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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.

c
carmopinto
From
Portugal
Beautiful and peaceful property in the Chianti clássico region with it's own wine production and restaurant Small hotel with just 4-5 rooms that favours privacy Amazing and big room with great decor Good amenities Good breakfast, with scrambled eggs and cappuccino made on demand Great wine tasting, my favourite was the rose wine. The owner even gave us a bottle at the end of the stay
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 189 reviews
Price from
US$268.56
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.

R
Ricarda
From
Austria
Beautiful landscape and village! The staff was very friendly and helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 reviews
Price from
US$294.14
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.

I
Iryna
From
Czech Republic
A wonderful place where the hosts have taken care of everything and thought through every detail. It’s so nice to feel cared for. Staying in this quiet and beautiful place was perfect for us! Many thanks to the hosts of this home!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 84 reviews
Price from
US$136.02
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.

Я
Янева
From
Bulgaria
The place is amazing! If you want to experience Toscan, that's the place! Location is perfect - just about an hour away from Florence, Siena, Pisa and much less away from little villages such as San Gemigniano and all Chianti villages. View is breathtaking! The host is very nice and always ready to help. You can buy wine and olive oil and enjoy nature and real silence. The apartment has everything a family needs for a week stay - fully equipped kitchen, washing machine, iron, ironing table, hair dryer. We had amazing time in Rifugio sulla via di Volpaia and we would come back again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Price from
US$388.02
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, 62 reviews
Price from
US$255.77
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$104.63
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.

M
Mareike
From
Germany
We loved everything! Francesco and his team were exceptional - always there and going out of their way to make things possible. We loved our apartment, which was perfect for a family stay, and the pool area. The premises are a beautiful insight into a typical Tuscan agriturismo, and perfectly located for trips to other worthwhile towns - we spent the day at the pool and set out sightseeing after the heat, which was a rewarding combination for the adults and the kids. We will definitely be back!!!
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 419 reviews
Price from
US$133.35
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.

K
Kit Yan
From
Hong Kong
A perfect stay with stunning view.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 251 reviews
Price from
US$139.37
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, 129 reviews
Price from
US$174.39
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.

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 9.2
Superb - What previous guests thought, 181 reviews
Price from
US$154.04
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, 415 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 9.3
Superb - What previous guests thought, 62 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 84 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 150 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 315 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 328 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 7.1
Good - What previous guests thought, 421 reviews

Popular with guests booking holiday rentals in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 reviews

Enjoy breakfast in Radda in Chianti and nearby

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 672 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$169.80 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 599 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$678.96 per night

La Sosta

Panzano
Breakfast options
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 223 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$139.51 per night

Rosso Del Chianti

Panzano
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 417 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$170.90 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.

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.

From US$186.02 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 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$266.24 per night

Le Lappe

Cavriglia
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 208 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$306.17 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 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$226.71 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, 57 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.

From US$140.93 per night

Villa Sofia & Spa

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 72 reviews

Boasting a spa bath, Villa Sofia & Spa is set in Gaiole in Chianti. Built in 13th century, the property includes hot tub and spa centre.

From US$309.25 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, 46 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, 249 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$133.09 per night

Casa Volpini

Panzano
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 319 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$110.45 per night

Agriturismo La Ferrozzola

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 178 reviews

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

From US$154.04 per night

Torrione Apartment

Panzano
Free cancellation options available
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$186.02 per night

Holiday Rentals with swimming pools 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$110.45 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$272.05 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 123 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$195.32 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$162.76 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...

Highly rated holiday rentals in Radda in Chianti and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 54 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$133.70 per night
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$641.93 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 132 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$130.79 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 511 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$126.74 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$158.11 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.

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Located in Radda in Chianti in the Tuscany region, Holiday Home La Terrazza by Interhome has a terrace. Complimentary WiFi is provided throughout the property and private parking is available on site.

FAQ about holiday rentals in Radda in Chianti

Holiday rentals that guests love in Radda in Chianti

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Avg. price/night: US$332.50
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 reviews
Excellent location / village and views full of history.
Guest review by
philip
Solo traveller
Avg. price/night: US$332.50
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 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, 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
Avg. price/night: US$332.50
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 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
Avg. price/night: US$332.50
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 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