San Leo

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Satellite / Cable TV

Home Cinema Setup

Ping Pong Table

Projector

Entertainment

Hair Dryer

Toiletries

Bathroom

Blender

Cooking Essentials

Dishwasher

Espresso Machine

Freezer

Fridge

High Chair

Kettle

Kitchen

Kitchen Utensils

Microwave

Oven

Pod Coffee Machine

Stove

Toaster

Wine Cellar

Kitchen & Dining

Private Washing Machine

Private Dryer

Black-Out Blinds

Cot / Crib

Dryer

Drying Rack

Hangers

Iron

Ironing Board

Washing Machine

Bedroom & Laundry

Outdoor Pool

Private Pool

Jacuzzi

Swimming Pool

Wellness & Fitness

Laptop Friendly Workspace

Wi-fi

Internet & Office

Central Heating

Fireplace

Temperature Control

Underfloor Heating

Heating & Cooling

Free Parking On Premises

Parking Available

Private Entrance

Parking & Access

Barbeque

Beach / Pool Towels

Garden

Outdoor Kitchen

Outdoor Seating

Outdoor Shower

Sun Loungers / Beach Chairs

Sun Umbrellas

Outdoor

Mosquito Net

Nice to haves

Pets Allowed

Pets

Carbon Monoxide Detector

Fire Extinguisher

First Aid Kit

Smoke Detector

Other

This showstopper of a home is a great choice for a group getaway. Standing on a hill with panoramic views across the Marecchia Valley and the Rocca di San Leo, you’ll really feel like you’ve got away from it all here. With a private pool, two hot tubs, and a cinema, there’s plenty to keep you entertained. And the former winery offers the perfect place for a communal meal or social event. With all that on offer, there’s really no need to leave, but if you do feel like venturing out, you’re just a ten-minute drive from the beautiful, medieval village of San Leo.

Montefeltro Oasis

Sound System

Coffee Maker

Patio / Terrace

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

Bathtub

Air Conditioning

Balcony / Patio

Courtyard

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

Rain Shower

Cafetiere

Private Parking

Child Friendly

Safe

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request. Keen cooks will love the modern chef's kitchen for preparing alfresco suppers – though if you feel like dining out, the nearby village of Volpaia and the market town of Radda are both just a short drive away. You will need to hire a car to get around here, and the drive will often be hilly and uneven. 

The Olive Tint

DVD Player

Sauna

Heated Pool

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

Extra Pillows and Blankets

Desk / Workplace

Self Check-in / Check-out

Balcony

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

Smart TV

This beautiful home can be found in Reggello, close to Florence and only 4 kilometres from some of the best shopping in Tuscany. It’s a modern home-from-home, cool and comfortable, with a delightful outside space. A private pool sits in a vibrant garden filled with flowers and aromatic plants, where there’s a barbecue for alfresco dining, and an air-conditioned gym. Sliding doors connect the relaxing garden with the stylish villa, with its open-plan living and dining space. You won’t want to leave. 

Giardino Joy

Desk

Workplace

Fenced Property

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

Library of Books

Board Games

Games Room

Shared Washing Machine

Shared Dryer

Free Parking

In and of itself, this stone and brick villa is rather dreamy. The timber roof trusses and tiled floor bring an easy rustic charm, and the furnishings are unshowy. Large glass doors can be opened on warm afternoons — plenty of those in Tuscany — to let a cooling breeze circulate through the interior. They also look out to a lovely view of the Pratomagno mountains. However, the home is part of a compound with some excellent communal amenities. Pass through the lemon grove, for instance, and you'll come across a large infinity pool with a covered pavilion at the side for alfresco lunches. Elsewhere, there's a well-stocked library and a theatre space where musical and artistic events often take place. Guests can embark upon a stroll in the surrounding private park, where you'll find olive trees, traditional stone walls and waterfalls on the Resco River. You might find there's very little need to leave the address, but the local town of Pian di Scò takes just over twenty minutes to reach on foot if you fancy a change of scenery.

Nearest & Dearest

EV Charger

Surrounded by olive groves, vineyards, and rolling hills, this hay barn conversion offers a tranquil escape. Step outside to the garden, where you'll find a private pool with panoramic vistas. Forming part of a farmstead, this two-storey home has plenty of Tuscan character and there’s a luxurious bathroom complete with a sauna and spa shower. Here, you can immerse yourself in the serenity of the Tuscan countryside while enjoying easy access to nearby towns such as Reggello, 2 kilometres away.

A Home's Embrace      

Bathrobes

Parking On Street

Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding. The interiors have preserved the grace of earlier ages while adding the essential modern cons and amenities.  Exposed wood beam ceilings, tiled floors covered with vibrant carpets, and gorgeous vintage furniture make you feel at home, yet so far away from the current era. The master bedroom comes with a four-poster bed, and overall, all sleeping quarters exude a pampering feel accentuated by the gorgeous period furniture. We love the huge dining room, the walls of which are lined with well-stocked bookshelves. After a hearty meal, grab a book, amble outside to the sundeck and lose yourself in another world. When the warmth overwhelms you, take a cooling dip in the massive pool. In the evening you can savour wine and antipasti on the veranda or under the vine-wrapped pergola. If you get the itch to explore, a thirty-minute drive will take you to Siena where you can enjoy dining, shopping and sightseeing. 

The Vine Song

Free Parking On Street

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

Playground

Pool / Snooker Table

Baby Bath

Changing Table

Cleaning Products

Hot Tub

Bicycles

Ceiling Fans

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

Located on an estate on the Santa Croce hill, this villa promises a serene stay for a family or group of friends. We love the contemporary interiors, and with each bedroom boasting its own en-suite, there will be no queue to get ready in the mornings. Outdoors, you can immerse yourself in nature while you swim in the private pool, sunbathe on the terrace or simply soak up the far-reaching views. Keen to explore the region? You’ll find a golf course nearby, or you can take a scenic drive to Perugia – full of history and cobbled alleyways, it’s well worth a visit. 

Hilltop Bliss

Heated Towel Rail

Traditional and romantic, this charming Tuscan home is in wine country, and we can practically smell the freshly uncorked Chianti from here. Beautiful to look at, both inside and out, and surrounded by lovely gardens, this is the kind of place where everything can just slow right down. Stroll to the pool for a morning swim, laze in the hammock in the shade of the trees, and casually put together delightful meals using the finest local ingredients. Inside, there are tiled floors, shuttered windows and exposed timbers, making for a rustic feel. There's a country kitchen for dining inside, but we're guessing you'll make the most of the covered terrace and eat alfresco each and every day. There’s nothing better than a wine tasting experience in these parts, so we recommend you sample the product at the Castello di Albola winery, just a ten-minute drive away. And if you're tempted to head off for a cultural day out, the stunning Renaissance city of Siena is just fifty minutes away. 

Vino Classico

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

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

DVD Library

Exercise Equipment

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

Strolling through the two acres of land surrounding this complex of three 18th-century villas, it’s easy to see why this place has hosted many a rustic Italian wedding. A private chapel, terraces and patios galore for pre-reception drinks, and a vaulted dining hall as long as a tunnel that can be draped with fairy lights to host a lavish affair. Even if no one’s tying the knot, a large group can spread out by the poolside, in a medley of grand and modern lounges, or simply wander between the fruit trees and forestry of the grounds. Location-wise, you’re in the heart of Italy’s Le Marche region, famed for medieval hilltop towns and stretch of sandy beaches along the Adriatic. 

Rossini's Opera

Safety Gates

This 400-year-old luxury farmhouse sits in the Chianti hills between Florence and Siena. Up on a hilltop, the view over the forest-clad countryside is simply sublime, from secluded seating nooks around the garden and from the 12-person dining table on the patio. Alfresco dining is a cinch thanks to a wood-fired pizza oven and barbecue area. An infinity pool invites you for a cooling dip and there’s a dedicated games room inside for evenings at the pool table. The group can spread out between two sitting rooms inside where the traditional farmhouse aesthetic blends with modern features. Wine-tasting sessions are on offer in the private wine cellar, arranged through your host.

Chianti Breeze

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 

Shared Pool

It may be less than a thirty-minute drive from the spectacular Renaissance city of Florence, but this home feels like another world. Located up in the hills, you'll discover a spectacular villa – complete with a clock tower – just outside the small village of Cellai, where time seems to stand still. 

Pad across terracotta-tiled floors, with wood beam ceilings above, and discover rooms filled with character and charm, where period features and modern touches sit effortlessly alongside one another. Nowhere is this better displayed than in the contemporary kitchen and adjoining dining room with its antique stove. Each of the four bedrooms blends rustic charm with supreme comfort, while the bathrooms are fitted out with beautiful tiles and gleaming marble for a touch of luxury.

Step outside and you'll discover a lush landscape of terraced gardens, an inviting pool and breathtaking views over the Tuscan terrain. Your hosts recommend making the trip to Forno La Chiocciola, where you can stock up on Florentine speciality flatbread, schiaccata, each morning. Afterwards, place yourself poolside and settle in for a day of sunbathing, interrupted only by refreshing dips in the water and trips to the kitchen to get some more of that delicious bread. 

The Breadbasket

This luxurious villa is the perfect setting for a relaxing holiday in Tuscany. The home is set in a large park filled with plants and flowers, with a beautiful infinity pool at its centre. There’s a vegetable garden that you can choose produce from for your meals, perhaps prepared on the barbecue or in the wood-burning oven. When you want to take your vacation relaxation to the next level, head to the wellness centre to soak in the Jacuzzi and unwind in the sauna. This home in the heart of the Val di Chiana is a stunning choice for large groups. 

Golden Dahlia

Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a track, past the owner's villa – but once there, it’s a sight to behold. Or relax on your terrace or balcony in the private garden. It’s the perfect spot for an Italian feast cooked on the barbecue or rustle up something in the kitchen on the first floor with its marble worktops. If you need to top up on ingredients, then Gaiole, 4 kilometres away, has a selection of shops, as well as restaurants, while the nearest village, Barbischio, 1 kilometre away, has a superb trattoria. 

The Vines of the Vineyard

High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel. With grounds that sprawl out over multiple hectares and rolling hills surrounding you, you’ll feel like royalty staying here. The dining room is prime for opulent banquets, while the arched patio and the poolside area will answer all of your relaxation needs. When the sun heats up, head down the terracotta steps for a cool swim under the Mediterranean sun. Even better, you’ll be surrounded by the lush vineyards and beautiful food of the Chianti region. What more could you want?


Chianti Classico

Flanked by Tuscany's postcard-perfect cypress trees and commanding magnificent views of the rolling hills and vineyards beyond, the setting for this farmhouse villa would be hard to beat. 

Spend lazy mornings exploring nearby Cortona, one of the oldest Etruscan towns in the region (a sixteen-minute drive). Or discover the little borghis (that's little villages to us) perched in the hillsides surrounding this home. 

When it's time to cool off from the Tuscan sun, head back home to while away an afternoon beside the pool, enclosed by vineyards and olive trees. Set within a fifteen-hectare farm estate, the owners produce an exceptional extra virgin olive oil and a mean Syrah and Sangiovese, which they'll happily invite you to sample in the wine cellar adjacent to the house. The perfect accompaniments for evening barbecues on the vast outdoor terrace, wouldn't you agree?

Group of friends or families sharing will love how spaced out this home feels, with a separate annex to sleep two – perfect for those wanting that little extra privacy. While upstairs in the main house, the cool, lofty bedrooms invite a blissful night's sleep in their comfortable beds. And you'll love waking up to those views of the Tuscan hills each morning. 

Little Borghis

Leave the gorgeous Renaissance city of Florence in your rearview mirror and head for the hills. Drive just thirty minutes or so up into the rolling Tuscan hills, and you'll come across this breathtaking villa with a soaring clock tower. Split into three units, two of which are on offer here, make your home from home in the sleepy village of Cellai where time stands still.

Step inside your apartments, and uncover an enchanting mixture of traditional Tuscan and contemporary touches that blend seamlessly together. Terracotta floors, exposed wood beam ceilings and stunning frescoes sit alongside modern additions, including a stylish farmhouse-style kitchen and monolithic fireplace. 

All eight bedrooms blend rustic charm with utmost comfort to create havens of relaxation where you can take a break from socialising and appreciate the peace and quiet of your surroundings. Throughout the spacious interiors, you'll find several seating areas where you can kick back and relax with a podcast. In addition, dining areas can comfortably accommodate the maximum number of each apartment for sociable meals with family and friends in true Italian style. Elsewhere, the bathrooms are fitted with exquisite tiles and gleaming Italian marble that adds a hint of luxury to proceedings.

Discover a lush landscape of immaculate terraced gardens, a vine-covered pergola, a tempting pool and breathtaking views over the surrounding countryside. When your hosts are in town (in the mostly vacant third unit), they've made a ritual of visiting Forno La Chiocciola, where they stock up on fresh schiaccata, a Florentine speciality, and we'd suggest you do the same. Spend your days laid out by the pool, interrupted your sunbathing sessions only for refreshing dips and trips to the kitchen to rip off a chunk of that delicious bread.

For the culture vultures, we'd suggest spending a day (at the very least) wandering the backstreets and alleyways of Florence. In our opinion, getting lost on a self-guided tour is the best way to get to know the artistic, architectural and cultural history of Tuscany.

Villa Tosca

Outdoor Fireplace / Firepit

With knockout views of Lake Trasimeno and a heated swimming pool and rooftop terrace to soak it all in, this villa is ticking all our boxes. A great option for couples or friends sharing (although children over 12 are welcome), each bedroom has a private ensuite, and there's heaps of space for socialising on the alfresco terraces. Rather not cook? Hire in a private chef (for an additional fee). Set nine kilometres from the lakeside town of Passignano sul Trasimeno, you'll need a car to get around as there's not much within walking distance. But the trade-off? Peaceful seclusion and privacy. 

Trasimeno Treasure

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

Tailor-made for two, this charming villa promises a tranquil escape in the Tuscan countryside. We love the character-packed interiors, where you’ll find everything needed to kick back and relax. But for us, the outdoor space is the real winner. Soak up the valley views, peppered with vineyards and olive groves, as you cool off in the private pool or dine alfresco under the warmth of the sun. When you’re ready to explore, you’re conveniently located between Radda and Lecchi. Personally, we’d head to Radda first to sample a bottle of its Chianti Classico. 

Sweet Tuscany

Nestled on a hillside in Chianti with far-reaching views, this ground-floor apartment is part of a small resort. While it does lack natural light in some areas due to its history as a farm building, it’s comfortable and well-equipped for a restful retreat. With two private terraces, you can soak up the Tuscan sun or enjoy some shade, while the communal pool offers the perfect place to cool off – just don’t forget to take in the view. Keen to explore? Hike the Dievole Natural Path from your doorstep, with all trails leading to a wine-tasting cellar and an open terraced restaurant.

Tuscan Delight

Overlooking the Chianti hills, this home is the ideal setting for a restorative Tuscan getaway. Spread across two floors (connected by external stairs), there are two kitchens, family-friendly rooms and plenty of space for groups to stretch out and enjoy quality time together. Outside, you’ll find the swimming pool takes centre stage, while the hot tub provides the perfect spot to sit back and admire the views. You will need a car to get around here, but it’s just a 7 kilometre drive to the nearest amenities in Radda. 

A Guide to the Hills

Sonos

Laundry Supplies

Secured Parking

Multiple Sets of Keys

Garden Games

Throws

The views at this Umbrian home are truly spectacular. The villa stands in vast private grounds just a ten-minute drive from the hilltop town of Montone, looking out over the hills and valleys of the Umbrian countryside. It’s a secluded retreat, but still within easy access to all that Umbria has to offer. The villa is rustic, with a simple and comfortable decor – expect cotto floors, beamed ceilings and exposed original stonework, plus a few antiques. The gardens have been designed to make the most of the wraparound views, so you’ll find many a terrace and quiet corner to enjoy. We love the fig tree by the pool – time your visit right and you can pick sun-warmed fruit straight from the tree for breakfast. 

Drink in the Serenity

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