Arcidosso

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Entertainment

Hair Dryer

Bathroom

Dishwasher

Microwave

Pod Coffee Machine

Kitchen

Oven

Kitchen Utensils

Fridge

Freezer

Kitchen & Dining

Washing Machine

Dryer

Bedroom & Laundry

Private Pool

Swimming Pool

Wellness & Fitness

Wi-fi

Internet & Office

Fireplace

Heating & Cooling

Private Parking

Free Parking

Parking & Access

Barbeque

Patio / Terrace

Balcony / Patio

Outdoor

Mosquito Net

Nice to haves

Pets Allowed

Pets

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

Satellite / Cable TV

Sound System

High Chair

Stove

Toaster

Coffee Maker

Cooking Essentials

Kettle

Iron

Ironing Board

Cot / Crib

Drying Rack

Hangers

Outdoor Pool

Laptop Friendly Workspace

Air Conditioning

Central Heating

Parking Available

Free Parking On Premises

Self Check-in / Check-out

Private Entrance

Balcony

Garden

Outdoor Seating

With its rich peach-coloured frontage, stone walls, and terracotta tiled roof, from the outside, this home looks like a traditionally Tuscan place to stay. But you only need to head down to the elegant pool to realise it has all the modern comforts you’d want, with stylish sun loungers and day beds, outdoor sofas and chic hammocks to swing in. That’s not to say it doesn’t also have Tuscan charm, as you’ll find this aplenty when sitting under the pergola enjoying an alfresco meal. And inside, you’ll discover exposed wooden beams, a brick fireplace and enchanting archways. Cooking at home is a delight thanks to the outdoor kitchen, complete with hobs and a barbecue grill. You’ll also be able to explore 2,500 square metres of planted gardens, terraces and olive trees. At night, as the lights of the pool illuminate, relax on the terrace with a glass of local wine. 

Bria

Hot Tub

Fenced Property

Enjoy the beautiful views of the valley, countryside, and forest from this renovated home's balcony or relax in the small, terraced garden area. This place has a hot tub too in the stone-built cellar, accessed from steep stairs in the living room (there's a bathroom down here too). If you're looking to cook elaborate meals, we should mention that this home just has a kitchenette. Still, there's a bakery 200 metres and a restaurant and bar 50 metres away, as well as a grocery shop 500 metres from this home in Seggiano. Further afield, the pretty town of Montalcino is 23 kilometres away.

Blue Umber

Smart TV

Toiletries

Blender

Espresso Machine

Juicer

Child Friendly

Other

Perched on hillside where the Tuscan Maremma meets Mount Amiata, this home is a peaceful countryside retreat with sweeping views of the Val d’Orcia. This beautifully restored stone farmhouse offers rustic Italian charm with its wooden beams, terracotta floors, and elegant furnishings. We love the open-plan kitchen that opens onto a shaded porch – it’s perfect for alfresco breakfasts and slow siestas in the sun. The terraced garden features a saltwater infinity pool with panoramic views. Just minutes from the medieval village of Arcidosso and close to thermal spas, vineyards, and nature reserves, this is Tuscany at its finest.

 The Hill of Lights

Ping Pong Table

Outdoor Fireplace / Firepit

Located just a ten-minute drive from the town of Castel del Piano in Tuscany, this renovated farmhouse villa is full of historic charm. Boasting many of its original early twentieth-century features, including beamed ceilings, terracotta floors and travertine tile showers, its rooms nod to an Italy of the past while elevating rustic traditionalism in comfortable style. Head outside to the garden where cypress and olive trees create a natural frame around the panoramic countryside vistas, then spend the day taking dips in the pool, playing some ping pong and idling the sunny hours away in the hammock. Gather together for cocktails in the garden while you watch the sun set over the hills, then fire up the brickwork barbecue for an al fresco dinner. Gather on the master bedroom’s private terrace for a starlit nightcap, then tuck yourself in bed for a serene night’s sleep in your peaceful country surroundings. 

Il Mugnaio

Bathtub

Shared Pool

Safe

This home is part of a development of independently-owned cottages in the countryside that borders the Pescinello natural park. It’s a tranquil place to stay, ideal for those seeking an Italian stay that’s off the beaten track. The views are breath-taking, and each home – built from traditional Tuscan stone – has its own furnished outside space. Here, you can cook on the stone barbecue and dine alfresco. There’s also a communal outdoor pool. You’ll need a car to explore – we recommend driving 20 kilometres to Saturnia’s hot springs. 

Valley View Villa

DVD Player

Library of Books

DVD Library

Desk / Workplace

Ceiling Fans

Tucked away in the Tuscan countryside just outside Castel del Piano, this rural villa is perfectly placed for exploring. This region is known for natural hot springs and idyllic spa towns like Saturnia and Montalcino – both a forty-minute drive away – where you can soak your troubles away in thermal pools. Fancy sightseeing? Grosetto and Siena are about an hour away by car, as is Italy's west coast if you're in the mood for sand and sun.

Back at home, it's easy to fall in love with the slow lifestyle this villa promises – imagine endless days splashing in the pool, afternoons lounging in the hammock, and evenings dining alfresco as the stars pop out overhead. Inside, this home is brimming with cosy Tuscan character, from the vaulted timber ceilings and exposed stone walls down to the terracotta tile flooring. There's even a study upstairs for all your work-from-home needs, as well as a wood oven and a built-in barbecue outside when you're hungry for a homecooked meal. 

Shadow Blooms

Home Cinema Setup

Games Room

Pool / Snooker Table

Sauna

Outdoor Shower

Located halfway between Tuscany's Natural and Cultural Park and the Tyrrhenian coast, this woodlands home is the perfect rural retreat for large groups of friends or extended families. Thanks to its elevated position overlooking the valley of beech and oak trees, there are gorgeous views for alfresco lunches on the terrace and early-evening sundowners by the pool. With nothing but falling chestnuts, scurrying squirrels and roe deer to disturb you, this one will take you right back to nature's simpler pleasures. 

Stone walls and wooden shutters are parr for the course these days, but the grand fireplace, antique chandeliers and beamed ceilings really caught our eye. A multipurpose room with a home theatre, pool table and sauna makes for the ultimate rest and relaxation spot. Cook up a storm in the charming country-style kitchen, before tucking into a wood-fired pizza out on the covered terrace. Float about in the glistening south-west facing pool, as you gaze at the dramatic Monte Labbro backdrop in the distance. 

Drive back up the winding hilltop roads to discover the medieval Borghi of Montalcino, known for its delicious local wine and vineyards, or head to Saturnia for its thermal waters – there's a host of achingly beautiful Tuscan hamlets and villages just a short drive away, while authentic eateries, restaurants and bars are less than 600m away from home. 

Healing Chestnuts

You can relax on this semi-detached villa’s private terrace overlooking the shared pool – there’s also a furnished loggia for when you want some shade. Inside, the interiors are classically Tuscan, with terracotta floors and wooden beams. Both bedrooms have views over the communal grounds and countryside. When you feel like exploring, there are plenty of hills and forests to go hiking in, or visit charming towns and villages such as Roccalbegna, 6 kilometres away. Alternatively, you can head to the spa town of Saturnia with its Etruscan ruins, hot springs and a piazza lined with restaurants.

Wild Tuscany

Desk

Sun Loungers / Beach Chairs

This villa in the hills of southern Tuscany is an art-lover’s dream – an inspired collaboration between a hotelier, architect, and property developer, and decorated with original works by Gil Goren. You can admire the views from floor-to-ceiling windows, squeeze in a workout in the gym, and cool off by the infinity pool. The local region is full of trails, streams and local villages to explore, along with the hillside town of Montalcino and the Castello Banfi Wine Resort. After a day of Tuscan adventures, pour yourself a glass of local wine on the terrace and watch the sun go down.

Pretty Vista

Immerse yourself in the heart of Tuscany with this charming villa, nestled along the historic Via Francigena. Beautifully restored, this home seamlessly blends traditional Tuscan features with modern comforts. And, thanks to its interconnecting apartments and plethora of outdoor space, it’s ideal for extended families or groups of friends, offering ample room for everyone. Dive into the refreshing pool, overlooking the Val d'Orcia hills, and savour delicious meals under the shaded pergola. If you can tear yourself away, an eighteen-minute drive takes you to San Quirico d'Orcia, where a selection of Italian eateries awaits. 

Tuscan Ornate

Board Games

Bathrobes

Changing Table

Heated Towel Rail

Rain Shower

Cafetiere

Black-Out Blinds

Cleaning Products

Extra Pillows and Blankets

Laundry Supplies

Luxury Bedding

Heated Pool

Sauna / Steam Room

Steam Room

Temperature Control

Underfloor Heating

Free Parking On Street

Valet Parking

Step-Free Access

Beach Essentials

Courtyard

Fenced Pool

Hammock

Herb Garden

Rooftop Terrace

Sun Umbrellas

Resort Access

Umbrellas

Carbon Monoxide Detector

Fire Extinguisher

First Aid Kit

Smoke Detector

This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside. A country road leads to the UNESCO hamlet of Castiglione d'Orcia. The garden is home to a rustic outdoor cooking station, a large, shaded table, and a full outdoor lounge. There’s a touch of modernity to the private, heated pool and you’ll find a sauna hidden amid the trees. The main villa is split across two levels and is a vision of old-world Italy and there is a separate annexe with further bedrooms, a second full kitchen and an open-plan living room. 

Rusticana Retreat

Luxury Toiletries

Single-Level Home

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 / Pool Towels

Slow down and savour life’s simple pleasures with a stay in this traditional cottage. Set within a private estate, the house comes with character, comfort and plenty of space to stretch out and socialise. There’s also a private terrace for alfresco dining and a communal swimming pool for refreshing dips. It’s also a great base for exploring Tuscany’s charming hilltop towns and villages. From here, it’s just a short drive to Roccalbegna, while the spa town of Saturnia is also within easy driving distance. 


Love's Dream

Fall in love with the timeless charm of Tuscany from this home perched on the hills of Val D’Orcia. Outside, days can be spent by the saltwater pool and lounging under ancient oak trees. Upon arrival, you will be gifted with four bottles of wine from the estate – setting the tone for an unforgettable Italian stay. Housekeeping is available for an additional fee along with a range of extra services – including private chefs and local tours. It’s worth noting there is an unpaved track leading to the entrance of this home, but you will find it’s just a twenty-minute drive to Castiglione D’Orcia, while Montalcino is just a little further afield. 

Valley of Heaven

In the heart of the Val d'Orcia, this villa offers sweeping views as far as the eye can see. Montepulciano, San Quirico d'Orcia, and Seina further afield are all within driving distance – and all make great options for days out and about in the countryside. But even better than the location is the garden waiting for you back home. There's an ivy-covered pergola ideal for alfresco dining, a private pool overlooking the vineyards, and swings to keep little ones entertained. Inside, modern comforts blend with traditional character. Every bedroom has an en-suite bathroom, making this ideal for families or friends.

Sunflower Sunset

Shared Washing Machine

Parking On Premises

Surrounded by nature and with views stretching as far as the sea on a clear day, it’s no surprise this home caught our eye. With its unique layout, the villa is based on the ground floor, with a separate terrace area on the first floor – just the spot to soak in the hot tub or enjoy an alfresco meal. If you’d rather cool off in the heat of the day, the communal pools will be right up your street. Keen to explore? Roccalbegna is around a sixteen-minute drive away, or you can head further south to Saturnia for an invigorating day out where a visit to the hot springs is a must. 

The Tuscan Breeze

Jacuzzi

With views as far as the Mediterranean coast on a clear day, it’s not hard to see why this traditional, semi-detached villa made it into our collection. We love the invitation to outdoor living here – after all, how can you resist sunny alfresco meals on the private terrace, or soaking up the sun from in or beside the communal pool? Locally, you’ll find villages with restaurants and shops, while the nearest town, Roccalbegna, is nine kilometres away. After a visit, make sure you pop by Saturnia, too, for the thermal springs and Etruscan ruins. 

Tuscan Twilight

You’ll find this semi-detached villa tucked away in the Tuscan countryside, making it an ideal base for some rest and relaxation. Perfect for a family or group of friends, there are private and communal outdoor spaces to enjoy here, the latter boasting three swimming pools and a Jacuzzi. Still, if you can tear yourself away from a spot of lounging, we recommend a drive to Saturnia. A visit to the hot springs is a must, followed by a trip to the piazza, lined with restaurants – one of which reportedly serves the best ravioli you can find. 

Tuscany Heart

Tailor-made for two, this ground-floor villa boasts modern touches throughout, along with an indoor Jacuzzi to unwind in after a busy day exploring the local area. Keen for a morning swim? After breakfast on the private terrace, head to the communal pool area for a refreshing dip to start the day. Locally, within three kilometres, there’s a selection of villages with Tuscan eateries and small grocery shops. If you’re looking for a little more, it’s a sixteen-minute drive to Roccalbegna – packed with a lot more amenities, it's definitely worth a visit. 

Maremma Dreaming

Amazon Prime

Netflix

Streaming Services

Throws

This charming apartment is in the old town of Colle di Val d'Elsa, a typically medieval region of Tuscany famous for crystal glass production. It’s a ten-minute stroll into the centre where you’ll find restaurants, cafés and archaeological museums beyond the ancient town walls. Further afield, the city of Siena is a half-hour drive away, ideal for a day trip.

The apartment itself is housed in a striking 16th-century building just outside the bridge that leads to il Castello. Wood beams on display hark back to the building’s roots, but the decor is decidedly modern. Vibrant modern art is displayed above the plush, L-shaped sofa and the kitchen is a sleek space of white cabinets. The best bit is the view from French-style windows, which shows off golden fields and hills, even though you’re a short walk from the town centre.

Beyond the Bridge

This charming villa is located in the heart of the Tuscan countryside, just a short drive from the historic town of Grosseto. Sure, its traditional interiors may not be everyone’s cup of tea, but you’ll find everything needed for a relaxing stay here and the outdoor space will tick all your holiday boxes. The private terrace is just the ticket for alfresco meals and the perfect place to soak up the valley views. And when the heat gets too much, take your pick of three on-site shared pools to cool off in the Tuscan sun. 

The Tuscan Sunset

Bicycles

Outdoor Bathtub

Security Cameras

​​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

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

Set within a resort, this home is all about making the most of the Mediterranean climate. Sure, within this first-floor villa, you’ll find a modern, comfortable home. But, step outdoors onto the private terrace, and the views will have relaxation washing over you. If you’re not soaking up the vistas from the sun-kissed loungers, you can step into the shade and the warmth of the private hot tub. And with a communal pool area thrown in, the opportunities to kick back just keep coming. Location-wise, take a short drive to Roccalbegna when you fancy some authentic Italian cuisine, or drive further on to Saturnia where hot springs and Etruscan ruins await. 

Golden Tuscany

Situated on a resort with views leading down to distant Grosseto and the sea, this home is all about relaxation. Enjoy alfresco dining on the sun-drenched terrace or simply kick back and relax in the private hot tub. Need to cool off from the heat of the Tuscan sun? The communal swimming pools are just the ticket. Locally, the surrounding villages offer restaurants and small grocery shops, or you can venture a little further to the charming town of Roccalbegna, nine kilometres away and well worth a visit. 

Maremma's Secret

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

Nestled in the heart of the Tuscan countryside, this split-level villa is a true escape from it all. Sure, its traditional interiors may not suit everyone, but the outdoor space will be a hit with all. From the private terrace boasting panoramic views to the shared swimming pools – three in total – you can make the most of the Mediterranean climate here. If you need to relax further, take a thirty-kilometre drive to Saturnia’s hot springs – free to use, the thermal waters will soothe your soul. 

Sun-Kissed Soul

Nestled in the Tuscan countryside, this traditional semi-detached villa offers a tranquil escape. To make the most of the Mediterranean climate you can pick from the private garden or communal swimming pool to soak up the sun, and on a clear day, the far-reaching views even reach the coast. Locally, you’ll find a plethora of villages with restaurants and grocery shops, while the nearest large town is Roccalbegna, nine kilometres away. If you fancy driving a little further, a visit to Saturnia is a must – you’re sure to love the thermal springs there. 

Dreaming of Tuscany

Floor-to-ceiling black-framed windows and a sensitive renovation have turned this 16th-century Umbrian dovecote tower into one of the region's smartest stays. Behind the stone tower, the jagged cliffs and town of Orvieto loom, while in front, the rolling hills stretch before you. Interiors meld old with new. Flagstone floors and antique furniture sit alongside steel ceiling pipes and geometric prints. As one would expect in a tower, there are several spiralling staircases – as well as gawp-worthy views. Push open the sliding doors in the grey, country-style kitchen and step out onto the terrace. A built-in barbecue and wrought-iron table overlook the Italian countryside, while a large vegetable garden and fruit trees provide the freshest ingredients. Continue down to find 1.5 hectares of garden with Etruscan origin and the swimming pool, which was once an agricultural fountain. Forget about any form of work, now all you have to worry about is which spot to pick around the water, with the rush of the nearby brook providing background music.

On A Wing & Prayer

Tucked away in the Tuscan countryside, this villa is just the spot to switch off and relax. We love the seamless blend of traditional and modern and the opportunity to find space for socialising or solitude. The outdoor space is sure to be a firm favourite – with a private pool, sun-kissed terraces, ample opportunity for alfresco dining and far-reaching views, it’s not hard to see why this home caught our eye. When you’re ready to explore, the local village of San Sano has a restaurant and small grocery store, or you can hop in the car for a trip to Siena. 

Terracotta & Vine

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

This charming apartment is nestled in the picture-perfect village of Suvereto. Cute and cosy, it's ideal for couples looking for a romantic getaway, or a solo traveller who wants a tranquil base when exploring the wonders of Tuscany.

Step inside, and you'll find a gorgeous space that reflects its rustic location perfectly. There are plenty of traditional touches, from the exposed brick and wooden ceiling beams, to the distressed wood dining table. Pick up some local ingredients, and practice your Italian-style cooking in the kitchen – it's a homely space where you can whip up the perfect risotto. When you've finished eating and sipping some Pinot Grigio, you can get comfortable in the peaceful bedroom, for a restful night's sleep. 

Although petite, Suvereto is packed with cultural delights. Wander through the labyrinth of passageways dating back to the medieval era, and stop off in the family-run restaurants for delicious pasta and pizza. Don't miss the Aldobrandesca Fortress and the beautiful Romanesque church, both just a few minutes away from your front door. A twenty-minute drive will bring you to the Etruscan Coast, with its hidden coves and pinewood forests – so, whether you want to lie on a beach or take an invigorating hike through the woods, you'll be very happy here. 

Cracked Black Pepper

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

Set within a peaceful estate, this apartment welcomes you to a refreshing Tuscan escape. There are beautiful views from the communal swimming pool and there’s a private terrace for drinks and alfresco dining. You’ll also have a private Jacuzzi for blissful sunset soaks. And when it comes to explorations further afield, days here can be spent discovering picturesque villages, spa towns, vineyards and delicious local produce. There’s also a well-stocked grocery store on the estate which is run by the owners. 


Beautiful Sun

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