Villas and Holiday homes in Radda in Chianti

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Radda in Chianti holiday homes
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663 Villa rentals in Radda in Chianti

Compare Holiday Homes with a Pool in Radda in Chianti

Choosing a holiday home with a swimming pool in Radda in Chianti allows for a proper swim in the heart of the city whenever you fancy.

Holiday Home Casale Il Poggino By Interhome - Radda in Chianti
9.6 99 reviews
Radda in Chianti
27/06 – 04/07
£219/nighttotal: £1533 (7 )

Holiday Home Casale Il Poggino By Interhome

2 2
house , Castellina in Chianti
Casale Il Poggino, located in Fonterutoli, is a short drive (approximately 18km) from Castellina in Chianti, 18km from Siena, and 26km from Colle di Val d'Elsa.
This 8-bedroom villa offers a private pool, garden, fully equipped kitchen, free Wi-Fi, parking, and features a fireplace, satellite TV, and a baby cot; nearby activities include tennis and access to a fitness centre and restaurant.
Tuscan Countryside Paradise With Pool - Radda in Chianti
9.2 9 reviews
Radda in Chianti
11/09 – 14/09
£405/nighttotal: £1215 (3 )

Tuscan Countryside Paradise With Pool

4 3
house , Cavriglia
This spacious Cavriglia villa, situated in Tuscany, is 27 kilometres from The Mall Luxury Outlet and 29 kilometres from Piazza Matteotti.
The 372-square-metre property boasts four bedrooms, three bathrooms, a private pool, and can comfortably accommodate up to 15 guests, offering free Wi-Fi, private parking and a fully equipped kitchen including a dishwasher.
Limoni - Radda in Chianti
10 1 review
Radda in Chianti
27/06 – 04/07
£147/nighttotal: £1029 (7 )

Limoni

2 2
house , Radda in Chianti
Limoni, a holiday home in Radda in Chianti, is situated 18km from Piazza Matteotti and 37km from Piazza del Campo, offering easy access to major Tuscan landmarks.
This 80 square metre property boasts a two-bedroom layout sleeping seven, complete with two bathrooms, a fully equipped kitchen including a dishwasher, Wi-Fi, private parking, a swimming pool, and a terrace; perfect for families or groups exploring the Chianti region.
Girasole - Radda in Chianti
Radda in Chianti
27/06 – 04/07
£117/nighttotal: £819 (7 )

Girasole

2 2
house , Radda in Chianti
Girasole, a holiday home in Radda in Chianti, is situated 18 kilometres from Piazza Matteotti and offers easy access to Siena (37 kilometres) and Florence (55 kilometres).
This 60 square metre property features two bedrooms, two bathrooms, a private pool, and accommodates up to seven guests, boasting a fully equipped kitchen and free Wi-Fi.

Best family friendly Radda in Chianti villas and holiday home

Among the 663 accommodations in Radda in Chianti, here are the 4 best family friendly villas and holiday homes

Simplicity In Organic Farmhouse Azzurro - Radda in Chianti
9.7 241 reviews
Radda in Chianti
27/06 – 04/07
£85/nighttotal: £595 (7 )

Simplicity In Organic Farmhouse Azzurro

1 2
apartment , Greve in Chianti
This self-catering apartment in Greve in Chianti, Tuscany, is situated 6.2km from Greve in Chianti and within easy walking distance of Panzano in Chianti via vineyard paths, near Villa Vignamaggio.
The 40 square metre property boasts one bedroom, one bathroom, sleeps four, and includes a kitchen with fridge and microwave, a garden, parking, and access to a communal wood-fired oven and grill; it also features stunning vineyard views and nearby nature trails.
Casolese Di Vignamaggio - Radda in Chianti
8.8 6 reviews
Radda in Chianti
11/09 – 14/09
£681/nighttotal: £2043 (3 )

Casolese Di Vignamaggio

2 3
farm , Greve in Chianti
Casolese di Vignamaggio, a Tuscan farmhouse in the Greve in Chianti district, offers self-catering apartments located 3.1km from the main building, providing both privacy and access to shared amenities.
This 200 square metre property boasts an infinity pool, on-site restaurant with daily dinner service (reservations required), wine tasting, and a spa, all set within a peaceful countryside location perfect for a relaxing Tuscan getaway.
La Loggetta - Apartments - Radda in Chianti
9.2 51 reviews
Radda in Chianti
11/09 – 14/09
£280/nighttotal: £840 (3 )

La Loggetta - Apartments

3 3
house , Gaiole in Chianti
La Loggetta - Chianti apartments is located in the picturesque Chianti region, just 500 metres from Gaiole in Chianti and a 30-minute drive from Siena. The property has received very good ratings for its location, cleanliness and overall experience.
Each apartment comes with a fully equipped kitchen, a private bathroom with a hairdryer, and a comfortable living area with a sofa and flat-screen TV. Guests can enjoy the outdoor pool, garden, and terrace, as well as free Wi-Fi and private parking.
Casa Colonica Il Poggino Casa Federico - Radda in Chianti
9.0 12 reviews
Radda in Chianti
27/06 – 04/07
£102/nighttotal: £714 (7 )

Casa Colonica Il Poggino Casa Federico

2 2
house , Castellina in Chianti
This Chianti Classico holiday home offers stunning views of Siena, located near Castellina in Chianti with easy access to local amenities and renowned vineyards.
The two-bedroom, two-bathroom property sleeps five guests and boasts a private pool, jacuzzi, garden with barbecue, and fitness centre, perfect for exploring the Tuscan countryside.

Frequently asked questions about villa rentals in Radda in Chianti

  • What is the best time to visit Radda in Chianti?

    The best time to visit Radda is during the spring or autumn. The weather is mild and pleasant, and the countryside is at its most beautiful. The summer months can be very hot, and the winter months can be quite cold and wet. If you're looking to experience the local festivals, the best time to visit is during the summer.
  • What are the best holiday homes in Radda in Chianti?

    Among the holiday homes in Radda in Chianti, Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the most popular ones.

  • What are the top hiking trails near Radda in Chianti?

    There are a few great hiking trails near Radda. The Sentiero degli Etruschi is a long-distance trail that passes through Radda and offers stunning views of the Chianti countryside. The Via Francigena is another popular trail that passes through the area. It's a historical pilgrimage route that stretches from Canterbury to Rome.
  • What are the best holiday homes with a pool in Radda in Chianti?

    Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the best holiday homes with a pool in Radda in Chianti.

  • What are the advantages of renting a house or a villa in Radda in Chianti

    Staying in a villa gives you the chance to experience the area like a local. You'll have more space and privacy than you would in a hotel, and you can cook your own meals. You'll also be able to enjoy the beautiful gardens and outdoor areas that most villas have to offer.
  • What are the best holiday homes with a jacuzzi in Radda in Chianti?

  • Are there popular destinations near Radda in Chianti?

    Yes, there are plenty of popular destinations near Radda. You can visit the charming town of Greve in Chianti, which is known for its market square and its wine shops. You can also visit the medieval town of San Gimignano, which is famous for its towers. And of course, you can't miss Florence, which is only about an hour's drive away.
  • What are the best holiday homes for families and kids in Radda in Chianti?

    The best holiday homes for families and kids in Radda in Chianti are Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn.

  • What are the best pet friendly holiday homes in Radda in Chianti?

    The best pet friendly holiday homes in Radda in Chianti are Castello Di Volpaia, Relais Santa Cristina and Tuscany House "La Querce Sola".

  • What are the best holiday homes with parking in Radda in Chianti?

    Castello Di Volpaia, Relais Santa Cristina and Villa Sant’uberto Country Inn are the best holiday homes with parking in Radda in Chianti.

Destinations nearby

Best Radda in Chianti villas and holiday homes with parking

Il Villino Farmhouse - Radda in Chianti
9.0 41 reviews
Radda in Chianti
11/09 – 14/09
£210/nighttotal: £630 (3 )

Il Villino Farmhouse

1 3
house , Castellina in Chianti
Il Villino Farmhouse is a recently renovated holiday home situated in Castellina in Chianti, just 19 kilometres from Piazza del Campo in Siena.
This self-catering property features a private garden with barbecue facilities, an outdoor fireplace, and a fully equipped kitchen, perfect for families or groups of up to [insert capacity].
La Terrazza - Radda in Chianti
9.0 8 reviews
Radda in Chianti
27/06 – 04/07
£190/nighttotal: £1330 (7 )

La Terrazza

3 2
farm , Radda in Chianti
La Terrazza, a semi-detached house 1.5km from Radda in Chianti, offers easy access to Chianti Classico towns such as Greve in Chianti (19km), Castellina in Chianti (13km), and Siena (36km), situated amongst the rolling hills of Tuscany.
This 150 square metre property sleeps six guests in three bedrooms and two bathrooms, boasting a private garden with barbecue, free Wi-Fi, and a washing machine, plus a cook available on request.
Pretty Farmhouse With Terrace - Radda in Chianti
9.0 257 reviews
Radda in Chianti
27/06 – 04/07
£604/nighttotal: £4228 (7 )

Pretty Farmhouse With Terrace

6 2
apartment , Radda in Chianti
The Belvilla by OYO Uva apartment is located in Radda in Chianti, a charming town in the heart of the Chianti region, just 34 kilometres from Siena's Piazza del Campo and 19 kilometres from Gaiole in Chianti. It has received excellent ratings for its location, cleanliness, and overall experience.
This self-catering property offers a private garden, a terrace, and a well-equipped kitchen with a dishwasher, oven, and fridge. Guests can enjoy a refreshing dip in the swimming pool, play table tennis, and relax in the dedicated outdoor play area.
Guest House Il Gatto - Radda in Chianti
8.3 36 reviews
Radda in Chianti
27/06 – 04/07
£91/nighttotal: £637 (7 )

Guest House Il Gatto

2 2
house , Radda in Chianti
Guest House il Gatto, situated in Gaiole in Chianti, is a short drive (34km) from Siena and 60km from Florence, offering easy access to the Tuscan countryside and its attractions.
This 75 square metre property features two bedrooms, one bathroom, a fully equipped kitchen, terrace, garden, tennis court, free parking, Wi-Fi, and barbecue facilities, sleeping up to four guests and providing a peaceful retreat in the Chianti region.

Best Radda in Chianti villas and holiday homes with a garden

Ancient House In Chianti Hills With Private Lake And Garden - Radda in Chianti
10 5 reviews
Radda in Chianti
27/06 – 04/07
£125/nighttotal: £875 (7 )

Ancient House In Chianti Hills With Private Lake And Garden

2 2
farm , Radda in Chianti
This charming farmhouse is situated just 5km from the Il Molino di Grace Winery and the historic Borgo di Vescine, offering a tranquil escape in the heart of the Chianti region. It has received excellent reviews from previous guests.
The property spans 64 square metres and comfortably accommodates up to 4 guests in its 2 bedrooms. The farm stay offers a range of amenities, including a swimming pool, fitness centre, and a garden with barbecue facilities, perfect for enjoying the beautiful Italian weather.
Borgo Livernano - Radda in Chianti
9.2 566 reviews
Radda in Chianti
11/09 – 14/09
£350/nighttotal: £1050 (3 )

Borgo Livernano

1 3
farm , Radda in Chianti
Borgo Livernano is a farmhouse located in the Chianti Hills, just 30km from Siena and 60km from Florence, surrounded by forests, vineyards, and olive groves, offering a peaceful escape in the Tuscan countryside. It has received very good ratings for its location, cleanliness, and overall experience.
The farmhouse has been carefully restored, preserving its original charm and character, and offers two guest houses furnished with local antiques. Guests can enjoy a swimming pool, a jacuzzi, a terrace, a garden, a spa, a restaurant, a bar, and parking, as well as the farm's own wine, olive oil, honey, vegetables, and fruits.
127 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Radda in Chianti
Radda in Chianti
11/09 – 14/09
£1073/nighttotal: £3219 (3 )

127 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

3 3
house , Radda in Chianti
This 16th-century Tuscan farmhouse, situated near Crognole, 5km from Radda in Chianti and 2km from Castello di Albola, offers stunning panoramic views of the Chianti Classico region.
The 127-square-metre property boasts three bedrooms, three bathrooms, sleeps six, and includes a private swimming pool (open late April to early October), a fully equipped kitchen, air conditioning, and parking; nearby activities include exploring the picturesque towns of Volpaia, Panzano, Gaiole, and Greve.
Collelungo - Radda in Chianti
9.0 485 reviews
Radda in Chianti
27/06 – 04/07
£171/nighttotal: £1197 (7 )

Collelungo

1 2
house , Castellina in Chianti
This Castellina in Chianti property, located in Collelungo, is 19km from Piazza Matteotti and 26km from Piazza del Campo in Siena, offering easy access to major Tuscan landmarks.
The self-catering villa boasts a swimming pool, jacuzzi, fitness centre, and private parking, alongside family-friendly features such as a baby safety gate and picnic area; daily breakfast is included.
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