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Hair Dryer

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Kitchen

Kitchen Utensils

Microwave

Oven

Pod Coffee Machine

Kitchen & Dining

Cot / Crib

Washing Machine

Bedroom & Laundry

Private Pool

Hot Tub

Sauna

Swimming Pool

Wellness & Fitness

Wi-fi

Internet & Office

Air Conditioning

Fireplace

Heating & Cooling

Private Parking

Free Parking

Parking Available

Parking & Access

Balcony / Patio

Barbeque

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Outdoor

Pets Allowed

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With views of cypress trees, vineyards and rolling hills, this home delivers the perfect setting for a rustic Italian escape. The rooms are traditional and family-friendly, the garden features a private pool (open seasonally), plus there is a jacuzzi and steam room. Your host can also help organise a range of lovely extras, including private chefs and wine tastings. And while there is plenty to keep you at home, this is a great base from which to explore the region. The nearest small town is just a short walk away, while Arezzo is just a forty-minute drive from here. 

Tuscan Muse

Smart TV

Baby Bath

Luxury Toiletries

Toiletries

Coffee Maker

Cooking Essentials

Espresso Machine

Freezer

Kettle

Stove

Toaster

Private Washing Machine

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Iron

Ironing Board

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Outdoor Pool

Laptop Friendly Workspace

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Free Parking On Street

Free Parking On Premises

Lift Access

Private Entrance

Self Check-in / Check-out

Wheelchair Access

Fenced Garden

Fenced Property

Garden

Outdoor Seating

Mosquito Net

Umbrellas

Nice to haves

Carbon Monoxide Detector

Fire Extinguisher

First Aid Kit

Safe

This centuries-old home is beguiling with its mellow stone walls and hidden water well. There’s an internal lift too, making this home ideal for those with limited mobility. We love the grapevine-draped patio, as well as the private pool and garden full of plants and fruit and olive trees. Talking of olives – there’s an annual Olive Oil Festival around November to enjoy, but any time of year you can explore this pretty village surrounded by vineyards. Pergine Valdarno has a grocery, bakery, butchers shop, and restaurant, while further afield discover the castles and churches this romantic area is famed for.

Fresh Ink

This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery here, especially since you’ll have a large garden at your disposal. The swimming pool is an added perk – with no other buildings in the vicinity, you’ll have total privacy. The inside is all about the stone walls and traditional features, with plenty of room for a large family or a group of friends to make themselves at home. Note that a car is necessary in order to reach the nearest shop and explore the area. 

Tuscan Villa

DVD Player

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Welcome Hamper

Surrounded by its own private gardens, this historic and beautifully renovated villa is perfect for those seeking a relaxing retreat in the Tuscan countryside, as well as groups wanting a base to explore thriving cultural and nature hubs nearby – the charming commune of Terranuova Bracciolini is a mere five minutes' walk away. Day trips to Florence, the home to many Renaissance masterpieces, is less than an hour drive away too. For the nature lovers amongst us, there are two nature reserves in the Arezzo province and the River Arno is just minutes from your door. Alternatively, you can take in the stunning views of the idyllic natural surroundings just by lounging by the pool or from the bedroom in the ancient lookout tower. Inside, elegant furniture and large windows provide plenty of natural light to the sectioned, open-plan living spaces. This home dates way back to ancient Roman times – you’ll feel its rich history from the ancient-vaulted ceiling and stone archways the moment you step foot over the threshold. 

Olive Groove Nest

Heated Towel Rail

Juicer

Shared Pool

Jacuzzi

Balcony

Sun Loungers / Beach Chairs

Sun Umbrellas

Set in hectare upon hectare of olive groves and yet just a short drive from the wander-worthy streets of Siena and countless medieval walled towns, the setting of this Tuscan farmhouse apartment is postcard-perfect. A wonderful retreat for two, a single traveller, or a small family, you'll have a private terrace with a barbecue and Jacuzzi (for an additional fee) to soak up the rolling hill vistas, and just across the communal lawns, a shared swimming pool to beat the Tuscan heat. While the traditional interiors might not be everyone's cup of tea, the historic features of this 15th-century estate are impressive.

A Visit from Siena

Streaming Services

Black-Out Blinds

Hangers

Extra Pillows and Blankets

Single-Level Home

This apartment offers a taste of non-touristic Tuscan life that can be hard to find elsewhere. Boasting a blend of tradition and modernity, the log-burning fireplace and hot tub in the living room are highlights. It's a little on the smaller side, with few windows and stone walls, so it may not be for everyone. But there's enough space to enjoy a cappuccino outside under the sun, and Pergine Valdarno is ideal for a quiet romantic getaway. For some good sightseeing, it's not a long drive up to Arezzo, Siena and Firenze.

Claudio Papetti

Blender

Drying Rack

Outdoor Shower

On the border between Valdarno and Chianti, this hilltop villa in the heart of Tuscany is just a short drive from the town of Montevarchi and within an hour of Arezzo. The rustic interior may feel dated to some, though we think it’s part of the charm. Outside, the well-kept garden offers views of the surrounding valley, a furnished portico, and a private swimming pool, open from the last Saturday of April until the first Saturday of October. 

Whispering Cypresses

Board Games

Library of Books

Playground

Pool / Snooker Table

Sound System

Bathrobes

Changing Table

Bicycles

Ceiling Fans

Buzzer / Wireless Intercom

Outdoor Audio

Resort Access

Stair Gates

Smoke Detector

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

Rustic and cosy, this typically Tuscan home sits in a peaceful spot within walking distance of Pergine Valdarno, as well as being ideally located for dreamy day trips to Siena, Florence and Arezzo. Outside, you'll find a lush garden filled with fragrant herbs, as well as an elegant infinity pool which provides some beautiful views over this home's hilly surroundings, and a hot tub on a covered terrace is ideal for soaking in at sunset. Inside is characterful, with exposed beams and quaint furniture, and although the light is a little lacking, it makes a snug space to retreat to after busy days in the sunshine.

The Tuscany Groove

Rain Shower

If this characterful apartment set in an intimate agritourism complex doesn't say Tuscany, we don't know what else will. Surrounded by hectares of olive groves, the home's secluded setting is idyllic. But you're never far from the bustle, with the wander-worthy streets of Siena and countless medieval walled towns all just a short drive away. Inside, the traditional interiors are perfectly in tune with the heritage of this 15th-century farmhouse estate comprised of just five charming apartments. While the indoor living space is limited, the sheltered private terrace and Jacuzzi (for an additional fee) with views of the Tuscan hills are a delight. And wait until you see the shared swimming pool and vast communal lawns at the heart of it all.

Tuscan Hideaway

This stunning villa is an oasis of colourful flowers, tropical plant life and spectacular views. Perched at the apex of the hillside, the villa exudes unbridled privacy and tranquility. 

Sit on the dining table in the mornings, cappuccino in your hand, basking in the beauty of the encompassing landscape. Peaceful and relaxing, it's a rural slice of Tuscany that's reserved just for you. 

The home oozes serenity at all times, yet its flexibility transforms it into a social hub with your favourite people. Various seating spots, a large garden, luscious pool and BBQ area are idyllic spots to chat away into the gentle hum of the evening.

Take advantage of the services available to truly immerse yourself into the Tuscan lifestyle. Cooking courses teach you some traditional dishes and walking tours showcase the picturesque landscape that forms the region.

If you fancied venturing further than your villa and the local areas, the vibrant cities of Florence and Siena can be reached in less than an hour. Visit the charming streets for delicious food, striking architecture and world-class galleries and museums. 

Branches Of Fruit

Sandwiched between Siena and Arezzo, this villa is ideally suited to large get-togethers. It consists of three cosy apartments, split between a stone villa (one on each floor) and a cottage. Safe to say, you'll have more than enough space here to spread out – plus plenty of spots to retreat to when you need a little quiet. We love the uninterrupted views across the rolling hills and fields. They're the perfect backdrop for alfresco dining or swimming in the private pool. With archery, table tennis, and a swing set for little ones, dull moments will be few and far between.

Light of Tuscany

This beautiful Tuscan home caught our attention due to its inspiring views and ample outside living space. Consisting of a farmhouse and a cottage, you'll have access to the well-kept gardens and lovely terraces to help you soak up the rural setting. We think it's a perfect fit for families, due to the abundance of space and fully-fenced swimming pool (complete with a diving board) – plus you've got a table tennis area, sun loungers, a pergola with deck chairs and a covered patio for alfresco suppers. Though you will need a car to explore the region, you'll find the beautiful town of Levane nearby for local amenities. 

The Chard Rose

Wine Cooler

Tennis Court

Herb Garden

Rooftop Terrace

This incredible eighteenth-century villa in the heart of Tuscany is a wonderful setting for a wedding or just a gathering of your nearest and dearest. With views out over the Tuscan hills, the spectacularly sited pool, waterlily-filled ponds and courtyards make it worth the stay alone. The gravelled terrace overlooking the undulating countryside can be set up for special events, and there’s a built-in barbecue for a more casual alfresco feast. Exploring the grounds, spread over a hectare, you'll find tennis courts, secluded terraces and woodland walks.

Step inside to find wooden beams, traditional shuttered windows, arched alcoves and soaring high ceilings, all of which were designed by the architect Massimiliano Soldani, who created the residence as his private home. The dining room can host the whole group, and several lounges and sitting rooms come adorned with bold modern artworks and chandeliers beneath the wooden ceilings. There are two kitchens to choose from, one in holiday-cheery canary yellow, with an old brick fireplace still ensconced in the wall. 

You’re in the heart of the countryside here, with Arezzo and Siena within day-tripping distance. Those that like a walk will appreciate the hike up to Torre di Galatrona, which starts just beyond the villa’s boundary, or perhaps a day at the winery next door. 

Eighteenth-Century Splendour

Exercise Equipment

This traditional Tuscan home is located in the stunning Chianti hills. Made up of two stone farmhouses rented as one, it’s a great choice for a family reunion or group getaway. You’ll be doubling up on living rooms, kitchens, and dining rooms so there’s plenty of space for everyone, and two of the bedrooms have three beds – perfect for families or children. While the rustic decor inside won’t appeal to everyone, we think the outdoor space, with its panoramic views, private pool, and alfresco dining terrace, will be a crowd-pleaser. Location-wise, you’ll find a shop and a restaurant 1 kilometre away, and for day trips, the Medieval town of Arezzo is a 25-kilometre drive.

Tuscan Views

Foosball / Table Football

Home Cinema Setup

Projector

Games Console

Ice Machine

Desk

Workplace

EV Charger

Beach / Pool Towels

Hammock

Outdoor Fireplace / Firepit

Security Cameras

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 olive trees and gardens at your disposal, you’ll want to spend most of your time enjoying the pool, hot tub and alfresco dining area. Inside, you’ll find some of the bedrooms have double beds made up of singles which will give you flexibility, while the separate annexe is perfect for couples seeking extra privacy. And when you want to explore the real Italian Dolce Vita lifestyle, have your host arrange an olive oil tour or truffle hunting excursion.

The Grapes of Violetta

Surrounded by unspoilt countryside, within walking distance of Terranuova Bracciolini and less than an hour's drive from Florence, this villa is ideally located for a large family or group of friends. Outside, you'll find sun loungers and a private pool, and there’s a sheltered pergola with a table seating ten, so the whole group can enjoy mealtimes together. Inside, the kitchen has plenty of prep space, and the bedrooms are traditional yet comfortable – though only one has air conditioning.

Sun in the Hills

This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a large family or a group of friends to kick back and relax. The outside boasts a private pool area, along with a lush garden and a covered alfresco dining area, perfect for those Italian feasts. There are also mountain bikes available here, so you can explore the picturesque countryside, while kids will love the outdoor play area. 

Tuscan Wedge

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, kitchenette and en-suite bedroom (ideal for those who like their privacy), so there’s plenty of space for the group to spread out. Not only are there luxury additions like a sauna, pizza oven and swimming pool, but your host also provides a complimentary wine experience and dinner on your first night to make your time here that extra bit special.

Treasure in Tuscany

You could never tire of the rolling hill vistas seen from the private terrace of this pet-friendly Chianti apartment. Set in a handsome farmhouse dating to the 15th century, the home has been reimagined into five independent apartments with a shared swimming pool surrounded by hectares of olive groves at its heart. Inside, while the traditional interiors are charming, the living space with one sofa may feel tight if four of you are sharing. But with a private sun-kissed veranda and Jacuzzi (for an additional fee) outside, we don’t think you’ll mind. Location-wise, take your pick from medieval walled towns or wander-worthy Siena – it’s all just a short journey away.

Olive Green

Cafetiere

What could be more idyllic than waking up in a plush bed under the wooden beams of an ancient Tuscan home, only to step outside and be greeted by the sun-kissed hills of the countryside sprawling before you as far as the eye can see? This is exactly what awaits you at this magnificent villa lost in the stunning heart of Tuscany. 

Arrive to be wowed by its stone exterior and lush gardens which surround it. And then of course there are the views – whether you’re enjoying a sunset supper on the terrace in the company of your loved ones or lounging comfortably by the pool, the breathtaking vistas are all around you. 

The inside will greet you with a warm and welcoming ambience – while this home has been recently renovated to feature all the modern comforts it also retains all of its original features, such as the wood beams on the ceiling and the stone walls, along with buckets of rustic charm. There’s also plenty of room to kick off your shoes and relax on the sofas and enjoy evenings of wine and movies with your friends and family. The large country-style kitchen will inspire you to create delicious feasts which you can share with the entire party either at the grand indoor dining table or outside on the terrace. 

Nighttime brings about the promise of blissful sleep, courtesy of the comfy bedrooms – awake refreshed and enjoy a cup of freshly brewed Italian coffee outside. You can easily pass entire days without ever leaving this country oasis, but in case you feel like exploring there is plenty to see in these parts. From scenic walks to visiting the nearby village of Civitella val di Chiana, one of the best-kept Longobardic fortresses. For a memorable day trip, why not take the one-hour drive over to the beautiful city of Siena. 

Forever Views

Nestled on the edge of the Chianti region, this charming barn conversion has serenity running through its core. We love the interiors – warm, homely, and showcasing the home’s roots, while the outdoor space will be a hit with all. Sun worshipers will adore the sun-drenched terraces, while the shaded terrace invites alfresco meals and evening aperitifs. Feeling the heat? Don’t worry, the private pool has you covered. And when you’re ready to explore, take a drive to Radda. Only fifteen kilometres away, it’s well worth a visit. 

The Chianti Barn

Shared Washing Machine

With stunning views of the valley, this ground-floor apartment in this countryside resort has its own outdoor dining area where you may spot passing deer and other animals. There’s a shared swimming pool, a short stroll away too (though there are numerous wooden steps down to it). Inside this home, the décor is quite traditional and simple, but with so much on offer in the area, will you actually spend much time indoors? The resort boasts 10 kilometres of marked trails for hiking through the woods and vineyards of Fietri, while the pretty towns of Castelnuovo Beredenga and Gaiole are both 15km away via winding roads. 

The Chianti Garden

This Tuscan villa is perfect for those seeking a tranquil country retreat – set amidst the rolling green hills of the Arezzo province, the place offers lovely views and plenty of privacy. The outdoors boasts a large swimming pool and a hot tub, as well as a lush garden and an alfresco dining area. The interior is all about that rustic charm – while some of the furnishings and the overall style may be a bit old-fashioned, we love the authentic character of this home. Bear in mind that a car is necessary here in order to explore the area and reach the shops and restaurants in the town of Gaiole. 

The Chapel of Tuscany

This is an excellent base from which to explore Tuscany and Chianti. The stone villa is a classic example of Tuscan style, which has been renovated into a comfortable home – it has everything you might need and is still full of authentic charm. 

You’ll wake up under an authentic wood-beamed ceiling in one of the elegant bedrooms. Making your way downstairs, past antique paintings and a grandfather clock, you’ll enter the dining and living space. As in any Italian home, this is the heart – you’ll likely spend hours sitting around the dining table.

Outside, the covered veranda is the perfect place to sip coffee – or vino in the afternoon. The pool is a short stroll away, surrounded by lush lawns and trees. It’s a dreamy place to be whether you’re swimming laps, soaking up the sun by the water, or reading a book in the Jacuzzi. 

The villa is a twenty-nine-minute drive from Siena, which is a great city for day trips. Discover the history of the Palio, enjoy a spot of shopping, and treat yourselves to a decadent lunch in a piazza. 


Sipping Chianti

This beautiful home is tucked away in a hamlet on the eastern edge of Chianti. You can look forward to superb views of the vineyards and countryside that surround the home – this is a peaceful setting. In addition to a private pool, this home boasts several terraces for you to enjoy the weather from. There are plenty of cosy areas for chilling out too. There’s even a compact sauna and a covered Jacuzzi, as well as a spa area. This is a traditional Tuscan country home, so the decor isn’t modern or sleek – it has heaps of charm though. 

The Flowering Rose

You’ll find this lavish Tuscan villa at the end of a tree-lined drive, where cypresses stand sentinel against the rolling landscape. A swimming pool set in the perfectly manicured lawn provides a cooling reprise from the Tuscan sun, and there are plenty of loungers to while away the days. Dining outdoors can be taken on the gravel patio, beneath huge parasols, or perhaps amidst the rusticana of the loggia with its built-in wood oven. The terrace, overlooking the fields below, is the perfect spot for a sundowner.

Terracotta and flagstone floors inside retain that old Tuscan feel, alongside frescoed walls and ceilings. Living areas with plush sofas are connected by brick archways and rooms illuminated by candelabra and Moroccan lamps. Marble statues, shelves teeming with books and rich oil paintings all add that luxurious feel. The main kitchen, in chrome and steel, looks like it belongs to a fine-dining restaurant and each of the three apartments on each of the villa’s floors has its own kitchenette. Bedrooms are fit for a fairytale with swathes of silk for headboards and exposed stone walls. 

When it comes to exploring the area, you can reach the medieval city of Arezzo in just twenty minutes by car or stick around to enjoy farm-to-table restaurants and local pizzerias in the walkable Castiglion Fibocchi.

Cypress & Stone

Nestled among the lush greenery of an expansive 1,000-acre private estate, this beautifully restored stone villa is ideally located to allow you to enjoy the ultimate holiday with your family or a group of close friends. Picture yourself serenely floating in the infinity pool while taking in the view of the rolling Tuscan hills below. Imagine sipping a medium-bodied Chianti and tucking into fresh pasta on the sun-drenched terrace while waiting for the Instagram-worthy sunset. There are a couple of barbecues, so you can always indulge in plenty of Florentine steaks if you get weary of pizza and pasta (is that even possible?). When you've had your fill of sumptuous Italian fare, play your favourite tunes on the Bose sound system and chill out with some board games by the fireplace. If you feel like you might have over-indulged, fear not. You can keep up your workout regime by sweating it out in the fitness room or hiking through the surrounding countryside. The medieval village of San Gusmè is a mere five-minute drive away, while Siena is a 30-minute trip from your villa, in case you want to do some shopping or sightseeing. Your host provides a complimentary concierge service, too, so that all your holiday whims will be taken care of. Before long, you'll feel like a local.

Chianti Kisses

Fenced Pool

Part of a 13th-century estate-turned-resort, this apartment makes the most of its scenic location in Chianti. Alongside a private terrace, you'll have access to a communal hilltop swimming pool, shared laundry room, and walking trails through the nearby vineyards. The design is definitely traditional, but we're fond of the rustic character – in fact, anything more contemporary would feel out of place in this storybook setting. Speaking of location, pack comfortable shoes. Not only is the apartment set over two levels, but the hilly environment means you'll do lots of climbing. A car is also a must since villages like Gaiole, Radda, and Castelnuovo Beredenga are within driving distance.

Vino on the Terrace

Surrounded by scenery straight out of an oil painting, it comes as no surprise that the variety of landscape in the Valdarno area is believed to have been portrayed by the great da Vinci himself. The so-called balze that characterise the region and numerous artworks, rural structures, and Romanesque churches provide the perfect backdrop to this stunning, Tuscan palace. By no means out of place amongst such grandeur and history, an aristocratic elegance floods this home. From its turreted bedrooms, wooden beam ceilings, and formal dining room, to its private drive and panoramic veranda that looks out onto twenty-hectares of land and bordering vineyards. Large groups and families will have no struggle for space here, with a main house and two annexes to spread out over. A games veranda also sports its own gym area with treadmill and stepper, whilst multiple porches and shaded lounge areas offer endless spots for relaxation and retreat. A short distance from the home lies a number of trails to explore, either by foot or mountain bike, which your host supplies. Dotted with sites of Roman and Etruscan heritage and a wealth of flora and fauna, there is beauty to behold as far as the eye can see. 

Villa da Vinci

Just a short walk from Loro Ciuffenna, this ground-floor apartment has views across the valley. The owner and their family live on the first floor and may occasionally nip down to use the pool. Otherwise, the covered terrace and garden are yours to enjoy. The design inside is minimal and uncluttered. Some of the en-suite bathrooms are a squeeze, but we love that each bedroom opens onto the garden. Loro Ciuffenna has a nice collection of cafes, restaurants and shops, but for adventures further afield, hop in the car and explore Chianti. Arezzo, Gaiole, and Radda are less than an hour's drive.

Michelangelo's Rose

In the countryside between Arezzo and Florence, this stone villa is Italian rusticana at its finest. It’s surrounded by towering cypress trees, rolling hills and vineyards, yet it’s just a half-hour drive into the heart of Arezzo, or five minutes into pretty San Giustino for shops and restaurants. The gardens are sublime. Wandering the stepped terraces you’ll find an L-shaped turquoise pool lined with loungers, a wrap-around covered veranda with a wooden, rustic dining table, and loads of shaded seating spots to catch up on reading. Inside, it’s country meets grandeur with sparkling chandeliers against the wood-beamed ceilings and a wood-burner at the heart of the living room. Bedrooms are luxurious and the master has a seating area separated by swathes of velvet curtains, while the stone steps down to the second bedroom are lit by candlelight. Buona notte.

Rustic Grand

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