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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.

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 9.4
Superb - What previous guests thought, 188 reviews
Price from
US$267.13
1 night, 2 adults

Castello di Volpaia

Radda in Chianti

Featuring pool with a view and views of garden, Castello di Volpaia is a country house situated in a historic building in Radda in Chianti, 22 km from Piazza Matteotti.

M
MAAYAN
From
Israel
Magical place inside a tiny historical village. The staff was very kind, the little pizza place owned by the hotel was absolutely amazing (best ice cream I ever had!!), beds were very comfy and the room had a gorgeous view. Highly recommended!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 539 reviews
Price from
US$292.57
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, 85 reviews
Price from
US$135.30
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$385.95
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.

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$254.41
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 8.1
Very good - What previous guests thought, 62 reviews
Price from
US$104.08
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.

B
Bogdan
From
Romania
An extraordinary experience during the grape harvest!!!
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 419 reviews
Price from
US$132.64
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, 247 reviews
Price from
US$138.63
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, 127 reviews
Price from
US$173.46
1 night, 2 adults

Agriturismo La Ferrozzola

Castellina in Chianti (Near Radda in Chianti)

Featuring pool views, Agriturismo La Ferrozzola offers accommodation with patio, around 22 km from Piazza Matteotti.

T
Tim
From
United Kingdom
Location was fantastic. The view was wonderful, the site perfect and property more spacious than we expected. The lady who checked us in at the hotel was very nice, with Castellina a good base for exploring near by San Gim, Siena, etc. We loved the cuddly friendly dog! Hosts very responsive with any questions and gave good recomendations.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 177 reviews
Price from
US$153.22
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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Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 416 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 188 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 62 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 62 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 85 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 148 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 7.1
Good - What previous guests thought, 419 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 331 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 276 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 539 reviews

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

Podere Erbolino

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 17 reviews

Located in Gaiole in Chianti in the Tuscany region, Podere Erbolino has a balcony. A hot tub is available for guests.

From US$681.72 per night

Capannelle Wine Resort

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 205 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$337.09 per night

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$225.50 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.

Castello Di Meleto

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 666 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$168.89 per night

Palazzo Bianciardi Attico

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 48 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.

Casa Vacanze Squarcialupi

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 247 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$132.38 per night

Borgo Carpineto

Vagliagli
Free cancellation options available
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.

Enjoy breakfast in Radda in Chianti and nearby

Rosso Del Chianti

Panzano
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 420 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$169.99 per night
Scored out of 10, guest rating 10
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.

From US$163.92 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 165 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$185.02 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,008 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$235.91 per night

Le Lappe

Cavriglia
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 210 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$251.34 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 120 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$194.28 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 510 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$126.06 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.

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$581.75 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$109.86 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$265.39 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 177 reviews

Featuring pool views, Agriturismo La Ferrozzola offers accommodation with patio, around 22 km from Piazza Matteotti.

From US$153.22 per night

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$185.02 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.

From US$130.10 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$157.27 per night
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.

Holiday Rentals with swimming pools in Radda in Chianti and nearby

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 59 reviews

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

From US$161.90 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, 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.

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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Located in Radda in Chianti, 18 km from Piazza Matteotti and 36 km from Piazza del Campo, Chianti Hillside Farmhouse provides accommodation with free WiFi, air conditioning, a garden and barbecue...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 4 reviews

Pretty farmhouse with terrace, a property with a garden, is located in Radda in Chianti, 36 km from Piazza del Campo, 37 km from The Mall Luxury Outlet, as well as 45 km from Ponte Vecchio.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located only 19 km from Piazza Matteotti in Radda in Chianti, Holiday Home Le Bonatte by Interhome provides accommodation equipped with a terrace, garden and seasonal outdoor pool.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Located only 19 km from Piazza Matteotti in Radda in Chianti, Holiday Home Le Bonatte-3 by Interhome provides accommodation equipped with a terrace, garden and seasonal outdoor pool.

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, 539 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, 539 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
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 188 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, 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
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, 539 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, 539 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