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.

H
Heather
From
New Zealand
The beautiful scenery, the relaxing feeling and the kind welcoming staff. The food was also exceptional.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 193 reviews
Price from
US$267.50
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.

S
Steve
From
United Arab Emirates
We chose this location as it was close to Castello di Albola winery where we visited for lunch. This was a hidden gem. The entire apartment was fitted out with everything you need for a stay. Nothing was missing! The charm of the old architecture in the entire village was amazing. So lovely. Would return again.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 80 reviews
Price from
US$135.49
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$386.48
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 9.4
Superb - What previous guests thought, 61 reviews
Price from
US$254.76
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.

D
Dimitrios
From
Germany
Wonderful people, village, view and wine!
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 62 reviews
Price from
US$104.22
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, 421 reviews
Price from
US$132.82
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 9.3
Superb - What previous guests thought, 256 reviews
Price from
US$138.82
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.

A
Ada
From
Luxembourg
Amazing place to stay in Giaole in Chianti. The staff was very welcoming and helpful, the room was very comfy and the breakfast delicious. I particularly liked the pool area which offered a beautiful view of the town.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 137 reviews
Price from
US$173.70
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.

E
Emelie
From
Sweden
Our place were in to floors with 2 bedrooms upstaris and kitchen and livingrooms at entry floor. Calming area and beautiful everywhere.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 180 reviews
Price from
US$153.44
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.

M
Monique
From
Netherlands
Super friendly, great view and lovely place.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 207 reviews
Price from
US$159.80
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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These holiday rentals in Radda in Chianti and nearby have options with free cancellation

  • Capannelle Wine Resort

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 211 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.

  • Chianti chic

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very 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$225.81 per night
  • Castello Di Meleto

    Gaiole in Chianti
    Free cancellation options available
    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$179.78 per night
  • La Loggetta - Apartments

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    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.

  • Badia a Coltibuono Wine Resort

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 317 reviews

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

    From US$259.39 per night
  • Querceto Di Castellina

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 225 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.

  • Borgo Casa al Vento

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 356 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$248.88 per night
  • Casa Vacanze Squarcialupi

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 256 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$161.33 per night

Highly rated holiday rentals in Radda in Chianti and nearby

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 57 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.

    From US$133.17 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 137 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 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 8.3
    Very good - What previous guests thought, 106 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$110.01 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 595 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$792.07 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 82 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$270.97 per night
  • Rosso Del Chianti

    Panzano
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 413 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$170.23 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 990 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$224.65 per night

Enjoy breakfast in Radda in Chianti and nearby

  • Le Lappe

    Cavriglia
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 207 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$331.59 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 121 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$182.38 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 311 reviews

    Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.

    From US$341.61 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 515 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$133.67 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 13 reviews

    Set in Radda in Chianti in the Tuscany region, Heart of Chianti - a warm flat in Radda features a balcony.

  • 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.

FAQ about holiday rentals in Radda in Chianti

Holiday rentals that guests love in Radda in Chianti

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  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 540 reviews
    Excellent location / village and views full of history.
    Guest review by
    philip
    Solo traveller
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 540 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$292.97
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 193 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, 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
  • 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
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 540 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
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 540 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