Holiday rentals near Castello di Radda Winery
We found 5,425 holiday rentals — enter your dates for availability
If you'd like to stay close to Castello di Radda Winery, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Castello di Radda Winery
Showing deals for:3 Oct - 10 Oct
Image gallery for Villa in the Heart of Chianti
1010 out of 10 rating
Exceptional
(35 reviews)
Villa in the Heart of Chianti
Greve in Chianti, Tuscany
14% off
Price is AU$6,716
AU$6,716
AU$959 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in the heart of the Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
Beautifully restored farmhouse in the heart of the Chianti
Greve in Chianti, Chianti
5% off
Price is AU$7,169
AU$7,169
AU$1,024 per night
includes taxes & fees
Image gallery for Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
8.48.4 out of 10 rating
Very good
(6 reviews)
Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
Greve in Chianti, Tuscany
8% off
Price is AU$3,437
AU$3,437
AU$491 per night
includes taxes & fees
Image gallery for Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
9% off
Price is AU$8,679
AU$8,679
AU$1,240 per night
includes taxes & fees
Image gallery for FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
9.69.6 out of 10 rating
Exceptional
(17 reviews)
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,582
AU$1,582
AU$226 per night
includes taxes & fees
Image gallery for Small house with panoramic swimming pool, terrace and wi fi
1010 out of 10 rating
Exceptional
(5 reviews)
Small house with panoramic swimming pool, terrace and wi fi
Casole d'Elsa, Toscana
8% off
Price is AU$1,707
AU$1,707
AU$244 per night
includes taxes & fees
Image gallery for RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
1010 out of 10 rating
Exceptional
(14 reviews)
RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
Poggibonsi, Tuscany
7% off
Price is AU$1,493
AU$1,493
AU$213 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is AU$4,910
AU$4,910
AU$701 per night
includes taxes & fees
Image gallery for Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
1010 out of 10 rating
Exceptional
(23 reviews)
Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
Montespertoli
9% off
Price is AU$10,789
AU$10,789
AU$1,541 per night
includes taxes & fees
Image gallery for GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops
9.69.6 out of 10 rating
Exceptional
(15 reviews)
GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,680
AU$1,680
AU$240 per night
includes taxes & fees
Image gallery for Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
San Casciano in Val di Pesa, Toscana
8% off
Price is AU$11,629
AU$11,629
AU$1,661 per night
includes taxes & fees
Image gallery for House in a typical village in the heart of Chianti
9.69.6 out of 10 rating
Exceptional
(71 reviews)
House in a typical village in the heart of Chianti
Castellina in Chianti, Tuscany
9% off
Price is AU$1,676
AU$1,676
AU$239 per night
includes taxes & fees
Image gallery for Agriturismo San Silvestro - Your home with pool in the hills of Chianti
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Barberino Val d'Elsa, Tuscany
9% off
Price is AU$2,947
AU$2,947
AU$421 per night
includes taxes & fees
Image gallery for A luxury escape in Chianti, great landscape, stunning views, swimming pool
9.09.0 out of 10 rating
Wonderful
(19 reviews)
A luxury escape in Chianti, great landscape, stunning views, swimming pool
Greve in Chianti, Tuscany
8% off
Price is AU$3,289
AU$3,289
AU$470 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(25 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is AU$12,870
AU$12,870
AU$1,839 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is AU$1,767
AU$1,767
AU$252 per night
includes taxes & fees
Image gallery for PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops
9.09.0 out of 10 rating
Wonderful
(10 reviews)
PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,742
AU$1,742
AU$249 per night
includes taxes & fees
Image gallery for Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pergine Valdarno, Tuscany
13% off
Price is AU$1,369
AU$1,369
AU$196 per night
includes taxes & fees
Image gallery for Ancient house in Chianti Hills with private lake and garden
1010 out of 10 rating
Exceptional
(5 reviews)
Ancient house in Chianti Hills with private lake and garden
Radda in Chianti, Tuscany
8% off
Price is AU$1,821
AU$1,821
AU$260 per night
includes taxes & fees
Image gallery for Il Melarancio Country House
1010 out of 10 rating
Exceptional
(17 reviews)
Il Melarancio Country House
Impruneta, Toscana
9% off
Price is AU$1,884
AU$1,884
AU$269 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is AU$3,782
AU$3,782
AU$540 per night
includes taxes & fees
Image gallery for PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
9.29.2 out of 10 rating
Wonderful
(20 reviews)
PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
7% off
Price is AU$2,193
AU$2,193
AU$313 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is AU$2,712
AU$2,712
AU$387 per night
includes taxes & fees
Image gallery for Casanova 2 - Montespertoli (Florence) - Italy
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Casanova 2 - Montespertoli (Florence) - Italy
Montespertoli
8% off
Price is AU$1,857
AU$1,857
AU$265 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Castello di Radda Winery
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Sleeps 18 · 9 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Beautiful house on Chianti hilltop with exceptional views.
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Top rated rentals - Castello di Radda Winery
Gorgeous tuscan villa
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Fantastic property
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Amazing house like a dream.
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Fabulous in Chianti
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Beautiful, peaceful space with amazing views
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Loved our Tuscan villa!
1010 out of 10
Exceptionalexceptional
143 reviews(143 reviews)
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value