The 10 best holiday rentals in Radda in Chianti, Italy | Booking.com
Skip to main content

Holiday Rentals in Radda in Chianti

Find the holiday rentals that appeal to you the most

The best holiday rentals in Radda in Chianti

Check out our pick of great holiday rentals in Radda in Chianti

Show hotels on map

Filter by:

Review score

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.

S
Sebastian
From
Sweden
The location was stunning, the food was great and the service was even better. We cannot wait to visit again!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 194 reviews
Price from
US$270.58
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.

m
madalina
From
Romania
The property is very nice, in a calm little town We enjoyed every single day
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 80 reviews
Price from
US$137.05
1 night, 2 adults
Check availability

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$390.94
1 night, 2 adults
Check availability

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
Penelope
From
Australia
We loved everything about our stay at Il Bonagino. The location is great for exploring all the towns, vineyards and sights of Chianti…and the view from the property is stunning. Our room was clean and comfortable, with all we needed. The staff were fabulous, particularly Kena, who is the heart and soul of Il Bonagino. Super friendly and helpful…nothing was too much trouble. She provided heaps of tips for places to visit (& eat) throughout Chianti and for the rest of our time in Tuscany! Just fabulous and highly recommend.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews
Price from
US$257.70
1 night, 2 adults
Check availability

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, 63 reviews
Price from
US$105.42
1 night, 2 adults
Check availability

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.

B
Bogdan
From
Romania
An extraordinary experience during the grape harvest!!!
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 421 reviews
Price from
US$134.35
1 night, 2 adults
Check availability

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 9.3
Superb - What previous guests thought, 257 reviews
Price from
US$140.42
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 9.1
Superb - What previous guests thought, 140 reviews
Price from
US$175.70
1 night, 2 adults
Check availability

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 9.1
Superb - What previous guests thought, 180 reviews
Price from
US$155.20
1 night, 2 adults
Check availability

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, 205 reviews
Price from
US$161.65
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

See all

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, 680 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, 416 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, 116 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, 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$142.90 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, 1,235 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$127.68 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 368 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, 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.

  • 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, 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$208.79 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, 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.

    From US$172.19 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$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, 495 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

See all

  • 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