Montespertoli

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Welcome to this historic residence nestled in the heart of Chianti Classico. Here, you can enjoy magical days lounging by the private pool and savouring total relaxation on the terrace. Inside, the rooms offer character, comfort and plenty of space to stretch out and socialise. There’s also a unique tower attached to the house and you’ll be spoiled by incredible views across the countryside. You will need a car to get around here, but it’s just 10 kilometres to Florence, while majestic vineyards and hilltop towns are all within easy driving distance. 

Miracle Moments

This rustic Chiani country home is a taste of Italian village life. It's perched on the Tuscan hills with plenty of nearby gems to explore, from charming medieval villages to vineyards and olive groves. Wake up to views of rolling hills and enjoy breakfast in the garden, explore nearby villages like Montespertoli, or venture to world-famous cities like Florence. After a day of Italian adventures, wind down with a home-cooked meal in the rustic kitchen, or pour yourself a glass of Chianti wine. However you choose to unwind, this is the perfect countryside spot to do it in.

Chianti Heart

Indulge in a slice of the good life at this rustic, hilltop farmhouse. The vineyards and olive trees of Chianti's gorgeous countryside fall away as far as the eye can see. Enchantingly appointed, this villa sits opposite the 11th century Castello di Bibbione and the surrounding hamlet. Sample the estate's own wine and olive oil by the fire in the living room, where wood beam ceilings and antique furniture create a cosy level of charm. 

Although we love the traditional interiors, the real draw of this home is the outdoors. Drop yourself into the L-shaped pool or soak up the sun on a lounger. The water provides somewhere to cool off during the day, and you can work off last night's gnocchi and risotto in the on-site gym later on. If you're looking to explore further afield, we'd recommend a day trip to Florence, only 15-km away from this achingly beautiful home. 

Saluti to Chianti

You might think that you have to pick between homes that respect tradition and those that embrace more contemporary design, but villas such as this one in the Florentine countryside show that you can have both if you choose wisely.

Step behind the front door and you'll spot some of the rustic features common in the region's homes, be that wooden ceiling beams, stone archways or the large fireplace in the lounge. However, the glisteningly modern kitchen packed full of appliances will be a treat for the culinarily gifted among guests, and the bathrooms are equally as easy on the eye.

Perhaps the most striking recent addition to the address lies beyond the four walls in the shared garden – it's remarkably easy to picture long afternoons spent gliding through the swimming pool before drying off on a lounger under the Tuscan sun. The picturesque outdoor space is completed with a ping pong table and a private terrace on which to enjoy alfresco feasts.

The location is certainly secluded, but there's a shop 400 metres from the front door and a restaurant another 200 metres beyond that. You're more than welcome to spend your time exploring the local Poggiosole region, but the city of Florence takes about half an hour in the car to reach and rewards those that make the journey with some of the most famous artworks in the world.

A Midsummer Daydream

Conveniently located in San Filippo a Ponzano, a rural village on a hill in Chianti, from here you'll be within easy reach of Florence (a forty-five-minute drive away) and Siena (a thirty-minute drive away). Prepare to be blown away by the never-ending landscapes amidst fields of oak woods, vineyards, and olive groves upon arrival. 

Breathe in the fresh Mediterranean air as you spend your days making the most of the lavender fragranced garden. From the sun loungers by the swimming pool or over at the alfresco patio dining area shaded by the trees – you'll find plenty of places to enjoy a spot of relaxation surrounded by this heavenly setting. 

Inside the villa, the sparkling interiors unveil a charming space that invites guests to immerse themselves in an authentic Italian experience. Think antique furniture jewels, parquet flooring alongside terracotta floor tiles – each room is polished and accessorised to perfection. We particularly love the traditional yet homely feel presented in the bedrooms – many of which open out onto the second-floor balcony via huge French windows. The classic style bedrooms are complemented by the modern en-suite bathrooms, which ensure both comfort and practicality. 

A home that has preserved the very best of its traditional Italian roots, the admirable renovation work contrasts its traditional beauty with contemporary home comforts – required to ensure the space is in keeping with the current modern lifestyle and needs of its guests. 



Into the Olive Grove

Drive around thirty minutes from Florence and towards the Tuscan Hills, where you’ll find this beautiful, restored villa. Surrounded by lush vegetation and breathtaking panoramic views, this home welcomes you with bold colours and plenty of heart. 

Wander around under reclaimed wood rafters and feel cool terracotta under your bare feet as you make for the kitchen. Once there, you can enjoy a cup of coffee on the balcony before getting breakfast ready. 

Enjoy meals in the shade on the terrace before going back to lounging poolside with a book and a good glass of wine. Bask in the tranquillity and sunshine as you sit out admiring the landscape views, and go on a scenic drive to make the most of your time in the countryside. 

Spend days in Florence visiting galleries, signing up for pasta-making classes and sightseeing before returning home for drinks at sunset. 

Brick & Blush

This apartment, overlooking the beautiful vineyards of Tuscany, is situated in a historic palace that dates back to the 14th century. The place is packed with character, from the arched brick ceilings and terracotta tiles, to the chandeliers and antique furnishings.  Outside, the neat terrace is the perfect place to come together for lunch. Pick your spot at the table as tasty dishes are passed around and glasses are topped up with Chianti. Slip into the hot tub on cool evenings, with your favourite beverage in hand as a purple dusk falls across the landscape. And when it’s time to wind down, bedrooms strike a balance between elegance and comfort, so you’re guaranteed a restful night’s sleep. You’ll find this home in the small village of Marcialla, where family-run restaurants offering the very best of Tuscan cuisine are minutes from your doorstep. If you’d like to explore further afield, take to forty-minute drive into Florence for its world-famous sights – the iconic Galleria dell'Accademia, Duomo and Uffizi gallery await. 

Glass of Chianti

Step back in time and experience this Tuscan home, a beautifully restored estate dating back to around 1000 AD. This luxurious countryside escape has a private riverside beach, a swimming pool and plenty of areas to relax and dine in the sun. Inside, another highlight is the grand dining room which showcases the well-preserved remains of a 4th-century kitchen. The accommodation is divided between the main villa with four en-suite bedrooms and two guest houses offering additional privacy and space. This home is perfect for families or friends seeking a tranquil retreat in the heart of Tuscany, a short drive from the medieval town of Greve.

Cypress Reflections

Nestled among the charming Tuscan countryside, this apartment forms part of an eco resort, paying tribute to its medieval roots while integrating modern sustainability. Located in the tower, the apartment is spread over three floors and features amenities such as a cosy living room with a fireplace and its own private garden. Guests can also enjoy the shared natural swimming pool, surrounded by aquatic plants that naturally filter the water. Explore the Chianti hills on foot or head to picturesque San Gimignano for the day. 

A Tuscan Twist

Tucked into the vine-covered Tuscan hills, this home promises an idyllic escape from day-to-day life. Sure, the traditional interiors may not be everyone’s cup of tea, but you’ll find everything needed for a comfortable stay here and plenty of room to spread out and relax. The outdoor space is sure to become a favourite for the whole group, with sun beds, alfresco dining spots, and a private pool to enjoy. Ready to explore the local area? We recommend a trip to Certaldo. Here, you can take the funicular up to the old walled settlement or dine out on authentic Italian cuisine to your heart’s content. 

Olive & Grace

If you’re searching for a private slice of Tuscan paradise, it’s time to stop scrolling. This home is a far cry from its origins as an industrial building housing kilns – and it’s easy to see why it made our collection. Brought beautifully into the modern day, you’ll find nods to its roots throughout, while the use of glass blends the indoors and outdoors seamlessly. Tuscan summers will be well spent in the private pool, dining alfresco or toasting your holiday with a glass of Chianti in the hot tub. And if you can tear yourself away, with the Florence-Siena highway just a few kilometres away, trips to Florence, San Gimignano and Siena are a breeze. 

Tuscan Roots

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