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.

D
Dawn
From
United States
Beautiful property with fabulous wine and staff that could not have been more kind.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 190 reviews
Price from
US$268.51
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.

K
KAROLINA
From
Poland
Wonderful host, very well located and maintained place. Cleanliness at the highest level. Leaving water in the fridge and some snack for breakfast was super nice. Definetely place to revisit :)
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 80 reviews
Price from
US$136
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.

Я
Янева
From
Bulgaria
The place is amazing! If you want to experience Toscan, that's the place! Location is perfect - just about an hour away from Florence, Siena, Pisa and much less away from little villages such as San Gemigniano and all Chianti villages. View is breathtaking! The host is very nice and always ready to help. You can buy wine and olive oil and enjoy nature and real silence. The apartment has everything a family needs for a week stay - fully equipped kitchen, washing machine, iron, ironing table, hair dryer. We had amazing time in Rifugio sulla via di Volpaia and we would come back again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Price from
US$387.95
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.

H
Hayley
From
United Kingdom
Kena and her team were absolutely incredible throughout the whole duration of our stay. They all made us feel so welcome during our stay and northing was too much for the team to accomodate, they recommended places to visit within the area and put on wine tasting with food for us which we would highly recommend to others. The rooms are beautifully decorated in a traditional Tuscan style and are very comfortable to stay in. Our apartment was perfect in every way and we really appreciated a washing machine. The property offers stunning views over the Tuscan countryside with free secure parking on site. Would 100% recommend and hope to return one day!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 62 reviews
Price from
US$255.73
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.

M
Marcio Miranda Da Silva
From
Switzerland
We loved our stay at Romanita's place. The view from the balcony was stunning. Romanita was a fantastic host...and her homemade biscotti were delicious.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 62 reviews
Price from
US$104.62
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.

M
Mareike
From
Germany
We loved everything! Francesco and his team were exceptional - always there and going out of their way to make things possible. We loved our apartment, which was perfect for a family stay, and the pool area. The premises are a beautiful insight into a typical Tuscan agriturismo, and perfectly located for trips to other worthwhile towns - we spent the day at the pool and set out sightseeing after the heat, which was a rewarding combination for the adults and the kids. We will definitely be back!!!
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 418 reviews
Price from
US$133.33
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.

m
mariasaridou
From
Greece
The apartment was clean and spacious with all we needed for our 2 night stay. The location was within close walking distance to the town with many restaurants. Check-in via the hotel nearby, the staff was extremely friendly and helpful. You get discount in the amazing restaurant near the hotel and shop as well as free access to the hotel swimming pool that can be a nice option. The breakfast choice was excellent. The restaurant food was great with a wonderful view from the terrace.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 253 reviews
Price from
US$139.35
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.

D
David
From
Australia
This was my third visit, so that speaks for itself. Very comfortable and welcoming. I’ll be back for a fourth visit!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 133 reviews
Price from
US$174.36
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$154.02
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.

G
Glen
From
Canada
The location, the vineyards, the pool, the comfy club chairs and fireplace in our room. Fabiola and her staff were friendly and efficient. Fabiola was especially calm and caring during powerful thunder storm and power interruptions.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 208 reviews
Price from
US$160.41
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, 210 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$350.73 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 674 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$169.34 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 58 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 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$110.43 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$283.74 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 355 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$212.16 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 593 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$388.24 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 83 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$271.31 per night

Highly rated holiday rentals in Radda in Chianti and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 133 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$174.36 per night
  • 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$226.09 per night
  • 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$640.19 per night
  • 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.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 45 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$139.49 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 253 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$163.20 per night
  • Borgo Carpineto

    Vagliagli
    8.0+ review score
    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
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 418 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$170.87 per night

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

  • 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$236.53 per night
  • Agriturismo La Ferrozzola

    Castellina in Chianti
    Free cancellation options available
    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$154.02 per night
  • La Corte del Frate

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 137 reviews

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

    From US$68 per night
  • Torrione Apartment

    Panzano
    Free cancellation options available
    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$185.51 per night
  • Le Lappe

    Cavriglia
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 209 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$306.12 per night
  • Agriturismo La Forra

    Cavriglia
    Free cancellation options available
    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$195.28 per night
  • Castello di Selvole

    Vagliagli
    Free cancellation options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 57 reviews

    Set in a historical hills of Chianti Classico, Castello di Selvole is a winery offering hospitality with an outdoor pool.

    From US$162.74 per night
  • Agriturismo Oliviera Winery

    Vagliagli
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 514 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$126.39 per night

Enjoy breakfast in Radda in Chianti and nearby

  • 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.

  • 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.

  • Featuring accommodation with a private pool, La Casanova is located in Radda in Chianti. This property offers access to a balcony, free private parking and free WiFi.

  • 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, 3 reviews

    Located in Radda in Chianti, 18 km from Piazza Matteotti, Escape to Vineyards, Elba offers accommodation with free WiFi, a terrace or a patio and access to a garden and an outdoor pool.

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$304.32
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 537 reviews
    Excellent location / village and views full of history.
    Guest review by
    philip
    Solo traveller
  • Avg. price/night: US$304.32
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 537 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$268.51
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 190 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 9.1
    Superb - What previous guests thought, 416 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$304.32
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 537 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$304.32
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 537 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