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Radda in Chianti villas
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663 Villa rentals in Radda in Chianti

Best Radda in Chianti villas and holiday homes with a pool

Among the 663 accommodations in Radda in Chianti, here are the 4 best villas and holiday homes with a pool

Crognole 6, Emma Villas - Radda in Chianti
10 2 reviews
Radda in Chianti
05/09 – 19/09
A$1187/nightTotal: A$16618 (14 )

Crognole 6, Emma Villas

3 2
house , Radda in Chianti
Emma Villas, located in Crognole, is situated 24km from Piazza Matteotti in Radda in Chianti, offering easy access to the town and other Tuscan attractions such as The Mall Luxury Outlet (34km) and Piazza del Campo in Siena (37km).
This 127 square metre villa boasts three bedrooms, three bathrooms, a private pool and open-air bath, a fully equipped kitchen, free Wi-Fi, and private parking, comfortably accommodating families or groups.
Querceto Di Castellina - Radda in Chianti
9.0 490 reviews
Radda in Chianti
27/06 – 04/07
A$358/nightTotal: A$2506 (7 )

Querceto Di Castellina

2 2
farm , Castellina in Chianti
Querceto Di Castellina is a 14th-century farmhouse located 5 kilometres outside of Castellina in Chianti, offering a peaceful retreat in the heart of the Tuscan countryside. This property has received excellent ratings for its location, cleanliness and overall experience.
The farmhouse offers a range of apartments decorated in a rustic style, blending traditional charm with modern comforts. Guests can enjoy a swimming pool, a garden, and a wine bar, as well as participate in wine tasting sessions and cooking classes.
500 M² Villa ∙ 9 Bedrooms ∙ 22 Guests - Radda in Chianti
Radda in Chianti
11/09 – 14/09
A$7447/nightTotal: A$22341 (3 )

500 M² Villa ∙ 9 Bedrooms ∙ 22 Guests

9 3
house , Greve in Chianti
This Renaissance villa, dating back to the 14th century, is situated in Greve in Chianti on the Chianti hills, a 10-minute drive from both Greve and Panzano in Chianti, and located midway between Florence and Siena.
This expansive estate offers accommodation for up to 22 guests across two separate houses, featuring 9 bedrooms, a 15m x 6m swimming pool, panoramic terrace, organic farm with a historic wine cellar, and Wi-Fi.
200 M² Villa ∙ 6 Bedrooms ∙ 11 Guests - Radda in Chianti
Radda in Chianti
05/09 – 19/09
A$1193/nightTotal: A$16702 (14 )

200 M² Villa ∙ 6 Bedrooms ∙ 11 Guests

6 2
house , Radda in Chianti
This secluded stone villa, located in Greve in Chianti bordering the historic Volpaia hamlet, offers a private Tuscan countryside setting just 300 meters from Volpaia's amenities.
This spacious property, covering 200 square meters, accommodates up to 11 guests across a main villa and guest house, featuring six bedrooms, five bathrooms, a private pool, Wi-Fi, and daily cleaning services, making it an ideal base for exploring nearby Florence, Siena, and San Gimignano.

Best family friendly Radda in Chianti villas and holiday homes

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

Agriturismo Malpensata - Radda in Chianti
8.7 277 reviews
Radda in Chianti
27/06 – 04/07
A$207/nightTotal: A$1449 (7 )

Agriturismo Malpensata

1 2
farm , Radda in Chianti
Agriturismo Malpensata is located in Radda in Chianti, a 20-minute drive (approx. 32km) from Panzano in Chianti and 24km from Siena, offering easy access to Tuscany's major attractions.
This 20-square-metre self-catering property features one bedroom, one bathroom, a terrace, garden, and Wi-Fi; guests can enjoy on-site olive oil and Chianti wine tasting, plus a traditional Italian breakfast.
Rocca Di Castagnoli - Radda in Chianti
8.6 403 reviews
Radda in Chianti
05/09 – 19/09
A$320/nightTotal: A$4480 (14 )

Rocca Di Castagnoli

1 2
farm , Gaiole in Chianti
Rocca di Castagnoli, a Chianti Classico farm, is situated 5 kilometres from the centre of Gaiole in Chianti, within its own vineyards in the prestigious wine region.
This property offers rooms and self-catering apartments, boasting a swimming pool, restaurant serving Tuscan cuisine, fitness centre, and free Wi-Fi, alongside wine tasting opportunities from its own production.
80 M² House ∙ 2 Bedrooms ∙ 4 Guests - Radda in Chianti
8.8 2 reviews
Radda in Chianti
27/06 – 04/07
A$169/nightTotal: A$1183 (7 )

80 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Gaiole in Chianti
L'arco della Fonte is situated in Gaiole in Chianti, offering easy access to local public transport and is within a convenient driving distance of Chianti's renowned vineyards and villages.
This 80 square metre house sleeps four guests in two bedrooms and one bathroom, and boasts a garden, terrace, barbecue, high-speed Wi-Fi, gym equipment, and even provides access to homegrown produce and locally produced wine.
Agriturismo Borgo Il Bonagino - Radda in Chianti
9.3 60 reviews
Radda in Chianti
05/09 – 19/09
A$535/nightTotal: A$7490 (14 )

Agriturismo Borgo Il Bonagino

1 2
farm , Radda in Chianti
Agriturismo Borgo Il Bonagino is situated in Radda in Chianti, just 19 kilometres from Piazza Matteotti and 34 kilometres from Piazza del Campo, offering a peaceful escape amidst the rolling hills of the Chianti region. This farm stay has earned excellent ratings for its location, cleanliness, and overall experience.
The property features a range of accommodation options, from comfortable apartments to spacious villas, each with its own private outdoor space. Guests can enjoy a swimming pool, a Jacuzzi, and a spa, as well as on-site fitness and yoga classes, making it an ideal choice for a relaxing and rejuvenating getaway.

Frequently asked questions about villa rentals in Radda in Chianti

  • What are the must-see attractions in and around Radda in Chianti?

    Radda in Chianti is a beautiful medieval town, and you must visit the imposing Rocca di Radda, the main square, Piazza Salvadori, and the church of San Niccolò. You should also take a day trip to the nearby town of Siena, which is about a 40-minute drive away.
  • What are the best villa rentals in Radda in Chianti?

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

  • What types of wildlife can travelers expect to see in the area of Radda in Chianti?

    You're likely to see lots of birds, such as the Eurasian Sparrowhawk, the European Robin, and the Eurasian Jay. You'll also see deer, wild boar, and hares in the surrounding countryside.
  • What are the best villa rentals with a pool in Radda in Chianti?

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

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

    The best time to visit Radda in Chianti is during the spring (April-May) or autumn (September-October) when the weather is pleasant and the crowds are smaller. The summer months (June-August) are hot and busy, and the winter months (November-March) can be cold and wet.
  • What are the best villa rentals with a jacuzzi in Radda in Chianti?

  • When is it easiest to book a villa rental in Radda in Chianti?

    The easiest time to book a villa rental in Radda in Chianti is during the shoulder seasons (April-May and September-October) when demand is lower and prices are more affordable. You can often get good deals by booking several months in advance.
  • What are the best villa rentals for families and kids in Radda in Chianti?

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

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

    There are many great hiking trails in the area, but some of the most popular are the Sentiero degli Dei (Path of the Gods), the Via Francigena, and the Chianti Classico Trail. These trails offer stunning views of the rolling hills and vineyards.
  • What are the best pet friendly villa rentals in Radda in Chianti?

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

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

    Renting a villa in Radda in Chianti gives you more privacy and space than staying in a hotel. You can enjoy your own private pool, garden, and kitchen, and you can cook your own meals. It's also a great way to experience the local culture and way of life.
  • What are the best villa rentals with parking in Radda in Chianti?

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

  • Are there popular destinations near Radda in Chianti?

    Yes, there are many popular destinations near Radda in Chianti, including Florence, Siena, and San Gimignano. You can easily take a day trip to any of these places from Radda in Chianti.

Destinations nearby

Best Radda in Chianti villas and holiday homes with parking

Private Villa With Private Pool, Hot Tub, Wifi, Sauna, A/c, Tv, Patio, Close To Greve In Chianti - Radda in Chianti
Radda in Chianti
05/09 – 19/09
A$6262/nightTotal: A$87668 (14 )

Private Villa With Private Pool, Hot Tub, Wifi, Sauna, A/c, Tv, Patio, Close To Greve In Chianti

5 2
house , Radda in Chianti
This five-bedroom villa is situated in Radda in Chianti, Tuscany, a 3.9km drive from Castello di Albola and 4.7km from Castello di Radda Winery, offering easy access to local wineries and attractions such as the Church of San Sigismondo.
The property boasts a private pool, jacuzzi, sauna, and fitness centre, alongside a fully equipped kitchen, seven bathrooms, and sleeps up to eleven guests, perfect for large families or groups seeking a luxurious Tuscan escape.
Casa Primula - Radda in Chianti
8.3 50 reviews
Radda in Chianti
05/09 – 19/09
A$195/nightTotal: A$2730 (14 )

Casa Primula

1 2
house , Gaiole in Chianti
Casa Primula is situated in Gaiole in Chianti, just 27 kilometres from both Piazza Matteotti and Piazza del Campo in Siena, offering a peaceful escape from the bustling city. The property has received excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable and enjoyable stay.
This charming villa provides three bedrooms and four bathrooms, comfortably accommodating a group of friends or family. Guests can enjoy a range of amenities, including a private swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen with a dishwasher.
Holiday Home Le Bonatte By Interhome - Radda in Chianti
10 43 reviews
Radda in Chianti
27/06 – 04/07
A$256/nightTotal: A$1792 (7 )

Holiday Home Le Bonatte By Interhome

2 2
house , Radda in Chianti
Holiday Home Le Bonatte is situated in Radda in Chianti, Tuscany, conveniently located 34km from Siena and 56km from Florence.
This five-bedroom, five-bathroom villa sleeps large groups, boasting a terrace, garden, swimming pool, Wi-Fi, parking, and a fully equipped kitchen including a fridge, freezer, and microwave; ideal for families seeking self-catering holidays in the Chianti region.
Holiday Home Ridaldi By Interhome - Radda in Chianti
8.4 17 reviews
Radda in Chianti
11/09 – 14/09
A$414/nightTotal: A$1242 (3 )

Holiday Home Ridaldi By Interhome

4 3
house , Greve in Chianti
Holiday Home Ridaldi is a 170 square metre (1830 sq ft) property situated in Greve in Chianti, 10km from Piazza Matteotti and 37km from Florence's Ponte Vecchio and Uffizi Gallery.
This four-bedroom, four-bathroom villa offers a private pool, jacuzzi, and ample parking, perfect for families or groups seeking self-catering accommodation with air conditioning (optional, €15.00) and Wi-Fi.

Best Radda in Chianti villas and holiday homes with a garden

Ancient Stone Farmhouse On A Top Of Chianti Hill With Private Garden And Lake - Radda in Chianti
9.6 5 reviews
Radda in Chianti
05/09 – 19/09
A$221/nightTotal: A$3094 (14 )

Ancient Stone Farmhouse On A Top Of Chianti Hill With Private Garden And Lake

2 2
manor house , Radda in Chianti
This family-friendly farmhouse, located in the Radda in Chianti countryside, is 5 km from the Castello di Radda winery and within 10 km of Pieve di San Leolino and the Church of Santa Maria Assunta.
This 65 square metre holiday cottage sleeps four, boasting a swimming pool, garden, terrace, fitness centre, and parking, alongside a kitchen equipped with a fridge and microwave.
La Petrosa - Radda in Chianti
8.0 2 reviews
Radda in Chianti
11/09 – 14/09
A$906/nightTotal: A$2718 (3 )

La Petrosa

5 3
house , Radda in Chianti
La Petrosa, in Radda in Chianti, is ideally located 22.5km from Piazza Matteotti and 27.4km from Piazza del Campo, offering easy access to Tuscany's key landmarks.
This 200 square metre property sleeps 22 guests and boasts five bedrooms, a private swimming pool, a terrace, a garden, parking, and a fully equipped kitchen including a dishwasher; barbecue facilities are also available.
Al Poderuzzo - Radda in Chianti
9.0 76 reviews
Radda in Chianti
05/09 – 19/09
A$334/nightTotal: A$4676 (14 )

Al Poderuzzo

1 2
house , Cavriglia
Al Poderuzzo Private Villa, located in Castelnuovo dei Sabbioni near Cavriglia, offers two self-contained units, each with its own entrance, approximately 40km from Florence and 47km from Siena.
This Tuscan holiday property features two private units, a swimming pool, jacuzzi, garden with barbecue, free Wi-Fi, and free private parking, ideal for families or groups seeking a relaxing stay with easy access to cycling routes and nearby historical cities.
Holiday Home Casa Dell'uva By Interhome - Radda in Chianti
Radda in Chianti
05/09 – 19/09
A$182/nightTotal: A$2548 (14 )

Holiday Home Casa Dell'uva By Interhome

1 2
house , Radda in Chianti
Holiday Home Casa dell'Uva by Interhome is located in Radda in Chianti, 18 kilometres from Piazza Matteotti, with major Tuscan attractions such as Piazza del Campo and the Uffizi Gallery within a 25 to 45 kilometre radius.
This 100 square metre holiday home accommodates up to seven guests across three bedrooms, featuring a fully equipped kitchenette with a dishwasher and oven, two bathrooms with bidets, free WiFi, and a garden.
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