Sitting pretty on sixty-five hectares of rolling countryside, this 16th-century villa has been renovated into a luxury retreat with designer touches. Even though an indoor pool, gym, wine cellar and b.....
This incredible Tuscan villa dates back to the 1600s and has been lovingly transformed into an organic and eco-sustainable farm. The landscape surrounding this home is impressive too – especially from.....
Located in the Tuscan countryside, this impressive estate is an excellent choice for a couple of large families looking for an easygoing stay. Set across a main building and two guest houses, the resi.....
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 inf.....
To say this luxury handcrafted stone villa took our breath away, well, that's an understatement. This place is enchanting with its vistas over a patchwork of Chianti Classico vineyards, olive groves,.....
Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool.....
Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint.....
Surrounded by vineyards tumbling down hillsides and towering trees, this stone villa sits in the heart of the Chianti Hills. The beautiful village of Lecchi with its ancient castle is just a six-minut.....
Nestled between Siena and Arezzo, this villa ticks all of our boxes for a memorable stay in the heart of Tuscany. The abode is made up of a main house and a separate residence with a living area, kitc.....
Surrounded by pine forest, this two-storey villa is the perfect setting for a family getaway or a friend reunion. As an added bonus, the home is close to the ocean, meaning trips to the beach are on t.....
With direct access to Padulella Beach, this villa guarantees a memorable stay on the island of Elba. Outdoor living is encouraged here, thanks to the summer kitchen complete with a wood oven, infinity.....
This clifftop villa caught our eye for its views across the Tyrrhenian Sea. Located in the coastal town of Punta Ala, you’ll have direct access to the water, via steep private steps from the garden (t.....
Peeping over the glittering blue sea towards the islands of Elba, Corsica and Capraia, this apricot-hued villa is all beamed ceilings, terracotta floors and sheer curtains that drift in the gentle bre.....
Standing watch over its four hectares of lawn, olive trees, palms, hibiscus, and vines, this home is worthy of an Italian poet in exile. Uniquely this home has most of its bedrooms on the ground floor.....
This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out. You'll find a games room.....
Located within the rural Tuscan countryside in the commune of Palaia – this impressive 15th-century villa is well-equipped for families and large groups. While the striking interiors won’t be to every.....
This villa in the Tuscan hills would suit a big group who like to gather together outside for long, lazy lunches and sessions by the private pool, but appreciate a little extra privacy when it comes t.....
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.....
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 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.....
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.....
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.....
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.....
