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    Found 95 Chianti properties for vacation rental

    Apartment • 12 People • 1 1 pets pool wifi
    From
    774 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 774 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Ceperano is a charming Tuscan farmhouse that has been restored to a high standard and can accommodate up to 14 guests. The property is situated in the heart of the Chianti region, surrounded by olive groves and vineyards, providing a tranquil retreat for families or groups of friends. The farmhouse features four apartments, each offering comfortable traditional furnishings, with three separate kitchens to cater for all dining preferences. Ceperano boasts several furnished terraces and a bamboo-shaded pergola with stunning views, perfect for al fresco dining. The private pool is set in a fenced lawned area, ideal for children playing nearby while adults relax on loungers. Five bedrooms offer flexible sleeping arrangements as they can be either doubles or twins, with plenty of bathrooms throughout the property. Ceperano is within walking distance of the lively town of Radda and an easy day trip from Siena, Florence and San Gimignano. B...More Details


    • Booked Available
    Apartment • 9 People • 5 4 pets pool wifi
    From
    1,079 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 1,079 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Valley


    You can arrive in style at this palatial farmhouse fringing the hilltop commune of Castellina (2.7km) - there's a private helipad should you need it. Set within easy driving distance of Siena, San Gimignano and Florence for day trips, and with the bustling restaurants of Castellina close by, it’s an excellent base to explore Tuscany. There are plenty of reasons to linger at home, too – starting with those monumental views from the wraparound loggia for alfresco dining. Kids will love you for the private pool, gently sloping lawns for a runabout and table tennis. Meanwhile, adults can factor in some downtime in the private sauna. *The approach to the house is on an unpaved, uneven lane and a high-clearance vehicle is recommended. There is ample private parking outside and a private helipad. It’s worth noting there is an electric fence in the wider grounds which prevents intrusions from wild animals. *The swimming pool is for seasonal us...More Details


    • Booked Available
    House • 12 People • 6 6 pool wifi
    From
    777 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 777 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    The Cerulean Sky


    A former clergy house, this impressive villa sits in the shadow of a beautiful church and makes for a tranquil retreat in the heart of Tuscany’s Chianti region. You’ll enjoy a private pool and a large garden here, as well as a gazebo for those alfresco suppers. The inside is filled with unique features, and while some elements of the decor may appear dated, the overall impression is that of rustic charm – especially when you factor in the working fireplace. Please note that due to the multitude of steps between the rooms, this home may be challenging for guests with reduced mobility. *A car is recommended here to make the most out of your stay. There's free private parking on the premises but please note that the driveway is unpaved. *This home is spread across two floors with no internal lift – there are also additional steps leading to some of the bedrooms. *The swimming pool is fenced and is in operation between May and September. P...More Details


    • Booked Available
    Apartment • 3 People • 2 1 pets pool wifi
    From
    207 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 207 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Cheers to Chianti


    You've got all the perks of a private home combined with the palatial shared grounds of a hamlet at this apartment complex nestled between the Chianti villages of Panzano and Castellina. The views of the rolling hills and iconic cypress trees are delightful from the estate's shared swimming pool. But if you're after more privacy, the panoramas from the apartment's private terrace are just as impressive. Besides a restaurant in the neighbouring village of Piazza, there are no local amenities to walk to. You'll need a car to explore but prepare for a hilly, uneven drive at times. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers.*This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but the semi-detached apartment has a private entrance and gard...More Details


    • Booked Available
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    Apartment • 5 People • 2 1
    From
    346 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 346 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Grape Juice


    Situated on the first floor of a traditional Tuscan stone building, this apartment puts you right at the heart of rural Tuscany, surrounded by glorious rosemary bushes, grape vineyards and olive groves. Here, you'll enjoy access to the site's fantastic communal facilities, including a terrace area with seating where you can gaze out at the countryside views, plus an outdoor swimming pool that's surrounded by loungers for afternoon naps. Inside, you'll find traditional Tuscan decor that makes the home feel warm and welcoming. *This home is located within a larger complex of apartments and villas. Expect to bump into other guests during your stay. *The single bed in the double bedroom is located on a mezzanine level. It's accessible via a steep spiral staircase, so it may not be suitable for children.*The seating terrace and swimming pool are shared with the building's other residents. The pool is only available for use between 1st May a...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    296 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 296 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Chianti Rosemary


    Sitting on the hillside in Chianti's countryside, this apartment is part of a small collection of cottages and apartments. Typically Tuscan, the interior may be a tad dated – and you'll have to share laundry facilities – but it'll suit those craving a bit of character. You'll also have access to all the on-site amenities, including a communal terrace for alfresco dining and a shared swimming pool open from May to September. We highly suggest hiring a car here, as you'll want to get out and about to explore the local area. Vineyards, charming hamlets, and sightseeing hotspots like Florence and Castellina are all within easy reach. *This apartment is on a small estate. You'll have access to an on-site swimming pool and a communal terrace, both shared with other guests. The swimming pool is only available between May and September.*If you're travelling with little ones, your host can provide a free cot and high chair on request. The twin ...More Details


    • Booked Available
    Apartment • 2 People • 1 1
    From
    181 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 181 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    A Taste of the Hills


    Cosy and quaint, this typically Tuscan apartment is part of a pretty collection of homes, all set inside some historic stone buildings that feel charming and characterful. As such, you'll find terracotta tiled floors, farmhouse-style furniture and exposed stonework, all creating a snug and serene vibe. Staying here means you'll get access to some fantastic shared facilities on site, including a seating terrace with some spectacular views out to the surrounding countryside, as well as an outdoor pool that's ideal for hanging around on hot days. *This home is located within a larger complex of apartments and villas. Expect to bump into other guests during your stay. *The seating terrace and swimming pool are shared with the building's other residents. The pool is only available for use between 1st May and 1st September. It isn't fenced, so children will need to be supervised at all times.*Due to this home's location, we recommend hiring...More Details


    • Booked Available
    House • 8 People • 4 4
    From
    969 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 969 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Olive Tint


    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. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking on-site parking. Be prepared for hilly and often uneven roads.*The twin beds can be configured as double if required – you’ll need to request this in advance.*The swimming pool is only avai...More Details


    • Booked Available
    House • 6 People • 3 3
    From
    316 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 316 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Beyond the Hills


    Situated in the heart of Chianti, this stone farmhouse is in a great spot for visiting some of the region’s many vineyards. Whether you’re admiring the countryside views from the wraparound terrace, cooling off in the private pool, or firing up the pizza oven, it’ll be easy to kick back and relax here. While the decor seems a little dated in places, the home boasts lots of traditional Tuscan touches, like terracotta tiled floors and beamed ceilings. Location-wise, you’re near the market town of Radda, and ever-popular Florence and Siena are just a day trip away. *Your host can provide a cot and high chair for free. You'll need to request them in advance.*The swimming pool is available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *Two well-behaved dogs, weighing up to thirty kilogrammes each, are welcome to accompany you. *The twin bedroom can be configured as a double if ...More Details


    • Booked Available
    Apartment • 10 People • 5 3
    From
    509 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 509 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Chianti Calm


    You’ll find this restored farmhouse in the heart of Chianti, surrounded by vineyards and olive groves. Spread across a main house and a separate cottage, this place is perfect for a group of ten to get together while still having plenty of space to spread out. The home is semi-detached, but the garden, swimming pool, dining terrace, and sun loungers are all yours. The rural location means a car is essential here, especially if you intend on exploring the surrounding towns and villages. We recommend visiting Siena, less than an hour's drive away. *Due to the location of this home, we recommend hiring a car. Please note, access to the property is via an unpaved road.*This is a semi-detached home – the neighbouring villa is occupied by local residents.*The swimming pool (open from May to September) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide a cot and high chair upon...More Details


    • Booked Available
    Apartment • 10 People • 5 6
    From
    758 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 758 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Memories


    With rolling Chianti hills all around, this traditional villa couldn't feel more Tuscan if it tried. Comprised of a main house and three en-suite bedroom cottages, it's perfect for a large family getaway. While the bathrooms could do with an update, and some of the interiors feel dated, it's all beautifully cared for. Kids will love you for the private pool with dive board –? a fifty-metre flip-flop from the main house. There's also a bocce court and a ping-pong table, and you're welcome to pick fresh vegetables and eggs from the gardens and chicken coop. Location-wise, you're just 5 kilometres from the traditional Chianti towns of Radda and Castellina. *There is ample private parking outside the villa.*The swimming pool is a fifty-metre walk from the villa. It is for seasonal use from May to October, weather permitting. There is a pool house with an additional shower room and an honesty bar. Guests can help themselves and pay upon che...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    573 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 573 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Little Bit of Chianti


    This stone-built villa in the heart of Chianti boasts stunning views of the valley and vine-clad hillsides from almost every room. Perfect for two couples wanting to holiday together without crowding each other, each en-suite bedroom feels self-contained, with a kitchenette for morning cuppas. Meanwhile, the free-flowing living spaces downstairs and a private pool with a view are all about socialising. Fringing one of the main Chianti towns, Castellina (a 7-minute drive), there are bars and restaurants close by for evenings out, and you’re just a short drive from Siena and Florence (both less than an hour away). *There is ample private parking outside the home. It’s worth noting the approach to the house is on an unpaved lane.*A cot and high chair are available for little ones.*There are stairs within this home which may be unsuitable for guests with restricted mobility.*The private pool is for seasonal use, from May to October, weathe...More Details


    • Booked Available
    Apartment • 8 People • 4 4
    From
    952 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 952 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens. Indulge in ultimate relaxation at the private spa, featuring a hot tub, sauna, and Turkish bath. There’s a separate cottage for guests seeking a little extra privacy, while the outdoor terrace is perfect for sharing Tuscan dishes all together (your host even produces their own olive oil and wine). Located near the village of Radda in Chianti, you’re perfectly placed for hiking the Tuscan hills or visiting one of the many vineyards that the region is known for. *This home is not suitable for infants or children under the age of 6.*It’s worth noting the approach to the house is on an unpaved lane, and a high-clearance vehicle is recommended. There is parking for three ca...More Details


    • Booked Available
    House • 14 People • 7 7
    From
    936 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 936 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    The Ode to Beauty


    This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find plenty of shady spots, family-friendly rooms and the welcome addition of an independent cottage with its own kitchen and one bedroom. Guests can enjoy a range of extra services here, including wine tastings and private chefs, plus it’s just a short drive to the nearest amenities – Radda in Chianti is 8 kilometres away. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Please also note there is an unpaved, uneven road leading to the house so a high clearance vehicle is recommended.*There is private parking for up to five cars.*This home consists of a main house with six bedrooms, alongside an independent cottage with a kitchen, living room and a bedroom (located on the mezzanine level). *One pair of t...More Details


    • Booked Available
    Advertisement
    House • 9 People • 5 4
    From
    779 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 779 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    A Guide to the Hills


    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. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also private parking for two cars.*Please note there is an external staircase between the ground and the first floor. Each floor has its own private entrance.*Two of the bedrooms can be arranged with double beds or two singles beds upon request.*There is no air-conditioning here but fans are provided. Please also note that ...More Details


    • Booked Available
    House • 10 People • 5 6
    From
    3,831 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 3,831 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Sangria


    At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar. They'll also arrange welcome dinners, cooking classes, private chefs, and other special touches during your stay. As for the home itself, we think it's pretty spectacular. A private pool, sun-kissed garden, and Chianti views await outside, while the somewhat-traditional interior has a few surprises in store – namely, a chef's kitchen, a small gym and a wellness centre boasting a Turkish bath and steamy sauna. Location-wise, Radda is less than 2 kilometres away, and Florence and Siena are great options for day trips. *The fifth bedroom is located in a guest annexe, which has a kitchen, double bedroom and bathroom. It's a good option for guests wanting a bit more privacy.\n *Daily housekeeping (excluding Sundays) is included with your stay. There's a l...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    1,664 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 1,664 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Touch of Chianti


    Stylishly rustic, this country home sets the tone for a restorative retreat in the heart of Chianti. Dating back to the 10th century, the house has a wonderful sense of character with plenty of space for groups to relax and enjoy the garden views. There’s also a private swimming pool and a terrace – perfect for alfresco dining. Your host can help organise a range of extra services here, including private chefs and guided tours – a great option for those looking to explore the region. From here, it’s just 4 kilometres to Castellina, while cities such as Florence and Siena are also within driving distance. *Due to this home's location, we recommend having a car to get the most out of your stay – please also note there is a 200-metre track leading to the entrance.*Mid-stay cleaning (four hours per week) is included in your stay.*This home is spread across two floors with no internal lift. Please also note one of the bedrooms is located in...More Details


    • Booked Available
    Apartment • 6 People • 2 1
    From
    252 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 252 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Dreamers


    This apartment is a comfortable base from which to explore all that Tuscany has to offer. Siena, around 27 kilometres away, is an ideal day trip destination, while the small town of Castellina in Chianti is just a short drive away. The home’s rustic interior design won’t be to everyone’s taste as the place feels a little dated in parts, but access to a communal swimming pool and barbecue area certainly makes up for it. If you’d like to make your mornings extra special, your host provides breakfast for an additional fee. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Parking is available on the premises.*The communal swimming pool (open from the 1st of May to the 1st of October) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide a high chair upon request.*At capacity, two guests will sleep on the sofa bed in the living space. Ai...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    615 /night
    Min Stay 3 nights


    Radda in Chianti, Italy 

    € 615 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Stonehill Vines


    This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany. With its two floors connected by an external staircase, you can easily dip in and out of its beautiful beamed main room and bedrooms and into the gorgeous sunshine. Outside, a covered dining pergola, panoramic terrace, and raised pool garden offer views from every angle, celebrating country living amidst the home’s surrounding woodlands, olive trees, and endless rows of vines. Taste Tuscany's infamous Chianti grapes with an inclusive tour and guided tasting at the Castello d’Albola and explore the hills’ rustic trails and hidden paths on horseback. Discover the nearby ‘road of the castles’ and live out your own royally decadent stay at this home that’s a true feast for the senses. *All the beds can be separated or pushed together to make singles or do...More Details


    • Booked Available
    Apartment • 10 People • 5 6
    From
    1,042 /night
    Min Stay 3 nights


    Radda in Chianti, Italy 

    € 1,042 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Wild Roses


    Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's no better spot to explore all this region has to offer. Both Florence – an hour away – and Siena – a thirty-minute drive away – are great options for day trips, though it will be hard to pull yourself away from the serene gardens back at home. Enjoy your morning espresso on the cosy outdoor sofa, go for a relaxing swim in the pool and soak up the sun on the poolside lounge chairs. Surrounded by olive trees, rose bushes and dense woodland, you'll feel a sense of calm wash over you as you take it all in. Even inside, the bright, classically styled rooms feel warm and welcoming. Whether you're whipping up meals in the mint-green kitchen – which are best enjoyed alfresco – or snoozing in the comfy elegant bedrooms, you'll love calling this hidea...More Details


    • Booked Available
    Apartment • 12 People • 6 7
    From
    1,665 /night
    Min Stay 3 nights


    Radda in Chianti, Italy 

    € 1,665 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Classico


    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? * You'll need a car to explore this area *The pool is open from the end of April to the beginning of October*Steps within the home and at the entranc...More Details


    • Booked Available
    Apartment • 6 People • 4 4
    From
    1,192 /night
    Min Stay 3 nights


    Castellina in Chianti, Italy 

    € 1,192 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    First Of The Summer Wine


    Surrounded by olive trees and vast swathes of vineyards, this Tuscan home in the heart of the Chianti wine region is a haven of rural relaxation. Its exposed stone exterior gives way to a bright interior, where farmhouse simplicity meets elegant design in the living room. With its giant hearth, plump sofas and tiered chandelier, this is the perfect spot for socialising over a glass of wine or curling up by the fire with a good book on cooler nights. With four comfortable bedrooms boasting postcard-like countryside views and a farm-style kitchen full of traditional charm, you’ll have everything you need to make yourself right at home. Head outside to take cool dips in the pool, or sit back in one of the many sun loungers while taking in the spectacular hillside views. Wander around the vineyards, visit Castellina in Chianti (less than ten minutes away by car), then come back home for a barbecue under the pergola paired, naturally, with a...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    495 /night
    Min Stay 7 nights


    Castellina in Chianti, Italy 

    € 495 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Wild Grapes


    If you're coming to Chianti to sample its most famous product, you've hit the jackpot with this beautiful villa set on a wine estate. Just a few hundred metres from the cellars and wine shop, you'll be living on the Tenuta di Bibbiano, owned by the fifth generation of winegrowers to call this special place home. With thirty hectares of vineyards and olive groves, the estate is surrounded by rolling countryside and sits some 300 metres above sea level.With simply stunning views over the Val d’Elsa, this hilltop retreat is an incredible place to stay at any time of year. Completely private and boasting a lawned garden, barbecue area and its own swimming pool, it's built for enjoying the simple life. After walking among the vines, come home to your classically Tuscan country home – packed with character and charm. Inside you'll have vaulted ceilings, terracotta floors and authentic styling. The living space is comfortable and bright and th...More Details


    • Booked Available
    Apartment • 6 People • 3 4
    From
    923 /night
    Min Stay 1 night


    Radda in Chianti, Italy 

    € 923 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Fruits of Chianti


    Nestled within the iconic green hills of Tuscany, close to the charming hilltop town of Radda, this beautifully restored farmhouse has everything you need for a good time – delicious food, great wine and quality time with loved ones. Both the interior and exterior boast traditional features, with wooden-beamed ceilings, terracotta tiles and exposed brick creating a cosy atmosphere and a sense of authenticity. The lawn is beautifully kept and offers a private pool and outdoor shower, which provide an invigorating start to the day. Once you're feeling refreshed, it's time to explore – get the mountain bikes out from the bike shed and go for a scenic cycle into town for a cultural adventure. This quintessential Tuscan town is home to upmarket boutiques, art galleries and 360-degree panoramic views thanks to its high position. Wine lovers will be in their element in Chianti – we highly recommend spending an afternoon wine tasting in one of ...More Details


    • Booked Available
    Apartment • 10 People • 5 2
    From
    594 /night
    Min Stay 3 nights


    Castellina in Chianti, Italy 

    € 594 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Stuff of Dreams


    With a truly picturesque location in the Chianti hills, this rustic villa is the ideal choice for anybody that has fantasised at any point about eloping to Tuscany for a short while — which is surely most people, right?Thanks to the elevated position, the address benefits from sweeping views of the countryside and these can be admired while dining on the terrace or gliding through the swimming pool, which is shared with the other four houses in the tiny village.Once you step through the home's large vaulted entrance — formerly the property's stables — you'll be greeted with an interior heavy on period features, including the fireplace, wooden ceiling beams and antique furnishings. The walls are covered in a great variety of artwork, while the four-poster beds add an extra touch of grandeur.When it comes to days out, you're firmly in wine territory here and there are local vineyards to visit not too far from the home. There are walking r...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    421 /night
    Min Stay 7 nights


    Castellina in Chianti, Italy 

    € 421 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi

    Brick - Green Shutters


    There are many great things to say about this 18th century villa in Chianti, so let’s start with the most obvious, shall we? Overlooking the breathtaking Chianti Classico hills, the view here is something that shouldn’t be missed. We can picture it already, sitting out on the sunlounger simply basking in the sunshine and fresh air whilst you admire the incredible vistas. Then there’s the location itself which puts you on the doorstep of many of the finest wineries of the region. Sample all the farms and vineyards have to offer, or go on a hike when you’re in the mood to reconnect with nature. The interior of this home is another big tick – rustic but cosy, you’ll be especially drawn to the traditional Tuscan fireplace that, although ornamental, adds such warmth to the space. If it’s a fire you want, however, light it up in the barbecue outside where you can enjoy everything you brought back from the cellars and shops. *Due to the locat...More Details


    • Booked Available
    Room • 4 People • 2 2
    From
    85 /night
    Min Stay 2 nights


    Radda in Chianti, Italy 

    € 85 /Night (minimum stay 2 nights)
  • WiFi

    Romanita bella


    Features:  •  Internet Access   •   laundry   •   Garden   •   Parking Pets at the property: Name: type:Dog lives indoor: 1My mother Romanita , me Antonella , my son Federico and our beloved boxer Pina, pets are also welcomelocal Amenities:Shopping Centrelocal Bus StopParkHealth ClubRestaurant...More Details


    • Booked Available
    Room • 4 People • 2 2
    From
    110 /night
    Min Stay 1 night


    Castellina in Chianti, Italy 

    € 110 /Night (minimum stay 1 night)
  • WiFi

    Chianti Tuscany rooms and apartment


    Features:  •  TV   •   Patio   •   Barbecue   •   Internet Access   •   Garden   •   Swimming Pool   •   ParkingOur House is situated in Castellina, in the heart of classic Chianti and Tuscany. Surrounded by gentle hills, it offers an incomparable panoramic view of the valley. Outdoor pool. It is the ideal starting point to explore the surrounding region and we would like to recommend special itineraries and places in order to make your holiday unforgettable. From the windows of your room, you can enjoy the beautiful view of vineyards and the scent of wild herbs surrounding the swimming pool. At sunset, you can relax at the tables in the garden with a glass of Chianti or even enjoy a Florentine-style steak that you can cook on the barbecue.local Amenities:Museum...More Details


    • Booked Available
    House • 10 People • 5 3
    From
    314 /night
    Min Stay 7 nights


    Castellina in Chianti, Italy 

    € 314 /Night (minimum stay 7 nights)
  • Swimming Pool
    WiFi

    Le Gallozzole


    "Le Gallozzole", 7-room villa 200 m2 on 2 levels, on the ground floor. Antique and tasteful furnishings: living room with open-hearth fireplace and satellite TV. Exit to the terrace. 1 room with 1 french bed (160 cm). Open dining room. Kitchen (oven, dishwasher, 5 gas rings, electric coffee machine) with small dining table. Shower/bidet/WC, sep. WC. Upper floor: 2 rooms, each room with 1 french bed (160 cm). 2 rooms, each room with 2 beds (80 cm). 2 showers/bidet/WC. Gas heating. Comfortable furnishings in the country house style. 2 large terraces, porch. Terrace furniture, barbecue, deck chairs. Very beautiful panoramic view of the countryside and the forest. Facilities: washing machine. Please note: non-smokers only. Outside Description: Comfortable on a vinyard villa "Le Gallozzole", from the 18th century, surrounded by trees and vineyards. Above Quercegrossa (3 km) 10 km from the centre of Castellina in Chianti, 9 km from the centre...More Details


    • Booked Available
    House • 4 People • 2 2
    From
    92 /night
    Min Stay 7 nights


    Castellina in Chianti, Italy 

    € 92 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi

    Cellole - Cellole 1 (CTC150)


    "Cellole - Cellole 1 (CTC150)", 3-room apartment 95 m2, on the ground floor. Rustic and cosy furnishings: living room with open-hearth fireplace, TV and radio. Exit to the garden. 1 room with 1 french bed (160 cm), shower/WC. 1 room with 2 beds (80 cm), shower/WC. Kitchen (oven, 4 gas rings, toaster, electric coffee machine) with dining table. Gas heating. Comfortable furnishings in the country house style. Terrace. Terrace furniture, barbecue. Beautiful view of the garden and the countryside. Facilities: mosquito net, children's high chair, baby cot. Internet (WiFi). Please note: non-smokers only. Maximum 1 pet/ dog allowed. Private entrance. No mandatory extra charges to be paid on-site except for local tax. Bedlinen, towels, final cleaning and all energy costs are included. Outside Description: Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residence. 2.5 km from the c...More Details


    • Booked Available
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