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, 195 reviews
Price from
US$270.09
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.

C
Carla Garton
From
New Zealand
Everything! Honestly just gorgeous, highly recommend staying here. Gorgeous wee village and a restaurant 1min walk up the road which was super authentic, make sure you call in and book with Leonardo while you're there. The hosts of Casia Badia are fantastic and the apartment is roomy and gorgeous
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 79 reviews
Price from
US$115.75
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.

c
cheryl
From
United Kingdom
Everything, the dog is so friendly, please play with him. He loves to play with the stone 🥰
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Price from
US$390.22
1 night, 2 adults
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Agriturismo Borgo Il Bonagino

Radda in Chianti

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

P
Peter
From
Jersey
The fantastic views and rustic charm and the beautiful swimming pool nice and attentive staff
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews
Price from
US$385.84
1 night, 2 adults
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Agriturismo Malpensata

Radda in Chianti

Featuring a garden and views of city, Agriturismo Malpensata is a farm stay situated in a historic building in Radda in Chianti, 19 km from Piazza Matteotti.

N
Nikolina
From
Bulgaria
The view was absolutely stunning! The breakfast was very rich and tasty and the bed was very comfortable. The room was basic and absolutely charming! The place looks old and authentic and this is what I looked for and I really loved our stay in this place!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 268 reviews
Price from
US$128.61
1 night, 2 adults
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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.

C
Cora_ini
From
Brazil
Absolute gem. In the middle of the mountains with a great view. Big room and even bigger bathroom. Definitely would love to go back. The lady at the reception was kind and helpful always ready to help us with a big smile. I wish we had stayed longer.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 328 reviews
Price from
US$105.70
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 8.0
Very good - What previous guests thought, 62 reviews
Price from
US$105.23
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.

M
Michelle
From
Finland
The atmosphere was just perfect
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 416 reviews
Price from
US$134.11
1 night, 2 adults
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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, 257 reviews
Price from
US$140.16
1 night, 2 adults
Check availability

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 9.0
Superb - What previous guests thought, 141 reviews
Price from
US$175.38
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, 73 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 8.7
    Fabulous - What previous guests thought, 58 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$134.46 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 683 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$258.16 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 417 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.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 204 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$161.35 per night
  • 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$189.41 per night
  • Scored out of 10, guest rating 8.4
    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$111.07 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 9 reviews

    Set within 25 km of Piazza del Campo and 26 km of Piazza Matteotti, B&B Borgolecchi, Lecchi in Chianti provides rooms with air conditioning and a private bathroom in San Sano.

Enjoy breakfast in Radda in Chianti and nearby

  • 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$251.28 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,235 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$139.13 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 366 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...

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 596 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$437.28 per night

  • Borgo Carpineto

    Vagliagli
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 510 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$105.23 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 572 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$208.41 per night

  • La Sosta

    Panzano
    Breakfast options
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 229 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$140.30 per night
  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 431 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$114.58 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$227.99 per night

  • Villa Rosa Panzano

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 120 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$142.64 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, 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.

  • Mariani Bed&Breakfast

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 152 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$116.92 per night

  • Rosso Del Chianti

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 411 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.

  • 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$337.90 per night

  • Casa Volpini

    Panzano
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 325 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$111.07 per night

  • Castellinuzza

    Greve in Chianti
    Free cancellation options available
    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$227.99 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$307.50
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 195 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, 415 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