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.

M
Ming Yee
From
Hong Kong
Amazing breakfast with homemade butter, jam and juice. The owner was very friendly and welcoming. The vineyard makes decent wines. Exceptional view from the room.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 189 reviews
Price from
US$269.52
1 night, 2 adults

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.

Z
Zoe
From
United Kingdom
Huge! Clean & very well equipped
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 80 reviews
Price from
US$136.51
1 night, 2 adults

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
Price from
US$389.40
1 night, 2 adults

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 9.3
Superb - What previous guests thought, 62 reviews
Price from
US$256.68
1 night, 2 adults

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 8.0
Very good - What previous guests thought, 62 reviews
Price from
US$105.01
1 night, 2 adults

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.

L
Lucy
From
Australia
Our stay at Relais Santa Cristina was amazing. We stayed for 3 nights, and I wish we stayed for longer! The town of Radda in Chianti is beautiful, the property is too and it is surrounded by vineyards and unbelievable views. The accommodation was.. yes, rustic/ a little dated but that is what you want when you’re in the Tuscan countryside! It was all a part of the experience! Breakfast was delicious and included everything you could need, eggs, prosciutto, cheese, yogurts, fresh pastries, fruits, juices etc. The pool was huge and had an amazing view. If you want 5 star commercialized luxury then maybe go somewhere else, but if you want a memorable, authentic & BEAUTIFUL Italian countryside stay with the kindest host, then stay here!!!
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 420 reviews
Price from
US$133.83
1 night, 2 adults

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.

B
BELINDA
From
United Kingdom
Stunning location with views over the Tuscan hills.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 254 reviews
Price from
US$139.87
1 night, 2 adults

Cavarchino B&B

Gaiole in Chianti (Near Radda in Chianti)

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.

L
Leigh
From
United Kingdom
Lovely location, easy check in. The pool was AMAZING. Clean and neat. Fresh towels. Breakfast was awesome. Comfortable bed. Air conditioning if needed.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 129 reviews
Price from
US$175.01
1 night, 2 adults

Agriturismo La Ferrozzola

Castellina in Chianti (Near Radda in Chianti)

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.

m
michal
From
Israel
The location is amazing! Staying in the vineyard with an amazing view, the most relaxing vacation I could ever dream of. The staff was amazing and help with everything and the hotel restaurant is incredible!!! Will definitely come back
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 181 reviews
Price from
US$154.59
1 night, 2 adults

Collelungo

Castellina in Chianti (Near Radda in Chianti)

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

A
Agnieszka
From
Poland
This place is absolutely stunning - even much better than on the pictures Apartments are very clean and comfortable and have top quality of furnitures and textiles All the amenities around the house are very well designed - the pool, bar, garden, you will have a peaceful stay with a beautiful view on the vineyards and the town Nearby town is lovely, great local shops and good restaurants
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 209 reviews
Price from
US$161.01
1 night, 2 adults
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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Holiday Rentals with swimming pools in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 207 reviews

    Located on a hillside and surrounded by vineyards and cypress trees, Capanelle Wine Resort is around 500mt from Gaiole in Chianti's town centre.

    From US$352.94 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 675 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$170.40 per night
  • 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$110.84 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 223 reviews

    Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.

    From US$284.80 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 354 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$212.96 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 370 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$233.35 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.

    From US$436.36 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 84 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$273.02 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 8.1
    Very good - What previous guests thought, 45 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$227.52 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.

  • Palazzo Bianciardi Attico

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 46 reviews

    Located in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo, Palazzo Bianciardi Attico provides accommodation with free WiFi in a historic building.

    From US$140.01 per night
  • Casa Vacanze Squarcialupi

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 252 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$163.81 per night
  • Borgo Carpineto

    Vagliagli
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 508 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.

  • Rosso Del Chianti

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 415 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$171.51 per night
  • Rocca Di Castagnoli

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 161 reviews

    Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

    From US$186.68 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 997 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$238.02 per night

Enjoy breakfast in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 129 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.

    From US$175.01 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 13 reviews

    Featuring garden views, Il Cielo Bio - Il più piccolo B&B del Chianti provides accommodation with a garden and a patio, around 4.2 km from Piazza Matteotti.

  • Le Lappe

    Cavriglia
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 208 reviews

    Set in Cavriglia, 31 km from The Mall Luxury Outlet, Le Lappe offers accommodation with a hot tub and wellness packages. This farm stay features a pool with a view, a garden and free private parking.

    From US$307.26 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 512 reviews

    Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

    From US$127.19 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 32 reviews

    Featuring air-conditioned accommodation with a terrace, Casa Marina is located in Radda in Chianti. With mountain views, this accommodation offers a balcony.

  • Boasting air-conditioned accommodation with a private pool, La Casa di Radda is situated in Radda in Chianti. This property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 18 reviews

    Located in Radda in Chianti, in a historic building, 19 km from Piazza Matteotti, Casa Lilio is an apartment with a garden and barbecue facilities.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Radda in Chianti, Cielo di Radda provides a private pool. This property offers access to a balcony, free private parking and free WiFi.

Highly rated holiday rentals in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 12 reviews

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

    From US$644.22 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 181 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.

    From US$154.59 per night
  • La Corte del Frate

    Panzano
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 138 reviews

    Featuring garden views, La Corte del Frate provides accommodation with barbecue facilities and a patio, around 8.7 km from Piazza Matteotti.

  • Torrione Apartment

    Panzano
    8.0+ review score
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 30 reviews

    Situated 8.6 km from Piazza Matteotti, 36 km from Ponte Vecchio and 36 km from Uffizi Gallery, Torrione Apartment features accommodation set in Panzano.

    From US$186.68 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 123 reviews

    Located just 38 km from Piazza Matteotti, Agriturismo La Forra features accommodation in Cavriglia with access to a bar, a shared lounge, as well as a concierge service.

    From US$268.35 per night
  • Villino Chianti

    Cavriglia
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 31 reviews

    Situated in Cavriglia, the recently renovated Villino Chianti features accommodation 30 km from The Mall Luxury Outlet and 36 km from Piazza Matteotti.

    From US$158.68 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 62 reviews

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

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 9 reviews

    Set in Radda in Chianti, 36 km from Piazza del Campo and 37 km from The Mall Luxury Outlet, Apartment in Radda with Garden offers a garden and air conditioning.

FAQ about holiday rentals in Radda in Chianti

Holiday rentals that guests love in Radda in Chianti

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  • Avg. price/night: US$305.46
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 536 reviews
    Excellent location / village and views full of history.
    Guest review by
    philip
    Solo traveller
  • Avg. price/night: US$305.46
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 536 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
  • Avg. price/night: US$216.32
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 189 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
  • Scored out of 10, guest rating 9.0
    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
  • 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
  • Avg. price/night: US$305.46
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 536 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
  • Avg. price/night: US$305.46
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 536 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