Apartment • 4 People • 2

• 1

•

From

€

175 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 175 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Light of Living

Amidst the vineyards of Chianti, this apartment is a peaceful sanctuary where days can be spent lounging by the shared pool or out exploring the region. It’s just a short (albeit steep) walk to the village of Radda and it’s possible to walk to Volpaia where you’ll find a castle winery and restaurant. Your host is on hand to provide recommendations and you’ll find all the essentials you could need to relax and switch off. There is also a private terrace – perfect for alfresco dining as the sun sets. *Please note the swimming pool is shared with the neighbouring residents. It is also available for use from May to September. *Guests have access to the children’s play area, ping pong table and table football. *It is possible for the double beds to be arranged as two single beds on request. *Your host can provide a high chair for children on request. *Pool towels are also available on request. *Well behaved pets are welcome to join yo...More Details

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Radda in Chianti, House for rent

House • 6 People • 4

• 3

•

From

€

579 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 579 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Stone

You'll find this stone villa in the Chianti countryside. Radda and Castellina are both 5 kilometres away, so you'll be well-positioned to explore the area's vineyards and villages. Florence is also driveable in an hour if you have day trips in mind. That said, with a private pool and sun-kissed garden to enjoy back home, we don't blame you if you'd rather stay put. The villa itself is well-equipped, though the traditional style may not suit everyone. Two downstairs bedrooms open straight onto the garden, while the two upstairs have air conditioning and en-suite bathrooms. Rustic charm abounds indoors and out – think wooden beams, stone walls, and a covered terrace ideal for dining on Italian classics. *While this home can sleep up to eight people, the maximum occupancy is six guests. *Only the two upstairs bedrooms have air conditioning. All other rooms, including the lounge, have ceiling fans. *If you’re travelling with little ones, ...More Details

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Radda in Chianti, House for rent

House • 8 People • 4

• 4

•

From

€

953 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 953 /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 a...More Details

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Radda in Chianti, House for rent

House • 6 People • 3

• 3

•

From

€

329 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 329 /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 30kg each, are welcome to accompany you. *The twin bedroom can be configured as a double if required –...More Details

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Radda in Chianti, Apartment for rent

Apartment • 10 People • 5

• 3

•

From

€

678 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 678 /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 outdoor space is for your exclusive use only. *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 tim...More Details

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Radda in Chianti, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

796 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 796 /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 c...More Details

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Radda in Chianti, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

902 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 902 /Night (minimum stay 1 night)

Swimming Pool

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. 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 cars. *There's a separate cottage for guests seeking extra privacy. It features a living area and...More Details

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Radda in Chianti, House for rent

House • 14 People • 7

• 7

•

From

€

1,298 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 1,298 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

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...More Details

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Radda in Chianti, House for rent

House • 8 People • 4

• 4

•

From

€

721 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 721 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Eternal Etruscan

Sit back, relax and soak up the sunshine at this characterful villa in Chianti. It may be a little dated inside, but the twin apartment layout is perfect for families and groups that want their own space. Besides, the garden speaks for itself. Surrounded by vineyards and olive groves, you'll be treated to fantastic views day or night. There's a private pool, a hot tub, and a sauna for ultimate relaxation, while the terrace makes the perfect spot to enjoy an Italian feast. Paths lead down to freshwater springs with natural pools, but if you want to venture out, you'll find Radda in Chianti, Siena, and Florence all within easy driving distance. *This home consists of two apartments, each with its own living area and kitchen. They're connected by an outdoor staircase. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *Two double beds can be converted into twins if needed. *If you're travelli...More Details

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Radda in Chianti, House for rent

House • 9 People • 5

• 4

•

From

€

806 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 806 /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 t...More Details

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Radda in Chianti, House for rent

House • 10 People • 5

• 6

•

From

€

5,089 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 5,089 /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, continental breakfasts, 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. It has a kitchen, double bedroom and bathroom.*Daily housekeeping (excluding Sundays) is included. Bath towels are changed daily, while pool towels and bed linen ar...More Details

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Radda in Chianti, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

780 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 780 /Night (minimum stay 1 night)

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 d...More Details

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Radda in Chianti, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

1,075 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 1,075 /Night (minimum stay 1 night)

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

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Radda in Chianti, Apartment for rent

Apartment • 12 People • 6

• 7

•

From

€

1,652 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 1,652 /Night (minimum stay 1 night)

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. There's free parking on site *The pool is open from the end of April to the beginning of October *Steps wi...More Details

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Radda in Chianti, Apartment for rent

Apartment • 6 People • 3

• 4

•

From

€

783 /night

Min Stay 1 night

Radda in Chianti, Italy

€ 783 /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 o...More Details

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Radda In Chianti Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 35 Radda In Chianti holiday homes for rent

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda In Chianti Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 35 Radda In Chianti holiday homes for rent

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda in Chianti, Italy

Radda In Chianti Property for rent