whose.....
Self-CateringItalyTuscanySan Casciano in Val di Pesa
8 bedrooms8 bathrooms16 guests
For panoramic views of olive groves, vineyards and Tuscany's trademark landscapes, this restored country house tucked away in the Chianti region will do the trick. Surrounded by a hectare of beauty, e.....
Self-CateringItalyTuscanySan Casciano in Val di Pesa
6 bedrooms4 bathrooms12 guests
Nestled in a private estate surrounded by oak trees and olive groves, this eco-friendly home is a true Tuscan sanctuary. Days here can be spent lounging by the private pool, following hiking trails or.....
Self-CateringItalyTuscanySan Casciano in Val di Pesa
11 bedrooms9 bathrooms16 guests
Experience the grandeur of the past with a stay at this magnificent home situated in the heart of Tuscany. With its history stretching back all the way to the eleventh century, this castello has seen.....
Nestled quietly in the countryside, this beautiful home will enchant you from the moment you first set eyes on it. With views over the Val di Chiana and Cortona, this home has it all – stunning stonew.....
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 o.....
A twenty-minute drive from Florence's historic centre, this villa on the outskirts of the city is an excellent option for group gatherings. Come summertime, the garden is an absolute dream. There's a.....
Self-CateringItalyTuscanyFigline e Incisa Valdarno
9 bedrooms9 bathrooms18 guests
Could there be anything more Tuscan than a sentry of cypress trees guiding you up the driveway to your ancient Italian villa? This home, less than a 30-minute drive from the heart of Florence, is a pr.....
Self-CateringItalyTuscanyFigline e Incisa Valdarno
9 bedrooms9 bathrooms18 guests
Once home to Marsilio Ficino, an Italian philosopher and astrologer, this historic farmhouse's hillside position gives way to views of the Val d‘Arno. Though it might not control the territory below a.....
Surrounded by vineyards and olive groves, this charming stone villa welcomes families to explore Chianti. Drive to the lively market town of Gaiole and Brolio Castle, or admire the Tuscan countryside.....
Ideally located in rural Tuscany, this country villa will provide the perfect base for holidays spent relaxing, wine tasting and hiking around this stunning part of northern Italy. With 8 hectares of.....
With its sauna, steam room and private pool, this villa on the Ligurian Coast has relaxation at its forefront. The covered terrace encourages time spent together with a round of refreshments, and insi.....
Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens bloss.....
You might think it doesn't get much better than a swimming pool, a garden in bloom and panoramic views of the Italian countryside, but this home's heritage is what caught our eye. The villa has stood.....
Standing boldly amid the rolling hills and meadows of Tuscany, it’s easy to see why this home caught our eye. Not only is it visually striking, but it also boasts great views, a private pool and excep.....
Only thirty minutes away from Florence, this home is nestled on a 16th-century private estate, where a shared bistro and tennis courts await. Comprised of a main villa and a separate cottage, the trad.....
Tucked away at the end of a four-kilometre dirt road, Casa Rossa provides guests with complete privacy and serenity for a most relaxing stay in the rolling hills of the Valdichiana. Welcoming up to tw.....
You can't beat the views of the beautiful Val D'Orcia, itself a UNESCO World Heritage Site, from this Tuscan farmhouse lying in the Siena Province on a private two-acre estate. Tear yourself away from.....
Built in the eighteenth century, this former farmhouse combines rural living with the best of the modern world. Boasting sweeping views of the Val D’Orcia from the infinity pool, we can’t imagine a mo.....
Formerly a 16th century convent, this enchanting villa is bursting with character and has been renovated with every comfort and enjoyment in mind. Step into the cool stone entrance hall and you will i.....
Providing sweeping views of the Tuscan countryside, this rustic villa guarantees a restful break for a family or group of friends. While the traditional, worn-in interior won’t be to everyone’s taste,.....
Ten minutes from Sarteano town and an easy drive from Montepulciano, this charming Tuscan estate has its own outdoor pool and wellness facilities. The gym and spa are well-equipped, with a heated indo.....
Tuscan charm abounds at this rustic villa near Sarteano. Even with dated interiors, every room here conveys cosiness – picture arched stone walls, wood and terracotta ceilings, book-lined shelves, and.....
This 18th-century Tuscan farmhouse is set to impress. It’s in the heart of the Tuscan countryside south of Siena, close to Sarteano, where you’ll find a maze of narrow streets, a medieval castle, and.....
This swoon-worthy Tuscany villa presents a dreamy fairytale-like setting amidst the quiet, green woodland of Sarteano. Unveiling romantic and characteristic scenery, the home itself is also brimming w.....
Just outside the charming village of Sarteano, this cosy villa is surrounded by woodland and rolling Tuscan countryside. We love the arched window looking out over the garden – the perfect spot to cur.....
Set out over three levels, with a different perspective over the stunning landscapes around every corner, this vast hilltop villa is guaranteed to impress. The interior is pure traditional Tuscany, wi.....
Tuscany dreaming? This spot in Lucignano knows how to hit the spot. Set in the Tuscan countryside amid 11 hectares of oak woods, olive groves and vineyards, it's the perfect home for nature lovers kee.....