Monterchi

We selected the [listingCount] homes worth renting in this location

Book a stay in one of the best homes in [destination]

DVD Player

Entertainment

Hair Dryer

Toiletries

Bathroom

Dishwasher

Microwave

Freezer

Oven

Stove

Toaster

Fridge

High Chair

Blender

Coffee Maker

Juicer

Kitchen

Kitchen & Dining

Iron

Washing Machine

Cot / Crib

Ironing Board

Bedroom & Laundry

Swimming Pool

Hot Tub

Wellness & Fitness

Wi-fi

Internet & Office

Air Conditioning

Heating & Cooling

Parking Available

Free Parking On Premises

Parking & Access

Barbeque

Patio / Terrace

Outdoor Seating

Outdoor

Fire Extinguisher

First Aid Kit

Other

Time stands still at this 18th-century villa nestled in the heart of the Tuscan countryside. The rooms perfectly embody traditional Italian charm, while the garden offers sweeping views across the hills – making this the ideal setting for a restorative retreat or intimate celebration. There’s also a private pool and jacuzzi (available on request), with multiple lounging spots to sit back and savour the stillness of this rural location. And when you’re in search of adventure, it’s just a short drive to the amenities in Monterchi, while the majestic cities of Arezzo, Siena and Florence are close enough for day trips. 

The Sun Rose

Outdoor Pool

Private Pool

Laptop Friendly Workspace

Central Heating

Fireplace

Private Entrance

Garden

Outdoor Shower

Child Friendly

Set in a 17th-century hamlet in the Umbrian countryside, this home has an idyllic location. Take in the views from the garden with its private pool or the variety of terraces. The accommodation is split between two stone-built farmhouses, so this place is ideal for extended families or friends. Each house is set over two floors and has a kitchen, dining area and lounge and has traditional decor. The area is perfect for hiking or explore the picturesque Medieval village of Monte Santa Maria Tiberina, which is a short drive away.

Perfect Gem

Board Games

Games Room

Satellite / Cable TV

Bathtub

Pod Coffee Machine

Desk / Workplace

Private Parking

Self Check-in / Check-out

Pets Allowed

Pets

Set close to the historic villages of Anghiari and Sansepolcro, this delightful historic home is packed with authentic character. Its typical terraced gardens include formal lawns and lush floral borders, all surrounded by the rich countryside of eastern Tuscany – its rural heart.

Built into a slope, with three floors, this imposing period villa is a piece of Tuscan nostalgia. With shuttered windows, bedroom balconies and a top floor covered balcony for admiring the stunning views, it's a real slice of local life. The feel here is very lived-in, with each room boasting a unique character. None more so than the formal games room, painted a deep red, where you'll find a huge antique dining table, a chandelier and – of course – a suit of armour. Elsewhere, there are cool, neutral living spaces with exposed stone walls, a modern kitchen and enough bedrooms and bathrooms to give a large family or a big group of friends plenty of space. There's even a second kitchen in the annexe, so part of your group can have extra independence.

There's plenty to keep you occupied too, with all sorts of board games provided, table football indoors and table tennis outside. And then there's the impressive private pool with its luxury sun loungers. In the evenings, grill on the barbecue, enjoy drinks on the terrace and watch the sun set over the green hills.  

The Valley Museum

Kitchen Utensils

Beach / Pool Towels

Safe

This home boasts a remarkable location in the countryside outside of Arezzo. The beautiful garden and outside space boast far-reaching views of the surrounding olive groves, with a swimming pool and hot tub to enjoy them from. There’s also a pergola for alfresco dining. Inside, the villa is classically Tuscan, with terracotta tiled floors and exposed wooden beams. One lucky couple will get to sleep in the tower bedroom, with its high walls and secluded atmosphere – happily, all of the bedrooms have their charms so nobody will be missing out. 

Towering Tuscany

Cooking Essentials

Black-Out Blinds

Extra Pillows and Blankets

Hangers

Balcony

Welcome Hamper

Nice to haves

Security Cameras

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. 

Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature. And from the moment you arrive, you’ll want to savour the rustic simplicity and charm of this home – it’s the perfect place to connect with the timeless beauty of Italy. 

Families and friends will love gathering here – the communal spaces feel warm and intimate, inviting you to slow down and enjoy quality time together. And whether you’re drinking your morning coffee in the garden, swimming in the pool or cooking in the cosy kitchen, this is the kind of home that enriches daily living. 

Outside, follow the garden path out into the surrounding countryside for an inspiring stroll, or make the short drive into the majestic city of Arezzo – just ten–minutes away. Whether you’re admiring 15th century frescoes and abbeys, or olive trees and vineyards, this home is the perfect setting to celebrate the authentic taste of Tuscany. 

The Terracotta Sun

Free Parking

Balcony / Patio

This 18th-century villa is located in the rural hamlet of Ripoli, just on the border of Tuscany and Umbria. Overlooking unrivalled views across the valley, this spot is like something straight out of a fairytale. Yet, while the aesthetic is classic Italian countryside, contemporary amenities invite guests to experience a comfortable and luxurious stay centred around leisure. The grounds feature a spacious lawn, a children's play area, a private pool with a Jacuzzi and changing room, and a barbecue area for alfresco dining. It's the perfect place for larger groups to celebrate special occasions. Additionally, the host can help organise a range of excursions and activities, including fishing trips and wine tastings, for a fuss-free stay in rural Tuscany.



La Gioconda

Set in the Umbrian hills, Collina Bella offers the chance to get a taste of quintessential Italian architecture without compromising on comfort. Beyond the four elegant bedrooms, some of which have four-poster beds, the real highlight is the inviting living area and sun-drenched terrace, where you can catch some rays and dry off after a dip in the private pool. From here you can explore the sights of Perugia or Assisi, which are both within an hour’s drive.

Collina Bella

Smart TV

Ping Pong Table

Espresso Machine

Kettle

Heated Pool

Sun Loungers / Beach Chairs

Sun Umbrellas

Tucked away in the town of Santa Maria alla Rassinata, amid the hills of Arezzo, this delightful holiday home promises beautiful views. The house dates back to the mid-16th century and has been expertly restored, showcasing retro charm. Outside, you’ll have a swimming pool surrounded by panoramic views, and a terrace with a pool house and a minibar. The well-maintained gardens feature antique roses, hydrangeas, and aromatic plants. The setting is ideal for long walks and bike rides, and you’ll be just an eighteen-minute drive from Palazzo del Pero. 

The Scent of Hydrangeas

Foosball / Table Football

Library of Books

Sauna

Courtyard

Garden Games

Hammock

Smoke Detector

Dating back to the 17th century, there is an undeniable air of rustic charm to this villa near Arezzo (a thirty-five-minute drive away). As the sun sets over the surrounding hills, the stone facade practically glows against the landscape. You’ve got 80 acres of ground to explore, dotted with cypress trees, olive groves and peaceful woodland. Exploring every nook and cranny, you’ll stumble upon hammocks strung up between trees, outdoor lounges looking out over the rolling hills, a dining area beneath a wrought-iron gazebo and, of course, the turquoise pool in the terraced garden. Our favourite spot is the courtyard garden, bursting with potted flowers in a riot of colour.

Inside, it’s exactly what you expect from a historic home in the Italian hills. Ceilings are wooden with gnarled old beams, thick stone walls are pristine white and the time-worn terracotta floors look as though it has seen centuries of footsteps. Although it’s been completely renovated, there are still signs of the times gone by – the huge old hearth in the dining room, gilded mirrors and exposed stone walls. Antiques and book-filled cabinets add to that feeling of an old-world country retreat.

If you want to head out for a meal, the nearest restaurant is a ten-minute drive away, and the pretty medieval town of Monterchi is a further five minutes where you’ll find a selection of places to eat and shop for groceries. 

A Comet at Twilight

Baby Bath

Cleaning Products

Drying Rack

Ceiling Fans

Free Parking On Street

Single-Level Home

Herb Garden

Umbrellas

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle. 

Step inside, and you'll be enchanted by the traditional touches, from the terracotta tiles to the original fireplace and wooden ceiling beams. Budding chefs can whip up their favourite dishes in the kitchen, using the fresh Italian herbs provided. And, the leafy garden provides the ideal spot for a sundowner – open a bottle of Pinot Grigio and relax on the patio as you make some plans for the following day. 

The hilltop Arezzo Cathedral is not to be missed – admire the painted ceilings before strolling through the medieval town, gelato in hand. The nearby Piazza Grande is one of the most beautiful in the region, and is an awe-inspiring setting for a coffee or something stronger. And, if you want to explore more of eastern Tuscany then there's plenty to see just a short drive away – from vineyards to castles, there's something for everyone. 

Pistachio Pesto

Mosquito Net

Relaxation is the order of the day at this 19th-century farmhouse in Tuscany's Ranchetto region. Located within its own natural park, lined by tall oak and chestnut trees, it's perfect for those after unwavering peace and privacy. 

Upon arrival, the home's stone exterior, wooden shutters and juniper roofing hark back to the place's history, and we can't help but swoon over the warm and inviting living space inside. Beamed ceilings and terracotta floors add plenty of visual interest, while the very earthy and natural colour palette will soon have you feeling right at home. Cook up a storm in the country-style kitchen, then spill out into the beautiful communal outdoor areas. 

With a completely-fenced garden of about 3000 sq/m, full of green foliage and potted flowers, you'll have no choice but to slow right down, adopt the pace of nature and unwind. Whether you're tucking into a lazy alfresco lunch on the terrace, cooling off with a few up and downs in your glistening pool or enjoying an apéritif under the pergola, you're sure to feel completely at ease. 

If you can muster up the energy to leave this beautiful home, there's so much exploring to do nearby. Start with a visit to the traditional neighbouring town of Castiglion Fiorentino, where age-old buildings, museums and artwork make for a great historical trip, just a twenty-eight-minute drive away. You'll also find the popular hilltop town of Cortona and the attractive city of Arezzo in less than thirty minutes by car. 

Old Tuscan Farmhouse

Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers. Little ones will also adore the green back garden where they can let their imaginations and legs run free. Though it feels hard to beat the panoramic landscape, it does try. Starting with the indoors hot tub and sauna, where a large bi-fold door connects you to the outdoors. We also like the mix of modern and rustic elements here. As for location, you're a short drive from Arezzo. 

The Whispering Hills

Dryer

With sweeping views across the valley and city of Arezzo, this home makes for a relaxing retreat. There’s plenty of room for all guests to enjoy their own space here, although some rooms do lack a little natural light. Still, with the vistas, Mediterranean climate, and lingering scent from the almond tree, outdoors is the place to be. Enjoy relaxing with loved ones in the private pool or atop a sun lounger on the terrace, or maybe indulge in some extra in-villa activities like wine tasting or a cooking class, to truly experience authentic Italy. 

Artisan

If we asked you to imagine a rustic home in the middle of the Tuscan countryside at which you could happily while away a week or two, we'd be willing to wager that what you pictured looked something a little like this villa.

Surrounded by verdant woodland and hillsides, the home is charmingly old-fashioned inside, with a wealth of wooden beams, terracotta tiling and stone walls all lending to the rural aesthetic. Don't confuse this with dilapidation, however – the country-style kitchen, bright bedrooms and sleek bathrooms will all meet approval from the discerning holidaymaker.

Of course, it's likely that you'll be spending hours upon hours in the wonderful garden, which is filled with Mediterranean flowers and foliage. The swimming pool is sure to see plenty of visits during sunny afternoons, while the barbecue and table on the terrace are ready and waiting for open-air feasts under the setting sun.

When you want to see a little more of the local area, the town of Anghiari is only six kilometres from the home, and known for its medieval architecture and month-long classical music festival held every July. The larger city of Arezzo lies a little bit further in the opposite direction, but well within reach for a day trip.

Floral Symphony

DVD Library

Games Console

Sound System

Cafetiere

Children's Dinnerware

Vacuum Cleaner

Desk

Electricity Adaptors

Underfloor Heating

Multiple Sets of Keys

Carbon Monoxide Detector

Adorned with traditional features that take you back to a time when things moved a bit slower, this nostalgic farmhouse oozes serenity and peaceful relaxation. Choose to spend lazy days by the pool, on the terrace or in any of the wonderfully comfortable bedrooms. We would, however, recommend having a car so that you can easily get around and explore all that this wonderful part of the country has to offer. Make sure to try all the local produce and cuisine – foodies will find themselves in heaven here.

East of the Sun

This Tuscan farmhouse sits within a renowned winery, just a ten-minute drive from Arezzo. 250 metres away, guests can enjoy wine tasting and delicious Tuscan food in the winery’s garden. A cosy farmhouse living room and kitchen await inside. We love the dining room with its walls of glass doors offering unobstructed views of the rolling hills, along with a rustic-style semi-outdoor kitchen with a wood-burning oven. Outside, the villa has a beautiful garden with a private corner swimming pool overlooking the valley and city of Arezzo. Start your Tuscan dream the right way with dinner offered by the owners on arrival and a welcome basket for next day's breakfast.

The Tasteful Tree

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one. 

Arrive to be awed by the impressive façade and the surrounding gardens, with ancient trees and lovingly tended to plots of organic fruit and vegetables. You’ll feel light years away from the hustle and bustle of modernity, and the serene holiday mode will descend upon you the moment you step your foot on this land. 

Come inside to be welcomed by the cosy interior, with the original wooden beams on the ceiling, stone walls and terracotta floors. We love just how much space there is here to lounge about and enjoy the tranquillity – for those lovely evenings of fine wine and conversation opt for the snuggly sofas and the warmth of the fireplace. You can also spend ages wandering around and admiring the unique art pieces which hang on the walls or gazing out of the windows at the fantastic views. 

With the huge country kitchen and all the organic produce available in the garden, you’ll no doubt feel inspired to create delicious feasts – share them with your loved ones at the grand dining table. In the heat of the afternoon, why not head outside to take a dip in the pool or simply relax with your holiday reads at one of the comfy sun loungers dotted around. 

Awake feeling well-rested and refreshed, courtesy of the grand and luxurious bedrooms, and enjoy a cup of freshly brewed Italian coffee out in the garden. The day is just starting and you can fill with all the fantastic activities available here: why not try yoga with your host Daniela or head out to explore the vast grounds and the picturesque countryside around you. 

When you’re ready to see more of the region, you’ll find yourself just ten minutes away from the historic city of Arezzo, with its rich tradition of art and craftsmanship. Marvel at the masterpieces of Giotto and Della Francesca or visit the medieval churches and ancient palazzos.  


The Healer of Tubbiano 

You’ll find this arresting home in the hills above Arezzo, boasting views of the Tuscan valley beneath it, as well as beautiful gardens. Set over several buildings, this large home includes a main farmhouse, two apartments, and an annexe. It’s ideal for large families or groups who want to spend a holiday together but still like a little privacy. The home has been designed to showcase the historic virtues of these ancient buildings – we were first taken by the classic stone walls and their attractive sage green shutters. Inside is a symphony of elegance. Neutral tones and natural textiles offset the original stone walls perfectly, while distressed wooden beams give the home a much softer, cosier atmosphere than you might first expect from its size. The main kitchen looks as though it was designed with professional chefs in mind, while in the two separate apartments, you’ll find smaller kitchens that pay homage to their humble farmhouse beginnings while still looking effortlessly chic – think Aga-style ovens, glass fronted cabinets, and vintage dining tables. The bedrooms ooze relaxation, with modern furniture, gauzy textiles, and clever lighting making for a boutique hotel experience. And that’s before we even get to this home’s outdoor areas. Covering several hectares, the gardens back onto a wood where guests can roam and play, while back in the garden you’ll not only find a children’s playground, ping pong table, and hot tub, but a Roman-style pool surrounded by sun loungers, a glorious view of the countryside below, and even a diving board. 


Forza Arezzo

Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is the perfect immersion into the local lifestyle. For true convenience, you're expertly placed to explore every part of the town.

The town centre is just three minutes away, giving you instantly access to the charming cafes, restaurants and shops. Spend leisurely afternoons moseying around the quaint streets, finding chic clothing in the aisles and delicious food in the eating spots.

If you wanted to keep things private and intimate, your host can arrange a private chef to rustle up some top-notch dishes at home. When the weather is warm, you can enjoy each sumptuous bite on the cute outdoor table in the garden. 

Even if you're not eating, the garden is a dreamy spot to spend the evening. Pick up a bottle of wine from town and share a glass or two with the beautiful view as your background.





View From The Evening

A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home deep in the countryside between Arezzo and Cortona. Surrounded by its own lush, terraced gardens, it's a stone-built gem with flexible accommodation to suit a large group. Packed with character features, you'll be welcomed by tiled floors, ancient wooden beams and traditional shuttered windows. The main house is divided into two apartments, each boasting its own kitchen and cosy living room, and with two bedrooms on each of the two floors. Allowing for as much or as little socialising as you require, there's also a stunning dining room with a table big enough to seat up to ten guests. And it has its own kitchenette to make life easier. Elsewhere in the garden, you'll find an additional one-bed guesthouse with its own bathroom – perfect if you really value your privacy. Spend your days swimming in the private pool on a lower level of the garden and eating outside on the huge terrace, pouring local wine and admiring the incredible views. If you want to do some shopping, Arezzo is just half an hour away by car, with Cortona and the Valdichiana Outlet Village around the same.  

Wild Rosemary

Playground

Pool / Snooker Table

Bathrobes

Changing Table

Bicycles

Buzzer / Wireless Intercom

Outdoor Audio

Resort Access

Stair Gates

Tucked away in vineyards and verdant pastures as far as the eye can see, this home promises tranquillity with breathtaking views to boot. You'll find it tucked away in Terranuova Bracciolini, surrounded by natural beauty and just a thirty-minute drive from Arezzo. Here, you're in a convenient spot for exploring Tuscany, with Siena and Florence both just shy of an hour's drive away.

We're completely infatuated with this home's rustic charm. It's set across two pastel-hued and ivy-clad villas, making it the perfect base for families and large groups. We especially love the majestic glass-walled recreation space, dressed to the nines for entertaining, with a banquet-style dining table, cosy lounge, ping pong and billiards table. 

Inside, it's a quaint canvas of terracotta tiled floors, shuttered windows and timber beamed ceilings, while contemporary comforts promise a want-for-nothing stay. After a restful slumber in the cosy sleeping quarters, spend mornings in the fully-equipped country kitchen, brewing espressos or tucking into breakfast on the veranda. 

Fringed by lush, landscaped grounds, including a home-grown vegetable garden that you're encouraged to forage, this home beckons you to relax in the splendour of your surroundings. Here, a saltwater infinity pool takes centre stage, a glistening oasis amidst the perfectly clipped emerald lawn. Spend your days poolside, soaking up the sun or relaxing beneath the shade of the rose garden nearby. 

Tuscan Rose

Projector

Perched above the Adriatic, this charming oasis blends natural beauty with laid-back elegance. Wake to sunrise over the sea, unwind by the pool at sunset, and breathe in the scent of wildflowers on the breeze. Surrounded by private gardens and the serene Monte San Bartolo park, it’s the perfect escape into nature. The vibe is relaxed, the views are endless, and the experience will be truly unforgettable. You’ll need a car to get around, but the spectacular vistas and secluded setting make it more than worth the drive. This is a place to slow down, savour the moment, and soak up the scenery.

Pristine Oasis

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Step inside your apartment, and you'll discover a typically Tuscan scene, with tiled terracotta floors, exposed wooden ceilings and frescoes painted directly on the walls. Four individually decorated bedrooms, each as enchanting as the last, will serve as your soothing sanctuaries for you to unwind at the end of each day. The spacious interior includes not one but two seating areas, so you can always claim a secluded spot as your own for the afternoon if you want to get lost in the pages of a good book. Meanwhile, the kitchen and dining area are perfect for sociable meals with family and friends in true Italian style. 

Outside in the shared garden, you'll find yourself surrounded by pristine landscaped gardens with a vine-covered pergola, terraced seating and perhaps most importantly, a pool. 

Start each day by visiting Forno La Chiocciola, where you can stock up on fresh bread, including Florentine speciality flatbread, schiaccata. Then, when you're not laying out on poolside loungers and sipping wine in the sun, the stunning Renaissance city of Florence is less than half an hour away. Why not get to know the artistic, architectural and cultural history of Tuscany, spending an afternoon or three wandering its streets and taking it all in. 


The Legendary Giulia

Outdoor Fireplace / Firepit

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views. 

The outside space is lush and pretty. Roses and lavender have been planted alongside a wealth of trees, making the garden feel like an oasis. In the morning, sip coffee at the table under the gazebo, admiring the views and planning your day. If you’re anything like us, you won’t be able to resist a dip in the hedge-lined swimming pool for long. Dry off on a sun lounger with a good book, or start a table tennis tournament with your friends. 

In the evening, set up outside at the long dining table. You might like to arrange for a local chef to come and cook for you – that way you can enjoy a cocktail hour on the terrace before dining as the sun sets beyond the valley. 

The villa is only a short walk along the river to the centre of peaceful Poggibonsi, so you can easily dine out in the local restaurants or grab a gelato. Montemorli vineyard is just a twenty-minute walk up the hill, while the medieval beauty of San Gimignano is a mere twenty-one-minute drive away. Slightly further afield, you can be in Siena in thirty minutes, and Florence in an hour.  


Verdant Valley

Luxury Toiletries

If you love the artsy side of life, you'll thrive in this contemporary loft. Colourful art pieces stand out, with some splashes of colour added by the feature walls. Natural light pours in through the large kitchen windows – the perfect chance to watch the morning birds fly by. You even get a lovely view of the courtyard from the bedroom too. 

Spend the day at Constanti winery – this is where your host works, so she will be more than happy to give you a tour of the place. Beautiful vineyards surround the loft and a wide range of wineries to sample some of the tastiest glasses of red.

Return home to sit at the dining table while the scent of a home-cooked Italian meal fills the room from the nearby kitchen. After you've eaten, pick a book off of the shelf, and snuggle up on the sofa while the moonlight shines through the windows. Pop the TV on for background noise or simply enjoy the peace and quiet that Montalcino brings.

Artistic Grapes

Beach Essentials

Fenced Property

Outdoor Bathtub

​​Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams. Walk barefoot across the floors to savour the coolness of those tiles on hot days, or light a fire in the wood-burning stove and stare up at the beams, imagining what life would’ve been like here. Nonnas rolling out pastry for tortellini, children helping churn gelato, wine flowing, and bowls of food changing hands in a celebration of ingredients, and life. You might even wish to recreate that – a holiday well spent.

Alternatively, spend lazy afternoons sitting under the vines outside as you watch the sunset on the horizon. Head out to authentic Italian pizzerias for pizza and gnocchi, or make a gelato run before exploring the surroundings. 


Bellissima Casa

Rooftop Terrace

Set within an expansive estate in Umbria, this villa was once a 13th-century water mill. Beautifully restored, it offers a range of impressive facilities that make for a relaxing retreat. From the underground Jacuzzi to the sauna and outdoor pool, you can enjoy private spa days here, making it the perfect choice for a romantic getaway. Close to a stream and surrounded by greenery, you’ll have plenty of peace and quiet here, while many of the area’s well-known towns like Perugia, Arezzo and Siena are within easy driving distance when you fancy a change of scene. 


Umbrian Bliss

For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena.

Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living. It feels traditional here with elegant styling that adds comfort and ease. From preparing your morning coffee in the kitchen to sitting in the private garden, this is the kind of space that inspires you to slow down and savour the moment. 

Follow the views of the Val d’Orcia and take a stroll through the charming streets of Montalcino, making a stop in one of the cafes or restaurants to enjoy the atmospheric beauty. Or wind your way through the rolling hills towards Siena – only a fifty–minute drive away. 

As the sun sets across the countryside, you’ll love coming home to this sanctuary in the trees. Open the doors and enjoy an evening in true Italian style – with beautiful food, wine and conversation.

Rosemary & Olive

Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena. Sitting on the first floor of an old honey-hued building, it impressed us with its exquisite interiors and awe-inspiring views. 

The interior combines rustic charm with contemporary comforts and, in true Tuscan style, is cloaked in a calming veil of warm earthy tones and natural textures. Step inside and discover a light-filled canvas of exposed brick walls, terracotta-tiled floors and lofty ceilings adorned with striking timber beams. We love the open-plan living area, a free-flowing space primed for relaxation with ample seating, a delightfully-equipped country kitchen and a majestic stone fireplace. Down the hall, three sumptuous sleeping quarters promise restful slumbers and, through timber-framed windows, postcard-worthy views of your glorious surroundings.

Outside, the peaceful shared courtyard, furnished with dining furniture and a hot tub, beckons you to unwind in the sun. Enjoy an alfresco breakfast here before a day of adventure. Take a stroll through the town, enjoy a morning swim in the Merse River, or hike through the wooded Alto Merse Nature Reserve, just twenty minutes away on foot. 

Escaping Time

Nestled in the Tuscan countryside, this villa is a place for a family or group of friends to spend quality time together in the sunshine. From the hanging chair to sun loungers, the outside space offers ample opportunities to enjoy the views. Plus, there’s a covered terrace for alfresco dining. The sleeping quarters are on the lower ground floor with direct access to the garden and pool (something to keep in mind if you’re staying with young children), and the main bedroom has an open-concept en-suite, which may not be to everyone’s taste. If you fancy a change of scenery, the town of Castel del Piano is a short drive away.

The Italian Rose

Tucked away on the Tuscan hillside, this home is an idyllic retreat for larger groups seeking a slice of dolce vita. Tiled floors, exposed beams and warm tones stay true to the house’s origins and also provide a cool respite from sweltering summer temperatures outside. Upon arriving, drop your bags and dive straight into the impossibly large pool, or if swimming isn’t your thing, retreat to the library and curl up with a good book. Dinners are a breeze thanks to the wood-fired pizza oven – you can even pick your own toppings from the vegetable garden – what could be better than that? If can bear to leave your remote Tuscan idyll, you're within striking distance of Florence, just over an hour away, which is the birthplace of the Renaissance movement and one of the world's greatest art cities.

Vita Toscana

Netflix

Streaming Services

Rain Shower

Wine Cooler

Private Washing Machine

Laundry Supplies

Workplace

Temperature Control

Secured Parking

Gated Community

Fenced Garden

Outdoor Kitchen

Once the residence of a local noble lineage, this renovated country home provides a tranquil base for families and large groups. You'll find it nestled in verdant hillslopes, boasting five acres of lush landscaped gardens and panoramic views of the medieval town of Valfabbrica. Here, the famous Sentiero di San Francesco hiking trail is practically on your doorstep, while the beautiful towns of Perugia and Assisi are less than a thirty-minute drive away.

At first glance, this home charms with its rustic stone facade. Inside, it's all exposed beam ceilings, terracotta tiled floors and traditional furnishings. We especially love the country kitchen, fully equipped for home cooking and seamlessly connected to the lounge and dining room through wide, sweeping archways. After a restful slumber in the spacious sleeping quarters, fire up the Moka pot and enjoy espressos on the patio. 

Outside, expansive gardens offer ample space for relaxing in the sun. Spend your days catnapping on a sun lounger or tucking into a picnic amidst the foliage. On balmy evenings, gather for alfresco feasts on the wood-fired oven and masonry barbecue before curling up in the cosy lounge by the warm glow of the fireplace.

Divine Reverie

Book a stay in one of the best homes in Monterchi

We selected the 2434 homes worth renting in this location

Who's coming along?

Home spotlights in Monterchi

We selected the top 3% holiday homes in Monterchi

Most popular homes in Monterchi

Check upcoming rates & availability for Monterchi

Frequently asked questions