Grosseto

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Library of Books

Entertainment

Hair Dryer

Toiletries

Bathroom

Coffee Maker

Dishwasher

Fridge

Kitchen

Kitchen Utensils

Microwave

Oven

Stove

Toaster

Cooking Essentials

Kettle

Kitchen & Dining

Dryer

Iron

Ironing Board

Washing Machine

Hangers

Extra Pillows and Blankets

Bedroom & Laundry

Private Pool

Swimming Pool

Wellness & Fitness

Wi-fi

Laptop Friendly Workspace

Internet & Office

Air Conditioning

Central Heating

Heating & Cooling

Parking Available

Free Parking On Premises

Private Entrance

Parking & Access

Barbeque

Garden

Patio / Terrace

Outdoor

Pets Allowed

Pets

Child Friendly

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Tucked away in the sleepy hills of the Tuscan Maremma, this rustic home offer tradition and comfort along with incredible views. From here, leisurely days can be spent by the pool or relaxing on the veranda. Inside, the rooms are family-friendly with plenty of space to stretch out across the two floors. It’s worth noting the main bedroom has low ceilings, but it still retains a wonderful sense of character. Beyond this hilltop sanctuary, it’s just a twenty-minute drive to the nearest beaches while the Maremma Regional Park is just 20 kilometres away.


The Tuscan Star

Satellite / Cable TV

Sound System

Bathtub

Freezer

High Chair

Cot / Crib

Drying Rack

Vacuum Cleaner

Free Parking

Self Check-in / Check-out

Outdoor Seating

Mosquito Net

Nice to haves

Fire Extinguisher

First Aid Kit

Safe

Smoke Detector

With stunning views across the Tuscan Maremma, this home will captivate you from the moment of arrival. There’s a peaceful garden, a private pool and a terrace for magical evening meals. Inside, the rooms are traditional, simple and well suited to families with all the essentials you could need to make it your own. And to ensure your stay is extra special, your host can help organise a range of additional services such as cooking classes and massage treatments. You will need a car to get around here, but it’s just a short drive into Grosseto, while the coast is also within easy driving distance. 


Love & Serenity  

Ping Pong Table

Outdoor Pool

Sauna

Desk

Workplace

Fireplace

Private Parking

Parking On Premises

EV Charger

Beach / Pool Towels

Fenced Property

Sun Loungers / Beach Chairs

With far-reaching views and an abundance of places to enjoy them, it’s not hard to see why this contemporary villa caught our eye. Inside is modern and sleek, perfectly proportioned for a family or group of friends and with the added bonus of a gym and sauna. But outdoors is where this home comes alive. Swim in the private pool, play ping pong, relax on the sun-drenched terrace or dine alfresco – the options are endless. If you can tear yourself away, there’s plenty to keep you occupied in the surrounding area, too. Head to historic Grosseto, the wild beaches of the coast, the vineyards around Montalcino, or the hot springs at Terme di Saturnia.

Rolling Hills of Tuscany

This eco-friendly villa, with stunning views of the Tuscan countryside, is situated close to the medieval town of Grosseto. It boasts some pretty nifty features, such as an indoor fitness area with gym equipment and a sauna. But that’s not all. Outside, there are several seating and relaxation areas, as well as a pool. Though it’s on the small side, it’s still a welcome treat during the scorching months. A short drive takes you into Grosseto, where you’ll find numerous good eateries, as well as different sights such as the cathedral and archaeological museum. 

Wild Branch

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Desk / Workplace

Free Parking On Street

Balcony

Outdoor Fireplace / Firepit

Umbrellas

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

Black-Out Blinds

Welcome Hamper

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

This Tuscan home is in a peaceful spot, surrounded by trees and meadows. We love the dining room here, which opens out onto the private garden and boasts countryside views. The garden is well set up for lazy days and alfresco dining, and if you want to explore the area on foot, there are hiking trails on the doorstep. For days out, the walled city of Grosseto is a 20-kilometre drive, and you'll find a sandy beach at Castiglione della Pescaia, 30 kilometres away.



Tuscany Elegance

Balcony / Patio

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

Luxury Toiletries

Espresso Machine

Single-Level Home

Courtyard

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

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

Children's Dinnerware

Private Dryer

Laundry Supplies

Luxury Bedding

Fenced Garden

Outdoor Kitchen

Sun Umbrellas

Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here. Inside, this traditional home has been respectfully renovated to offer a homely retreat which is ideal for families and groups of all sizes, while the outdoor space is sure to be a hit with all. A private pool, sun-drenched terraces and alfresco dining opportunities – including a wood-fired pizza oven for authentic Italian cuisine – what’s not to love? 

Chianti Sunset

Shared Pool

Tee off in Tuscany at this home on a golf resort in Grosseto. Perched on the edge of an 18-hole course, you can also take advantage of the complex's shared swimming pool, clubhouse, and restaurant. The gardens are part communal, but a private patio is tucked behind hedges and makes for a sweet spot for alfresco dining. Inside, the interiors are contemporary and cosy – there's a sleek kitchen, a small office ideal for remote working, and a fuss-free living area. Fancy a change of pace? Wander the ancient streets in nearby Massa Marittima, drive twenty minutes to Follonica's beach, or set sail to the Tuscan isles from Piombino or Punta Ala.

Tee Time in Tuscany

Baby Bath

Rain Shower

Early / Late Check-Out Available

Set on a farm in Tuscany, this house blends rustic charms with a wealth of unforgettable experiences. Designed in classic Tuscan style, the stone walls house wooden beamed ceilings and terracotta floors. You’ll have your own kitchen, as well as a private patio with an outdoor table and a barbecue, so you can enjoy languid alfresco lunches. 

The house is one of six rooms and casitas, and guests have access to a vast, crystalline pool that overlooks the rolling hills and vineyards. The farm produces its own Tuscan olive oil and honey, and there is even a top rated restaurant where you can sample some of the farm’s produce. Days can be spent riding the horses from the stable, exploring the area by E-bike, or taking a cookery class at the restaurant, where you might learn how to make fresh pasta or cantuccini. On more relaxed afternoons, treat yourself to a spa or beauty treatment – there is nothing more serene than a massage in the garden, with a gentle breeze and a soundtrack of cicadas.

You will easily fall into the laidback Italian way of life here, and will come away feeling inspired and rejuvenated.

Rustic Honey

Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. 

Housed in a historic building, you’ll find plenty of traditional features here including exposed dark wood beams and terracotta floor tiles sitting alongside inviting contemporary furnishings to create the perfect mix of old meets new. 

Make yourself at home on the living room’s sofa – a good book and a coffee in hand – or retreat to the small private balcony for a sundowner after a day of exploring. The dining table beckons sociable soirées when you’re not out sampling the local trattorias, while the two bedrooms – with their beamed ceilings and rooftop views – are a treat to come back to after a day of sightseeing, or enjoying one of the many tours and cooking classes on offer through your host. 

Outside of your home, you’ll find Piazza della Repubblica a one-minute walk away, Porta Sant'Agostino a seven-minute stroll and the ​​Diocesan Museum three minutes away on foot. 


Sunflower Beams

Outdoor Shower

Resort Access

This sun-drenched villa is perfect for a family getaway to the gorgeous region of Tuscany, with plenty of space for everyone to gather together under the sun or indoors. Cosy up in front of the TV on the comfy sofas with a lovely view of the verdant surroundings or enjoy a light bite at the circular dining table by the patio door. The outdoor barbeque provides guests with a bounty of delectable meals to enjoy in the great weather, be it lunch or dinner. Spend evenings relaxing on the patio while you play board games with the whole family as the sun sets behind the silhouettes of the trees or take a dip in the pool for a quick swim to finish off the day.

Unwinding has never been easier with the backdrop of the Tuscan landscape – you'll also find yourself surrounded by a charming olive grove that stretches over fifteen hectares. A twenty–three–minute drive takes you to the medieval village of Capalbio which has some gorgeous architecture sprinkled throughout. There's also a delightful ancient spa town called Saturnia that has some incredibly sumptuous hot springs.

Aqua Olive

This marvellous Tuscan villa is perfect for groups eager to sample the unique delights of the Chianti region. Set back from civilisation in the region's rolling hills, up to eight guests can rest comfortably across four en-suite bedrooms, or wander the expansive grounds dotted with trees and surrounded by olive groves. Inside the villa's stone walls you'll also find an abundance of regional charm, including terracotta floors, exposed beam ceilings, a pizza oven, and elegant living areas. However, arguably the jewel in its crown lies outside, in the form of a dazzling hillside infinity pool. And with the town of Gaiole in Chianti close by and the city of Florence around an hour away, local delights go far beyond wine.

The Chianti Hills

Access to Beach

Carbon Monoxide Detector

You’re 300 metres from the sea at this charming apartment in Marina di Grosseto. The neo-classic streets of this coastal town are filled with seafood restaurants, pizzerias and waterfront bars, all within walking distance from the apartment, as well as the lounger-lined soft sand of the beach. Just behind the apartment, there’s a pine forest for shaded walks. If you want to explore the local area, your host can arrange vineyard tours, horseback riding and canoeing on the Ombrone River.

The private terrace is the best spot for a cold drink in the evening, with its lounger chair and wooden dining table in the shade. Step through the French doors into the open-plan living area where painted floorboards and driftwood sculptures are a reminder of your seaside locale. We love the nautical design touches and palette of sand and forest green. The sleek, dine-in kitchen has all you need to whip up breakfast, lunch and dinner and boxes brimming with toys lets you know this place is family-friendly. There’s also a vast garden, shared with one other home, with a kids’ playpark and barbecue area. 

Seaside & Pine Forest

Hot Tub

Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space. You'll find a poolside dining area and a hot tub in the garden, plus you can enjoy fresh produce from the chicken coop and vegetable patch. Exploring Tuscany? Gaiole is two kilometres away, and Radda is eight.

Tuscan Idyll 

This beautiful eco-friendly home sits on a quiet hilltop, offering far-reaching views. From the terrace – a great spot for alfresco dining – you can admire panoramas of the valley, all the way out to Isola del Giglio. Swimming in the private pool, you’re surrounded by nature. The villa has been renovated using organic and reclaimed materials, making it highly energy-efficient. It’s a tranquil, comfortable home, ideal for a family or group of friends. Two guests will sleep on a sofa bed in the living space, so those hoping for more privacy might prefer a maximum guest count of eight. 

Dappled in Light

Smart TV

Blender

Juicer

Exercise Equipment

Built in local stone, this renovated home is packed with character features, such as chestnut wood beams and handcrafted terracotta floors, which blend with modern luxuries. There are two living rooms here and there’s an exercise room which is on the lower floor. Outside, there's a dining area, a pergola with an alfresco lounge and an infinity pool with panoramic views of the Tuscan hills. Location-wise, this home is a short drive from the thermal springs of Terme di Saturnia. The beaches of the Tyrrhenian coast, such as Giannella Beach, are also reachable in around half an hour by car.

Tuscan Valleys

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

Perched on the edge of Monte Argentario, this adults-only retreat sets the tone for blissful Italian getaway. Occupying the first floor, the apartment boasts stunning views which you can admire from the large terrace. Head inside and you’ll find the living room and bedroom come equally impressive views and all the essentials you could need to relax and unwind. And when it comes to explorations further afield, you can follow the steep steps down to the sea or the hidden beach. It’s also just a short drive along the coast to Porto Santo Stefano. 


The Sweet Heart

Just a sort drive from the beach at Follonica, this home is ideally located for a laidback coastal getaway. You’ll also have access to a communal swimming pool with beautiful views across the neighbouring 18-hole golf course. There are peaceful gardens and you’ll have a private terrace for alfresco dining and drinks. You will need a car to get around here, but it’s just a short drive to the hilltop town of Massa Marittima where you can stroll ancient streets and soak up the magic of Tuscany. 



Follow the Moment

Beach Essentials

Hammock

Outdoor Bathtub

For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of the renovation is an apartment that boasts classic Tuscan design with modern amenities and comfort – you can dine beneath wooden beams and stay cool thanks to the terracotta tiles. 

Outside, a pretty patio boasts a wood-fired pizza oven and alfresco seating. After a day spent in the sunshine, it’s delightful to sit in the shade of the trees and sip local wine while the aroma of pizza fills the air. 

This is a restful home on the outskirts of the village of Brenna, which is just five minutes away on foot. If you need to cool down, you might stroll five minutes to Stazione Balneare Merse where you can swim from the river beach. Of course, the apartment is also in a great location for exploring Tuscany, whether you fancy touring the vineyards or seeing the galleries and museums of the cities. It takes twenty minutes to drive to Siena, making it a perfect day trip. 


A Rustic Reverie 

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

With far-reaching views of the rolling Chianti hills, it’s impossible not to relax in this villa. Traditional yet modern, this home promises a true taste of Tuscany, alongside plenty of space to relax. We love the three tiered terraces, each offering something different – alfresco dining on the top terrace, bowls on the middle, and a private pool on the lower. And, being situated next to a working winery, you’re perfectly placed for a spot of wine tasting and some authentic Tuscan food – all of which can be organised by your host. 

Chianti Splendour

Cafetiere

Private Washing Machine

Jacuzzi

Standing in the historic centre of medieval Poggibonsi, this home puts the centre of Tuscany at your fingertips. A short distance from Florence and Siena, you can venture out into the region's world-famous rolling hills for wine tasting from here, making it an ideal base for lovers of good food and drink. At home, the authentic Tuscan style, complete with frescoes, wooden beams and handcrafted furniture, make for a scenic backdrop as you relax in the evenings. And while the bathtub being in a bedroom might be inconvenient, it's still a perfect spot for unwinding.

A Dream of Tuscany

Wine Cooler

Tennis Court

Buzzer / Wireless Intercom

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

Ceiling Fans

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

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

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here. Best enjoyed, we think, over a bottle of Chianti on the terrace or from the private pool. You’ll also find a lovely alfresco dining spot, though it’s a mere one-minute walk to the nearest restaurant, so eating out is sure to be on the menu. And when you’re keen to venture further afield, a trip to Siena is a must. 

Chianti Dream

DVD Player

DVD Library

Bathrobes

Ice Machine

Parking On Street

Wheelchair Access

Formerly an olive mill, this Tuscan villa combines rustic charm with modern design elements. Just outside the small hamlet of Iesa, the villa is nestled in the serene Tuscan hills, surrounded by verdant countryside. Downstairs you will find the original stone olive mill, alongside chestnut beams, exposed stone, and terracotta tiling across the house. This preserved charm is compounded by contemporary bathrooms, and a sunroom with floor to ceiling windows, where you can admire the oil painting of a view. On cooler nights, gather here with a drink in hand for a movie or to play some music. Outside there is a table which seats ten, for al fresco dinners before a spot of stargazing.  

No detail is spared here. From the food and drinks hamper waiting for you in the kitchen on arrival, laden with complimentary wine, olive oil, fruit and cooking supplies, to the range of activities available to book through your host, whether it be horse riding, a cooking class, or a cycling trip. There is no better area for lovers of nature and beauty. There are plenty of nearby hiking trails through untouched woodland, with panoramic vistas over the countryside. Hop in the car for fourteen minutes to reach Terme di Petriolo, famous natural hot springs set in a wooded valley. After a day of exploring, cool off in the enormous pool, before an aperitivo and a sunset barbecue. La dolce vita.

Emerald Hills

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