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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

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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.

M
Mark
From
United Kingdom
Corte Domina just gets things right. It shouldn't be difficult, but often you stay in places and they get it so wrong. This place is wonderful. The outside terrace for breakfast, lunch and dinner is just a slice of heaven at the right time of day, overlooking Corte Domina's organic vineyards which produce some incredible wine. It turns out my taste in wine is actually pretty good. After raving about their Rosé we were then told that its rated about 5 out of 300 in Italy! and the current owners have only been doing this for a few years! Amazing place, fantastic, fantastic staff, owners, beautiful rooms and their Chef knows his stuff! Thank you, can't wait to stay again!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 173 reviews
Price from
US$269.07
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.

A
Aleksandra
From
Luxembourg
Quiet and rural place in Tuscany, feels like a fairytale stay in a medieval castle. Staff were super nice. Room was clean and tidy, complementary red wine on arrival was a nice touch.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 530 reviews
Price from
US$294.69
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.

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, 87 reviews
Price from
US$136.28
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.

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 9.3
Superb - What previous guests thought, 61 reviews
Price from
US$256.26
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, 64 reviews
Price from
US$104.83
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
Bianca Maria
From
Italy
Everything was great! Excellent dinner
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 408 reviews
Price from
US$133.60
1 night, 2 adults

Agriturismo San Sano

Gaiole in Chianti (Near Radda in Chianti)

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.

A
Ana
From
Ireland
It is an amazing place to relax, with a stunning view an great hosts!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 reviews
Price from
US$126.85
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.

N
Nicole
From
Italy
A very comfortable apartment, with everything needed, including access to the hotel pool. The position is really great for Tuscany. The staff were very friendly and helped us kindly with extra tea for the apartment. I would love to stay a week!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 233 reviews
Price from
US$138.38
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.

S
Sharon
From
Israel
Everything was beyond expected The most beautiful place, the nicest host, great location. We will be back, that’s for sure!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 126 reviews
Price from
US$174.72
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.

R
Randi
From
Norway
A stunningly beautiful place with views over olive groves and vineyards. So much charm and lovely details throughout. The view is unrealistically beautiful – it feels like a dream!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews
Price from
US$154.34
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 9.1
Superb - What previous guests thought, 307 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 32 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 13 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 415 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 50 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 121 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 147 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 61 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 173 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 530 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 9.2
Superb - What previous guests thought, 17 reviews

Podere Erbolino, a property with a garden, is located in Gaiole in Chianti, 28 km from Piazza Matteotti, 29 km from Piazza del Campo, as well as 39 km from The Mall Luxury Outlet.

Capannelle Wine Resort

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 202 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 8.0
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$227.14 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, 81 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, 657 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.

Borgo Di Pietrafitta Relais

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 394 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.

Borgo Casa al Vento

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 358 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$233.99 per night

Casa Vacanze Squarcialupi

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 233 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$164.80 per night

Highly rated holiday rentals in Radda in Chianti and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 51 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$116.48 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews

Offering a garden and garden view, Casa Vacanze Chianti Summer is located in Gaiole in Chianti, 35 km from The Mall Luxury Outlet and 49 km from Piazza Grande.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 104 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.

Borgo Carpineto

Vagliagli
8.0+ review score
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 509 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$116.48 per night
Scored out of 10, guest rating 8.7
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$707.62 per night

Amoliv

Arezzo
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 16 reviews

Boasting air-conditioned accommodation with a private pool, pool view and a patio, Amoliv is set in Arezzo. This property offers access to a balcony, table tennis, free private parking and free WiFi.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 163 reviews

Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews

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

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, 208 reviews

31 km from The Mall Luxury Outlet in Cavriglia, Le Lappe offers accommodation with access to a hot tub and wellness packages.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 112 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$183.46 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 495 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.

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 9.5
Exceptional - What previous guests thought, 19 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
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.

Holiday Rentals with swimming pools in Radda in Chianti and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews

Boasting accommodation with a private pool, Tuscan Countryside Paradise with Pool is located in Cavriglia. This property offers access to a balcony, free private parking and free WiFi.

From US$545.13 per night
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 58 reviews

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

From US$163.07 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 61 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.

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, 530 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, 530 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, 173 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, 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
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, 530 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, 530 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