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.....
This beautiful home is perfect for celebrations and special occasions. The hilltop villa boasts panoramic views from Monte Amiata to Siena in the lap of Val d’Orcia, a UNESCO World Heritage Site. The.....
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.....
Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shad.....
Nestled in the heart of Chianti Classico, this home is an oasis of peace and natural beauty. Surrounded by vineyards, oak trees, and holm oaks, it offers a true Tuscan experience and is an ideal base.....
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.....
Whitewashed and modern with unbroken views of rolling hills, this villa is the perfect gathering place for a family or group of friends looking to unwind in style. Inside, it’s all glass walls and min.....
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.....
This beautiful home is nestled amidst a lush pine forest, just a stone's throw from the Punta Ala Equestrian Centre, the Punta Ala Golf Club, and the beaches, so there’s plenty to keep you occupied du.....
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.....
On the top of a hill, deep in the Italian countryside, you'll find this impressive villa. Surrounded by six hectares of olive trees and fruit trees, it's a secluded spot where you can kick back and re.....
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.....
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.....
Elegant and attractive, this home boasts a peaceful location in the green hills of the Valdera Valley, southeast of Pisa. It feels a million miles from the hustle and bustle, but it’s close to the res.....
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.....
