The 10 best holiday rentals in Radda in Chianti, Italy | Booking.com
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Holiday Rentals in Radda in Chianti

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The best holiday rentals in Radda in Chianti

Check out our pick of great holiday rentals in Radda in Chianti

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Tenuta Cortedomina

Radda in Chianti

Set within 18 km of Piazza Matteotti and 36 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti.

C
Corinne
From
Malta
Rooms were very comfortable especially the beds and bathrooms were very spacious. Breakfast was home made and fresh, everything was very good.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 203 reviews
Location 9.5
Price from
US$273.78
1 night, 2 adults
Check availability

Casa Badia

Radda in Chianti

Casa Badia has quiet street views, free WiFi and free private parking, situated in Radda in Chianti, 18 km from Piazza Matteotti.

I
Iryna
From
Czech Republic
A wonderful place where the hosts have taken care of everything and thought through every detail. It’s so nice to feel cared for. Staying in this quiet and beautiful place was perfect for us! Many thanks to the hosts of this home!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 76 reviews
Location 9.2
Price from
US$120.53
1 night, 2 adults
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Rifugio sulla via di Volpaia

Radda in Chianti

Featuring garden views, Rifugio sulla via di Volpaia features accommodation with a garden and a terrace, around 21 km from Piazza Matteotti.

R
Rune
From
Denmark
Beautifull place and perfect apartment. Really nice Host
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Location 9.6
Price from
US$395.56
1 night, 2 adults
Check availability

Agriturismo Borgo Il Bonagino

Radda in Chianti

Featuring mountain views, Agriturismo Borgo Il Bonagino offers accommodation with balcony, around 19 km from Piazza Matteotti.

M
Maya
From
Israel
This is an incredible peaceful place. The hosts are amazing and so kind! The house was just perfect and the view was out of this world. We would definitely come back!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews
Location 9.5
Price from
US$391.12
1 night, 2 adults
Check availability

Villa Sant’Uberto Country Inn

Radda in Chianti

If you are looking for a relaxing break in a peaceful location where the only sound is the birds singing, Villa Sant’Uberto is perfect.

L
Lock
From
Australia
Amazing location with spectacular Tuscan views and close to the town of Radda.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 333 reviews
Location 8.9
Price from
US$113.07
1 night, 2 adults
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Relais Santa Cristina

Radda in Chianti

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

E
Edvinas
From
Lithuania
Really great host, perfect location, beautiful environment
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 417 reviews
Location 8.6
Price from
US$135.94
1 night, 2 adults
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Camere e Appartamenti Baldini Romanita

Radda in Chianti

Boasting quiet street views, Camere e Appartamenti Baldini Romanita provides accommodation with patio, around 18 km from Piazza Matteotti.

t
turistikomercom
From
Turkey
This was probably the best b&b experience of me, I especially would like to highlight the owner, her mom and the lovely dog. All were so warm, lovely, hospitable. I felt like I am at home, they gave me a bottle of Chianti and some cinnamon cookies once I arrived to apartment. I enjoyed the Chianti in my garden with a view of Radda vineyards. Next day Nonna made bruschettas for me , I felt like she is my Nonna and feeding me like her son or grandchild. They are good people and the accomodation is excellent, in the heart of Radda , only 250 minutes walk to the center, comfortable , clean , windows of the room is opening to heaven (vineyards). I definitely will go again. I am so thankful to Nonna and her daughter, both are amazing people.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 63 reviews
Location 8.7
Price from
US$106.67
1 night, 2 adults
Check availability

Agriturismo San Sano

Gaiole in Chianti (Near Radda in Chianti)

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

N
Nadezhda
From
Russia
Nice place to stay for a few days! Very cute and convenient room with nice view from the window! The breakfast was very tasty with good choice of sweets, cheese, meat and fruits!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,249 reviews
Location 9.4
Price from
US$176.59
1 night, 2 adults
Check availability

Agriturismo Villa Godenano - Pool&Restaurant

Castellina in Chianti (Near Radda in Chianti)

Boasting pool views, Agriturismo Villa Godenano - Pool&Restaurant provides accommodation with pool with a view, a garden and a tennis court, around 21 km from Piazza Matteotti.

S
Sari
From
Finland
Location near village, breakfast, staff, pool, view, Bianca cat…
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 583 reviews
Location 9.3
Price from
US$214.94
1 night, 2 adults
Check availability

Casa Vacanze Squarcialupi

Castellina in Chianti (Near Radda in Chianti)

Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

K
Kit Yan
From
Hong Kong
A perfect stay with stunning view.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 259 reviews
Location 9.7
Price from
US$143.36
1 night, 2 adults
Check availability
All holiday rentals in Radda in Chianti

Most booked holiday rentals in Radda in Chianti and surroundings in the past month

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Highly rated holiday rentals in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 75 reviews

    Featuring an open-air bath and views of garden, Tenuta Di San Giusto in Salcio is a homestay set in a historic building in Gaiole in Chianti, 21 km from Piazza Matteotti.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 60 reviews

    Set just 26 km from Piazza Matteotti, Casa Vacanze Vertine offers accommodation in Gaiole in Chianti with access to a spa and wellness centre, an open-air bath, as well as a 24-hour front desk.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 11 reviews

    Boasting air-conditioned accommodation with a private pool, Casa Vacanze Chianti Summer is situated in Gaiole in Chianti.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 81 reviews

    Offering a garden and city view, B&B L'Eroico is set in Gaiole in Chianti, 30 km from Piazza Matteotti and 30 km from Piazza del Campo.

  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 123 reviews

    Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 694 reviews

    Offering an open-air bath and garden view, Castello Di Meleto is set in Gaiole in Chianti, 29 km from Piazza Matteotti and 30 km from Piazza del Campo.

    From US$314.85 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 59 reviews

    Set in Gaiole in Chianti and only 30 km from Piazza Matteotti, La Loggetta - Apartments offers accommodation with pool views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 206 reviews

    Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.

    From US$163.56 per night

Enjoy breakfast in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 309 reviews

    Badia a Coltibuono, Abbey of 1051, is the first wine resort in Chianti that offers a truly exceptional experience.

    From US$331.86 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 363 reviews

    Borgo Casa Al Vento is in the Tuscan countryside, 3 km from Gaiole In Chianti. It offers sport activities and a panoramic pool.

    From US$229.12 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,249 reviews

    Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 598 reviews

    Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

    From US$514.38 per night

  • Borgo Carpineto

    Vagliagli
    Breakfast options
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 514 reviews

    Borgo Carpineto features a hot tub and free private parking, and is within 16 km of Piazza del Campo and 30 km of Piazza Matteotti.

    From US$106.67 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 583 reviews

    Boasting pool views, Agriturismo Villa Godenano - Pool&Restaurant provides accommodation with pool with a view, a garden and a tennis court, around 21 km from Piazza Matteotti.

    From US$262.70 per night

  • La Sosta

    Panzano
    Breakfast options
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 228 reviews

    Set within 7.1 km of Piazza Matteotti and 34 km of Ponte Vecchio, La Sosta offers rooms with air conditioning and a private bathroom in Panzano.

    From US$142.22 per night
  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 430 reviews

    Villa Cristina is situated in Castellina in Chianti, 20 km from Piazza Matteotti, 23 km from Piazza del Campo, and 41 km from Piazzale Michelangelo.

    From US$116.15 per night

These holiday rentals in Radda in Chianti and nearby have options with free cancellation

  • Chianti chic

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 46 reviews

    Located in Gaiole in Chianti, 27 km from Piazza Matteotti and 28 km from Piazza del Campo, Chianti chic offers air conditioning.

    From US$231.11 per night

  • Residenzia Del Sogno

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 117 reviews

    The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi.

    From US$170.67 per night

  • Villa Sofia & Spa

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 70 reviews

    Boasting a spa bath, Villa Sofia & Spa is set in Gaiole in Chianti. Built in 13th century, the property includes hot tub and spa centre.

  • Villa Rosa Panzano

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 128 reviews

    Boasting pool with a view, garden and views of pool, Villa Rosa Panzano is located in Panzano, 11 km from Piazza Matteotti.

  • Mariani Bed&Breakfast

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 156 reviews

    Set in Castellina in Chianti and only 20 km from Piazza Matteotti, Mariani Bed&Breakfast offers accommodation with garden views, free WiFi and free private parking.

    From US$124.45 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 982 reviews

    Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

    From US$330.67 per night

  • Casa Volpini

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 331 reviews

    Situated within 6.3 km of Piazza Matteotti and 33 km of Ponte Vecchio, Casa Volpini features rooms with air conditioning and a private bathroom in Panzano.

    From US$112.59 per night

  • Podere Palazzolo (ADULTS ONLY)

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 164 reviews

    Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. Parking and Wi-Fi are free.

    From US$160 per night

FAQ about holiday rentals in Radda in Chianti

Holiday rentals that guests love in Radda in Chianti

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  • Castello di Volpaia

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 541 reviews
    Excellent location / village and views full of history.
    Guest review by
    philip
    Solo traveller

  • Castello di Volpaia

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 541 reviews
    Such a quaint little village. The food at breakfast was great - yoghurt, fruit, bread, cheeses, meats, cakes .. and they'll cook up eggs and crispy bacon for you on request. The location for breakfast was very beautiful. The room, bed and bathroom all felt luxurious. A very quiet village with cyclists coming and going. Bar Ucci was good value for both lunch and dinner with a lovely atmosphere.
    Guest review by
    Eve
    Group

  • Tenuta Cortedomina

    Holiday Rental in Radda in Chianti
    Avg. price/night: US$299.86
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 203 reviews
    The Villa is very beautiful with surprising and fun details. It is comfortable and feels as home, welcoming, warm and comfortable. Nice little spots have been created for seating and relaxing. The surrounding vineyards, the calm colors and the peace all attribute to the experience.
    Guest review by
    Ellen
    Solo traveller

  • Fattoria Poggerino

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 418 reviews
    DELICIOUS Breakfast!!!! Every morning freshly prepared products by Kristina and the team. Fattoria Poggerino is located in a nice small Tuscan village which is really well situated to visit the bigger villages/cities (Siena, Florence, ... )
    Guest review by
    Ethel
    Young couple

  • Holiday Home Villa del Poggio by Interhome

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews
    The villa and grounds are outstanding. Fantastic surroundings and the hosts are incredible people. We had a brilliant 3 week stay. The town of radda is beautiful with lots of bars and restaurants. The local bar and osteria down the hill from the villa are great. Perfect location to visit many towns.
    Guest review by
    David
    Solo traveller

  • Castello di Volpaia

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 541 reviews
    After seeing other villages in Tuscany, staying at the Castello in Volpaia was an absolute winner. Room was beautiful, nice touches like wine on arrival, breakfast was amazing. Volpaia is absolutely beautiful too.
    Guest review by
    caroline
    Group

  • Castello di Volpaia

    Holiday Rental in Radda in Chianti
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 541 reviews
    The location and tranquility and charm of the of the village was perfect, great little room and on our last night had a meal in the restaurant attached to winery. Waitress( chef’s wife ) was lovely. Food excellent!!
    Guest review by
    Jill
    Young couple