Montespertoli

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The sprawling grounds of this Tuscan villa are home to woodland walks where you can spot birds, a big private pool for cooling dips and lots of different places to dine and unwind out in nature. Inside, the traditional decor won’t be for everyone – the kitchen feels a little dated, but it’s got everything you need for big group meals, and the ramshackle collection of sofas and armchairs is homely. There’s a ground-floor bedroom and bathroom adapted for accessibility, but the rest of the bedrooms are up a twisting stone staircase. Location-wise, it’s in the Chianti hills, surrounded by vineyards, and Florence is just a few kilometres away. 

The Hillside Escape

Smart TV

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With a spacious interior, plenty of period features and an inviting outdoor area – there's a lot to love about this recently renovated apartment, which is set within a traditional Tuscan farmhouse and purposely tucked out of the way in the gently rolling hills.

Thick stone walls, cool tiled floors, and exposed wooden ceilings lend this ground-floor residence a traditional vibe, while the gorgeous pool entices you to spend most of your days outside under the summer sun. In addition to the gorgeous shared spaces, the home also benefits from a private outdoor area where you're free to grill up gourmet offerings. Every meal here (except for breakfast... probably) will benefit from being accompanied by beautiful extra virgin olive oil and a mouthwatering medium-bodied chianti – all made by your host, Nicola.

Away from home, Montespertoli – one of Tuscany's renowned wine capitals – is just a five-minute drive, while the stunning Renaissance city of Florence is 35km away. No trip to Tuscany would be complete without at least one day spent exploring this bucket-list-topping destination. 

Wine in Your Water Glass

This apartment shares its location with a family-run farm in pretty Montespertoli. The family produces wine and olive oil from a picturesque spot amid the gentle Chianti hills, surrounded by vineyards, olive groves and woods – it’s delightfully rustic. 

The apartment sits within these grounds, benefitting from the large garden and beautiful views. It has its own private garden too, just off the bedroom – the perfect romantic setting for a glass of wine and some stargazing. Traditional features like stone walls and a terracotta floor add to the romance of the apartment, as does the four-poster bed. 

When you’re not exploring the surrounding woodland and countryside on foot, you might like to venture further afield to take in more of wonderful Tuscany. The medieval town of San Gimignano is forty-one minutes away by car, and it takes forty-seven minutes to get to Siena. Wander through these historic towns with a gelato, taking in the architecture and shopping for keepsakes. When you return to the apartment, enjoy an alfresco dinner while admiring the view – it's the ideal way to round off your day. 


A Glass Of Chianti

Pod Coffee Machine

Single-Level Home

Located on a small family-run farm in Montespertoli, nestled in the gently rolling hills of Chianti, is this ‘Forno’ brick-style Italian home. Start your first evening here with the bottle of wine from your welcome basket which has been produced on the vineyard here, as you enjoy the incredible views from your private garden. Then, when you wake the next day, start your morning with a sugary sweet coffee – also provided in your welcome basket – before you relax in a deck chair with a good book. 

For those who love walking or cycling, this beautiful setting provides the perfect area for exploring, as the farm is surrounded by vineyards, olive groves and woodlands that you can wander freely. In the early evening, we would love to stop at the shaded terrace overlooking the large gardens to taste the farm’s wines, while admiring the view of the surrounding hills. 

Then for dinner, why not take advantage of the barbecue, and cook some delicious Spiedini skewers, to enjoy in Italian alfresco style with a glass of refreshing wine, accompanied by the fantastic vista on offer. When you retire inside, the home’s natural elements of stone walls, terracotta floors and wooden ceilings will keep the rooms pleasantly cool in the summer and warm in the winters, while the twentieth-century furnishings provide comfort for relaxing hours before bedtime. 

Chianti Cheers

Tucked away in the vineyards and olive groves of Chianti, stands this old brick farmhouse. This apartment is located on the ground floor, with private access to a hideaway garden. Just you and the Cypress trees. Ancient brick takes over the walls of this home, wooden beams line the slanted ceilings, and terracotta stone sweeps over the floors. This little haven is how Tuscan living should be – rustic, traditional, and stripped back, with gorgeous views, wine, and olives to keep you entertained no end.

Waking up here is a little slice of heaven. Enjoy a coffee on the large terrace which overlooks the rolling Chianti hills. Spend a lazy morning switching between here and your private garden, from sunbathing to daydreaming. You're encouraged to roam the grounds of this beautiful farmhouse, including its own vineyards and wine groves. Come the afternoon, explore the medieval village of Montespertoli – you're just a thirteen-minute drive from the centre. It's considered one of the wine capitals of Tuscany, perched on a hilltop, overlooking miles upon miles of vineyards. Speaking of which, you're not short of vineyards and wine tours. For something different, a cycling wine tour is a great way to see the area while tasting some fine wine along the way. Tuscany Wine and Bike offer exactly this – they're based in the heart of Montespertoli, so you can reach them easily. Round off the day with a hearty meal in the village centre, or head back to grill something delicious on the outdoor barbecue. Enjoy your new favourite local wine and watch the golden sun dip behind the hills.

Oliva Farmhouse

Desk / Workplace

Ground yourself in the extraordinary landscapes of Chianti at this elegant apartment set on a farm estate and yet just a fourteen-minute drive from the charming medieval town of Montespertoli.
 
Belonging to a multi-generational family farm, this place brings all the Tuscan farmhouse charms you're chasing with cool terracotta floors, exposed stonework, and lofty wooden beams. An excellent choice for a couple or small family sharing, the elegant bedroom sleeps three with a sofa bed tucked away in a cosy corner that's perfect for a child.
 
But it's outside amidst the vast vineyards, olive groves, and woodlands where we think you'll be spending most of your time. While away the afternoon in the apartment's private garden – there's everything you need to rustle up a feast in the sleek, modern kitchen when thoughts turn to food. And if you fancy a glass of the local grape, you've come to the right place. Book a wine tasting session on the estate to savour the fruits of the harvest – the extra virgin olive oil and wine are exceptional.
 
When it's time to change up the pace, Florence and Siena are just a forty-minute drive for your cultural fix. Or pack up a beach bag and head for the sea – the Tyrrhenian coast is just a scenic one-hour drive away over the rolling hills.


Into the Groves

Black-Out Blinds

Welcome Hamper

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior. Neutral colours inside contrast with the spectacular frescoed walls. We love the Rococo-style cherub fresco above the bed, lending the room a celestial aura. There is plenty of space to relax in the large open plan living area, and the fully stocked kitchen is perfect for practising your Italian home cooking. 

Certaldo Alto is a charming walled Medieval town, home to winding cobbled streets, picturesque churches, family run restaurants, and sprawling views of the verdant Tuscan countryside. It is 35km from Florence, making a day trip to the city easy. While you are there, be sure to sample some of the excellent wines from the region. After a day of exploring, kick back on the sofa in your opulent living room, before retreating to the serene calm of the bedroom for a perfect night’s sleep. With its romantic setting and unbeatable location, this would be the perfect getaway for couples. 

Fairytale in Fresco

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Sound System

Bathtub

Ice Machine

Beach / Pool Towels

Mosquito Net

Nestled in the heart of the Chianti district and surrounded by vineyards, olive groves and cypress trees, this farmhouse couldn’t be more authentically Italian if it tried. Inside, the traditional style may not be to everyone’s taste, but its sympathetic renovation keeps the home's history alive – just watch your head on some of those low ceilings. Set on a 69-acre farm, you can even buy some of its specially-produced extra virgin olive oil, best sampled as part of an alfresco meal with loved ones. After all, with a private pool, sun-kissed terraces and countryside vistas, outdoors is the place to be. 

Lavender & Sunshine

Hot Tub

Enjoying a panoramic position in the rolling Tuscan hills, this traditional villa is surrounded by beautiful countryside. Having undergone careful restoration, many of this home's original features are still intact, so you can expect terracotta floor tiles, vaulted ceilings and a working fireplace. Head up the stairs to the mezzanine level and you'll find a cosy living room beneath rustic wooden beams. Outside, you'll have your own private garden, complete with a pretty patio where you can sip coffee and enjoy a home-cooked breakfast. Spend the day chilling out by the infinity pool or jump in the car and head out to explore, the choice is yours.

A trip to Montelupo Fiorentino is highly recommended. The Medieval hilltop town has an air of old-world ambiance, thanks to castles and churches that date back to the Middle Ages. Wander around the colourful streets lined with pastel-stuccoed buildings or pay a visit to the archeological museum to learn more about the area's rich past.

When you get home after a busy day, fire up the barbecue and tuck into an alfresco feast on the patio. Be sure to pick up a bottle of local wine (Montelupo is known for its quality Chianti wine) and then jump in the hot tub to relax and watch a spectacular Tuscan sunset. 

Tuscan Craft

This beautiful home in Tuscany is rich in history. The apartment is part of an estate that dates back to the 11th century when it was a defense watchtower for the castle of Santa Maria Novella. It’s been lovingly restored so the apartment is packed full of charm, as well as being a comfortable and convenient place to stay. 

The apartment is set in a park of oak trees, with sweeping views of the rolling countryside all around. It’s at the heart of Chianti so there are many vineyards in the countryside surrounding the home – it would be almost rude not to sample some of the region’s most famous export. Azienda Agricola Montefioralle is a winery thirty-one minutes away by car. Take a tour of the vineyard, partake in a wine tasting, and maybe stay for lunch – it’s a lovely way to spend an afternoon. 

Despite the rural setting of this home, it’s still easy to get out and explore Tuscany. Florence is a thirty-seven-minute drive away, and it’s well worth the journey. Set out early and make a day of it – walk up to Piazzale Michelangelo for the views, admire the wonderful art of the Uffizi, and dine on some of the best food in Italy. 

Back at the villa, don your hiking boots and set out on foot to explore the countryside. If that’s a little too active for your tastes, take a seat on the terrace and breathe in the views from there. Sunset from this vantage point is particularly striking. 


Chianti Country

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

Self Check-in / Check-out

Florence offers a heady mix of fascinating history and ornate architecture. With museums and art galleries to whet your cultural appetite, plus Michelin-starred restaurants and fantastic wine bars to satisfy your other appetite, you’ll be kept on your toes 24/7. However, why stay in the bustling city when you can drive there in just fifty minutes, from a traditional Tuscan farmhouse?

If rolling hills, olive trees, and verdant meadows sound like the scenery you’d like to call home, this apartment offers all of this and more. We love the vast grounds, where you can rest under shady patios for alfresco dining, picnic on the lawns, or cool down in the glistening pool. And with a hydromassage jet tub within the latter, you might fancy a negroni here at sunset after a long day of adventure.

When the evening gets a little chilly, the interiors of your country home will warm your body and soul. Rich, earthy tones of terracotta and wood make the open-plan living space feel incredibly welcoming. Chunky timber beams line the sloped ceiling, wooden shutters keep the draught out, and a stone fireplace keeps you cosy as you sip Tuscan red on the sofa.

Rispetto Verses

Sonos

Herb Garden

The property is a restored ancient farmhouse that has occupied its serene position deep in the countryside between Florence and Siena for many hundreds of years. Sitting within a vast estate dotted with vineyards, olive groves and a working farm, the villa is a restful escape that offers stunning views over the Tuscan hills. The interior of The property is as characterful and atmospheric as its historic exterior would suggest. Covering three floors is a series of inviting rooms that have been tastefully finished to reflect the heritage of the villa. Pieces of antique furniture and paintings with a rural theme complement the whitewashed walls, wood beams and terracotta floors to perfection. Five elegant bedrooms sleep up to 10 people, with one bedroom featuring twin beds and each having its own bathroom. This makes The property ideal for a larger family group or two families.

Tranquil Tuscan Villa

Ping Pong Table

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 narrow streets have a handful of traditional restaurants, shops and pavement cafés. The villa stands proud atop terraced gardens where stone steps lead to a turquoise pool at the bottom. The shaded back terrace houses multiple seating areas, from comfy outdoor sofas to a long, country-style dining table, all overlooking the Pesa river valley, between the cities of Florence and Siena. Inside you’ll find a selection of lounges for the whole group to spread out – a library brimming with books and a classy living room with traditional Italian sofas and darkwood dressers. The kitchen is a combination of modern and Tuscan traditional with an original open hearth still at the heart of the room. Bedrooms are furnished with antique wardrobes and some of the bathrooms have claw-footed bathtubs for a soak at the end of the day. 

The Librarian

Ceiling Fans

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 touch of old school romance to this home. Wisteria winds its way around the pergolas, and the honeyed stonework of the farmhouse is draped in vines from its terracotta roof tiles down to the sun-drenched terraces surrounding it. Inside, the spaces are on a grand scale, with vaulted ceilings in the kitchen and lounge area that makes you feel like you’re residing in a medieval castle. There’s a long table for feasting, a huge stone archway and fireplace, and heavy velvet drapes strung across the outside doors. Four-poster beds, cavernous bathrooms and a Turkish bath only add to the effect. This is a character-packed home, ideal for a big group of family and friends to come and spend time together. With its large grounds, swimming pool, sun terraces and ample indoor areas, there’s more than enough space for everyone to socialise together or spread out and do their own thing as desired. 

Castle in Green

Workplace

Parking On Premises

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

Rain Shower

Combining African influence with old-world Tuscan charm, this countryside villa is a laidback retreat in the rolling hills. The architecture is very much traditional Italian, with arched French doors and sash windows that look out over golden fields lined with cypress trees. Interiors are inspired by Africa, as prints and musical instruments hang on walls. Spend days in the large gardens, which have a swing and paddling pool for little ones. Big kids can fire up the barbecue and relax on the large oak table. The home is also in an excellent position for exploring the region, with medieval towns and vineyards only a short drive away.

Mambo Beats

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 the covered terrace, all while admiring the views. Inside, you'll find plenty of 17th-century charm, including a brick domed ceiling in the bathroom and an ornamental fireplace that housed the estate's former furnace. You'll have double the space here, too, since the home is two separate apartments. Location-wise, it's halfway between Florence and Siena, so the possibilities for day trips and adventures around Tuscany are endless.

Vine & Blossom

Lift Access

This enchanting villa is situated in the understated and under-appreciated Tuscan town of Empoli. While it's not far from the heart of the town, you'd never believe it, given the cypress-lined drive that leads up to its stunning neoclassical facade.

Stark white dominates all areas of this home, leaving it gleaming under the glorious summer sun. Inside, relax beneath soaring moulded ceilings and enjoy the cool marble floors underfoot as you wander from room to room. Perhaps the most impressive aspect of all is the main bedroom, with its private sitting room, dressing room and gorgeous bathroom with pool views from the unique round tub, plus a dazzling terrace for exclusive use. 

For those who appreciate their privacy, the en-suite attic room can be completely cordoned off. It even has its own kitchen, living room and fully furnished pocket terrace. Meanwhile, the basement offers a relaxing wellness area at the bottom of the house and leads out to the inviting pool and adjacent outdoor dining area.

Step out onto the streets and you're just a ten-minute walk from the centre of town. It's well worth paying a visit to the fascinating Museum of Glass one afternoon before stopping off at Piazza della Vittoria for an aperitivo. If you're feeling adventurous, renowned restaurant Trippéria serves up lampredotto, a traditional dish made from the fourth and final stomach of a cow. Meanwhile, if you feel like exploring further afield, the stunning cities of Pisa and Florence are both a little over half an hour away.

White Whale

Baby Bath

Desk

If you’re seeking peace and quiet in the Tuscan countryside, this farmhouse surrounded by olive groves and vineyards is just the ticket. While the traditional interiors won’t be everyone’s cup of tea, we think they’re part of the charm. Outside, there’s a private garden overlooking the landscape, a shaded terrace for dining, and a small private pool. Although the rural location means having a car is essential here, you’re within easy driving distance of Certaldo and Emploi should you fancy embarking on a day trip.


Tuscan Mirage

Board Games

Tennis Court

Located on a hilltop in Florentine Chianti, this elegant, aristocratic home has glorious vistas over the surrounding hills, covered with vineyards and olive groves. It sits within a renowned wine estate producing excellent quality wines, which you can taste in the medieval cellar situated in the basement. The villa has a manicured lawn with a lovely swimming pool, a tennis court and a five-a-side football pitch to keep everyone entertained. Get some shade under the centuries-old pines and cedars of Lebanon, or pick some lemons and herbs for a G&T.

Inside, a grand staircase in pietra serena, a grey sandstone used extensively in Renaissance Florence, makes a stunning feature. Classical sculptures, opulent chandeliers and interesting artworks adorn the living spaces. After creating a Tuscan feast in the kitchen, entertain your guests at the piano. We adore the countryside views that stretch towards the centre of Florence and the towering dome of Brunelleschi from the two turrets, connected by a panoramic roof terrace.

This home is just a four-minute drive from Impruneta, a town renowned for its terracotta products and excellent red wine. Or head to historic Florence, where you'll find art masterpieces and beautiful renaissance architecture. For golf lovers, the Golf Club Ugolino is a fifteen-minute drive away. At this home, it's easy to create unforgettable holiday memories.



An Ode To Wine

Netflix

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Heated Towel Rail

Children's Dinnerware

Luxury Bedding

Printer

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Early / Late Check-Out Available

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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

Enchanting doesn't even begin to describe this old farmhouse in the heart of Tuscany. At first glance, we were captivated by the apple red shutters, ivy-clad stone walls and serene country setting, but once we stepped inside, we fell even more in love with the romantic, welcoming and rustic interior. Wooden ceilings adorned with beams, traditional antique furniture, elegant bedrooms – this home has charm in abundance, and, what's more, there's plenty of space to spread out and get comfortable. 

Our favourite part was the pretty garden. Day or night, the beautiful views across the hills paint the perfect backdrop for your stay. Dig into alfresco meals underneath the shady pergola and savour a glass of wine as the day slowly fades on the outdoor sofa – your host leaves a local bottle of vino, fresh flowers and a cake for you to enjoy. Once the chill sets in, gather around the brick fire pit and enjoy a laughter-packed evening underneath the starry sky.

This home is within easy reach of Florence (thirty-five minutes), Siena (fifty minutes) or San Gimignano (forty minutes) when you fancy a change of scenery. Although there aren't a lot of eateries within walking distance, there are picturesque hiking and biking routes to explore and Poppiano Castle – now a vineyard and winery – is just a short stroll away.

Vintage Vines

Bike Shed

This beautiful home is one of a kind. It allows guests to experience Tuscan life in an authentic way, with everything you might need at your fingertips.

The apartment has been converted from the old barn of the farm, lovingly transformed into a traditional Tuscan home. You can look forward to wooden beams and shutters, antique furniture, and stunning views of the Tuscan countryside – it’s the perfect rustic escape. A fifteen-minute stroll will take you into the small country village of Vico d’Elsa, where you’ll find a fabulous pizzeria and a restaurant, as well as somewhere to stock up on groceries – ideal if you’re planning to cook on the barbecue. 

San Gimignano and its iconic towers are a twenty-two-minute drive. It’s a wonderful day trip – spend your time meandering around the narrow cobbled streets, stopping to enjoy coffee and gelato in a piazza, and soaking up the atmosphere of this historic town. 

Whether you spend your visit traversing the towns of Tuscany or prefer to stay close to home, you’ll be happy to have chosen this lovely spot. Sip lemonade by the pool as you recline in the sunshine and take in the view. Dine on the covered terrace, and admire the brightly coloured flowers dotted around the property. You’ll never want to leave. 


Tuscan Trees

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, easily admired from various seating areas and a private pool with a jacuzzi, this property offers a peaceful retreat for the whole family. And given the extra guest house bedroom – with its own kitchenette and living area – you can request, it has space for everyone too. There are many traditional features like terracotta tiles and beamed ceilings, but our favourite is the pizza oven outside. Florence and its renaissance art lie fifteen minutes away.

La Dolce Spiaggia

Exercise Equipment

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 Florence (36 kilometres) and Tavarnelle Val di Pesa (7 kilometres). Guests will occupy the right wing of the house, which is spread over four levels. While each bedroom is comfortable, the double room on the highest floor provides the best views of the countryside. Plus, there’s a fitness room, swimming pool and hot tub, and areas to dine or relax in the sunshine. 


Love in the Sun

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