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

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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 8.1
    Very good - What previous guests thought, 47 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$228.41 per night

  • B&B L'Eroico

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 83 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.

    From US$183.67 per night

  • Castelli del Chianti

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 66 reviews

    Featuring garden views, Castelli del Chianti provides accommodation with balcony, around 29 km from Piazza Matteotti.

  • Castello Di Meleto

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 681 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$258.63 per night

  • Borgo Di Pietrafitta Relais

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 418 reviews

    Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.

  • Residenzia Del Sogno

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 115 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$189.76 per night

  • Badia a Coltibuono Wine Resort

    Gaiole in Chianti
    Free cancellation options available
    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$262.38 per night

  • Villa Rosa Panzano

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 119 reviews

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

    From US$142.90 per night

Enjoy breakfast in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 140 reviews

    Featuring a garden and views of pool, Cavarchino B&B is a bed and breakfast situated in a historic building in Gaiole in Chianti, 30 km from Piazza Matteotti.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 361 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$226.45 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 157 reviews

    Set within 30 km of Piazza Matteotti and 31 km of Piazza del Campo, Rietine24 offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,236 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.

    From US$127.68 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 369 reviews

    Located in Greve in Chianti, within 4.8 km of Piazza Matteotti and 32 km of Piazzale Michelangelo, Il Casello Country House provides accommodation with pool with a view and free WiFi as well as free...

    From US$234.27 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 594 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.

  • Borgo Carpineto

    Vagliagli
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 512 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$105.42 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 571 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$208.79 per night

Highly rated holiday rentals in Radda in Chianti and nearby

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 107 reviews

    Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

    From US$111.28 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 257 reviews

    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.

    From US$151.81 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 81 reviews

    Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Casa Panzano Tuscany is situated in Panzano. With garden views, this accommodation features a patio.

    From US$274.10 per night

  • Rosso Del Chianti

    Panzano
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 410 reviews

    Offering a garden and inner courtyard view, Rosso Del Chianti is situated in Panzano, 34 km from Piazzale Michelangelo and 36 km from Ponte Vecchio.

    From US$172.19 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 991 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$284.50 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 180 reviews

    Set in Castellina in Chianti and only 22 km from Piazza Matteotti, Agriturismo La Ferrozzola offers accommodation with pool views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 490 reviews

    Boasting views of the Chianti countryside and a private winery, Castellinuzza is set in a 19th-century villa, just a 15-minute drive from Greve in Chianti.

    From US$169.85 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 133 reviews

    Situated in Panzano, 8.7 km from Piazza Matteotti and 36 km from Ponte Vecchio, Residenza Antico Chianti features accommodation with free WiFi in a historic building.

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
    Avg. price/night: US$306.66
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 543 reviews
    Excellent location / village and views full of history.
    Guest review by
    philip
    Solo traveller

  • Castello di Volpaia

    Holiday Rental in Radda in Chianti
    Avg. price/night: US$306.66
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 543 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$368.98
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 194 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, 414 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
    Avg. price/night: US$306.66
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 543 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
    Avg. price/night: US$306.66
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 543 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