
Radda in Chianti Rentals
- From $847 per night (USD)
VRBO
Casale il Gualdo In Radda in Chianti, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Property for exclusive use Casale il Gualdo is an old stone house, completely independent, measuring 300 sq. m. and capa ...
From $847 per night (USD)VRBO
- From $693 per night (USD)
Expedia
Il Corno, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Il Corno is a beautifully restored farmhouse in a stunning panoramic position, ideal for a large family or a group of fr ...
From $693 per night (USD)Expedia
- From $741 per night (USD)
VRBO
Il Torrino In Radda in Chianti, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Property for exclusive use Il Torrino is a beautiful country home, composed of a main house and an annex, sleeping 12 in ...
From $741 per night (USD)VRBO
- From $3150 per night (USD)
Expedia
Stunning private villa for 12 guests with A/C, private pool, WIFI, close to Greve In Chianti
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Pianvecchio is a beautiful holiday home with WiFi internet, private pool and air conditioning. The property can ...
From $3150 per night (USD)Expedia
- From $1830 per night (USD)
VRBO
Villa San Piero in Chianti - First Class Service, Top Location, Maximum Privacy
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
YOUR VACATION DREAM BECOMES REALITY. Fully restored luxury Villa with 700 years of history, romantic chapel and antiq ...
From $1830 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
---------- IMPORTANT: WE HAVE RECENTLY ADDED THIS PROPERTY TO OUR WALLET. LOOK AT OUR FEEDBACKS FOR THE OTHER PROPERTIES ...
From $446 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Molino del Ponte, Radda in Chianti, Italy
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
If you have ever wondered what was life like in the Tuscan region of Italy in the 1600s, look no further than this retre ...
From $300 per night (USD)VRBO
- From $322 per night (USD)
VRBO
L'Angolino In Radda in Chianti, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use Be ...
From $322 per night (USD)VRBO
- From $234 per night (USD)
VRBO
La Terrazza by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
La Terrazza is a typical manor house, located in the heart of the Chianti Classico area, which preserves the atmosphere ...
From $234 per night (USD)VRBO
- From $1032 per night (USD)
Expedia
Private Villa with private pool, WIFI, hot tub, TV, patio, panoramic view, close to Greve In Chianti
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Camporempoli is a lovely stone building (400 sq m) with private pool and WiFi internet. The property can sleep up to te ...
From $1032 per night (USD)Expedia
- From $846 per night (USD)
VRBO
Private Villa with private pool, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Conveniently located 3 km (2 mi) from Volpaia, Italy in the tourist area "Chianti" and only 21 km (13 mi) from Greve In ...
From $846 per night (USD)VRBO
- From $846 per night (USD)
Expedia
Private Villa with private pool, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Conveniently located in the centre of Volpaia, Italy in the tourist area "Chianti" and only 23 km (14 mi) from Greve In ...
From $846 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Docciole: Chianti Villa and Pool for 12
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
Docciole is a wonderful family villa, once a Tuscan farmhouse, converted and designed for family reunions - it provides ...
From $562 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Il Cipresso, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Il Cipresso is a lovingly furnished holiday home, ideal for a couple or a small family. It is located on the ground floo ...
From $187 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Stunning villa for 6 people with WIFI, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Nestled in the heart of the Chianti Classico region in Radda in Chianti, Italy, La Terrazza is a charm ...
From $259 per night (USD)VRBO
- From $3029 per night (USD)
Expedia
Marangole 12, Emma Villas
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The Price includes: -Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $3029 per night (USD)Expedia
- From $158 per night (USD)
VRBO
In the heart of Chianti: view over the valley, relaxation & art, wine & sun
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Val delle Corti is a small winery in Radda in Chianti. The ‘Capanna’, an old, tastefully restored natural stone hay bar ...
From $158 per night (USD)VRBO
- From $1175 per night (USD)
Expedia
Villa La Poiana 10, Emma Villas
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1175 per night (USD)Expedia
- From $3229 per night (USD)
VRBO
Private Villa with A/C, hot tub, sauna, WIFI, private pool, TV, patio, close to Greve In Chianti
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 11
Conveniently located 4 km (2 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 23 k ...
From $3229 per night (USD)VRBO
- From $587 per night (USD)
Expedia
Villa in Volpaia with 4 bedrooms sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful farmhouse with private pool is located in a very quiet and secluded position in a panoramic position of C ...
From $587 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Fiorita In Radda in Chianti, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use Ty ...
From $457 per night (USD)VRBO
- From $658 per night (USD)
Expedia
Villa in Lucarelli with 6 bedrooms sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
This exquisitely restored farmhouse is situated in one of the most beautiful positions, right in the heart of Chianti ...
From $658 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Villa in Volpaia with 6 bedrooms sleeps 12
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
This beautiful farmhouse with private pool is located in a very quiet and secluded position in a panoramic position of C ...
From $738 per night (USD)VRBO
- From $1220 per night (USD)
Expedia
Crognole 6, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Price includes: - Utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Z ...
From $1220 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Il Poggetto a Vescinino, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Il Poggetto a Vescinino is a welcoming holiday home in the heart of Chianti, ideal for a family holiday. Set on a peacef ...
From $267 per night (USD)VRBO
- From $432 per night (USD)
Expedia
La Casa di Radda, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
La Casa di Radda is a welcoming holiday home in the Chianti Classico region, notable for its proximity to the charming v ...
From $432 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Casino di Vescine, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Casino di Vescine is a charming Chianti country house in a peaceful, private setting surrounded by olive groves and the ...
From $525 per night (USD)VRBO
- From $804 per night (USD)
Expedia
Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tenuta lo Spugno is a luxurious holiday villa in Chianti, set in a secluded position on the side of a hill with breathta ...
From $804 per night (USD)Expedia
- From $952 per night (USD)
VRBO
Vivaio, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Vivaio is a spacious holiday home in the heart of Chianti Classico, surrounded by a beautifully landscaped garden with l ...
From $952 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Uva, Ceperano, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ceperano stands among vineyards of native grapes that slope up a 1 Km walk to Radda in Chianti. Crafted with local stone ...
From $171 per night (USD)Expedia
- From $811 per night (USD)
VRBO
Il Casetto, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Il Casetto is a luxurious holiday home set in a peaceful countryside location, surrounded by vineyards and rolling hills ...
From $811 per night (USD)VRBO
- From $195 per night (USD)
Expedia
La Casanova, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This charming single-storey stone cottage clings to a south-facing hillside, offering fabulous views of the surrounding ...
From $195 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Il Boschetto, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Il Boschetto is a charming Chianti holiday home with beautiful views over olive groves, vineyards and the rolling Tuscan ...
From $344 per night (USD)VRBO
- Click For Pricing
Expedia
Ulivo, Ceperano, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ceperano stands among vineyards of native grapes that slope up a 1 Km walk to Radda in Chianti. Crafted with local stone ...
Click For PricingExpedia
- From $157 per night (USD)
VRBO
Girasole, Ceperano, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ceperano stands among vineyards of native grapes that slope up a 1 Km walk to Radda in Chianti. Crafted with local stone ...
From $157 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Angolino, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away at the end of a quiet road, yet barely a mile from Radda, one of Chianti’s main market towns, Angolino is a ...
From $316 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Limoni, Ceperano, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ceperano stands among vineyards of native grapes that slope up a 1 Km walk to Radda in Chianti. Crafted with local stone ...
From $182 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Casa di Pesa, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa di Pesa is a charming Chianti holiday home with a well-kept garden, a beautiful pool, and traditional Tuscan charac ...
From $265 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Calafralina, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Calafralina is a spacious Chianti holiday home, ideal for several couples or a group of friends travelling together whil ...
From $715 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Poggio della Villa, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Poggio della Villa is a beautiful Chianti holiday home just two kilometres from the centre of Radda, offering everything ...
From $417 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Ancient stone farmhouse on a top of Chianti Hill with private garden and lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Agriturismo Podere Tegline, your gateway to an unforgettable Tuscan vacation. Immerse yourself in the secrets ...
From $191 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Agriturismo Podere Tegline, your gateway to an unforgettable Tuscan vacation. Immerse yourself in the secrets ...
From $232 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Farmhouse 15th century in Chianti with garden between Florence and Siena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Agriturismo Podere Tegline, your gateway to an unforgettable Tuscan vacation. Immerse yourself in the secrets ...
From $193 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Ancient house in Chianti Hills with private lake and garden
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Agriturismo Podere Tegline, your gateway to an unforgettable Tuscan vacation. Immerse yourself in the secrets ...
From $192 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Le Bonatte by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Typical Tuscan stone farmhouse IT5292.850.1 and annex IT5292.850.3 50 m away, situated in the heart of Chianti Classico. ...
From $163 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Le Bonatte by Interhome
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Typical Tuscan stone farmhouse IT5292.850.1 and annex IT5292.850.3 50 m away, situated in the heart of Chianti Classico. ...
From $303 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Beautiful private villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Property Summary Nestled in the serene Tuscan countryside just 2 km from the charming village of Radda in Chianti, Ital ...
From $327 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Le Bonatte by Interhome
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
The Le Bonatte farm located in the heart of the Chianti Classico is made up of two real estate units (the farmhouse and ...
From $495 per night (USD)Expedia
- From $4196 per night (USD)
VRBO
Villa Radda - Florence Area
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
VILLA RADDA - FLORENCE AREA With its beautiful medieval tower set up as a wine bar, the villa offers spectacular views a ...
From $4196 per night (USD)VRBO
- From $3576 per night (USD)
VRBO
Villa Pianvecchio by Fantasia Villas
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Pianvecchio is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and o ...
From $3576 per night (USD)VRBO
- From $1369 per night (USD)
VRBO
Villa Montemaggio by Fantasia Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Montemaggio homestead, completely rebuilt, is in the heart of the Chianti, like an antique tower dominating the sple ...
From $1369 per night (USD)VRBO
- From $4710 per night (USD)
VRBO
Villa Castiglioni by Fantasia Villas
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Castiglioni is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and o ...
From $4710 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Escape to Vineyards, Elba
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom farmhouse situated in Radda in Chianti is suitable for a small group or family. Resting in Tuscany, Italy ...
From $163 per night (USD)VRBO
- From $3646 per night (USD)
Expedia
Luxury Villa in Tuscany for 10 People
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Every season is perfect for a trip to Chianti, that hilly area of Tuscany world famous for its picturesque landscapes an ...
From $3646 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Pretty farmhouse with terrace
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Situated in Radda In Chianti, Tuscany, Italy, this 2-bedroom farmhouse is ideal for families and groups with pets. Ideal ...
From $165 per night (USD)VRBO
- From $1543 per night (USD)
Expedia
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Close to ecotours, cycling, and more, this family-friendly villa brings it all within reach. With convenient covered ...
From $1543 per night (USD)Expedia
- From $576 per night (USD)
VRBO
Case Domine, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Case Domine is a lovingly restored Tuscan holiday home nestled among the vineyards of the Chianti Classico. The buildin ...
From $576 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Apartment in Radda with Garden
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom farmhouse in Radda in Chianti is ideal for a small family with kids. Located in Tuscany, Italy, it can ho ...
From $154 per night (USD)Expedia
- From $584 per night (USD)
VRBO
Chianti Hillside Farmhouse
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 16
Resting in Radda In Chianti, Tuscany, Italy, this 7-bedroom farmhouse can host a family or group of 14. Just 2 km from t ...
From $584 per night (USD)VRBO
- From $1526 per night (USD)
Expedia
Villa Al Bosco: An elegant and welcoming three-story villa situated in a secluded location surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Al Bosco is an elegant and welcoming three-story villa situated in a secluded location surrounded by meadows and b ...
From $1526 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Cielo di Radda, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cielo di Radda is a stylish villa in the heart of the Chianti Classico, just a few minutes’ walk from the charming town ...
From $412 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Cottage \"Podere in Volpaia\" with Garden & Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Located in Radda in Chianti, the cottage "Podere in Volpaia" has everything you need for a comfortable holiday. The 85 m ...
From $316 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Apartment 'Rifugio sulla via di Volpaia' with Private Terrace, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The traditional holiday apartment 'Rifugio sulla via di Volpaia' is located in Radda in Chianti and is the ideal accommo ...
From $467 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Beautiful private villa for 14 guests with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Property Summary Nestled in the heart of the renowned Chianti Classico region of Italy, Le Bonatte is a charming and ch ...
From $549 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Casa Marina, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Marina is a charming three-storey holiday home located in the historic center of Radda, one of the most beautiful t ...
From $233 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Fico del Corno, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Fico del Corno is a charming stone villa in the heart of the Chianti Classico, ideal for couples or a small family looki ...
From $330 per night (USD)Expedia
- From $1119 per night (USD)
VRBO
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
The villa La Petrosa is located in Radda in Chianti and is the ideal accommodation for a relaxing getaway. The 3-storey ...
From $1119 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Fienile al Corno, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Fienile al Corno is a charming holiday home in the Chianti Classico, ideal for a relaxing break with family or friends. ...
From $343 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Casale Al Sole Tra Le Vecchie Vigne, Radda in Chianti, Radda in Chianti, Italy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Live the Tuscan dream in this stunningly renovated 17th-century farmhouse, in the heart of the Chianti hills! Casale al ...
From $380 per night (USD)VRBO
- From $1691 per night (USD)
VRBO
Villa Tower House Fattoria di Montemaggio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Radda in Chianti, this 3-bedroom, 3-bathroom villa lets you experience it all. Fans of nature and the outd ...
From $1691 per night (USD)VRBO
- From $2492 per night (USD)
VRBO
Villa in Radda In Chianti with 6 bedrooms sleeps 12
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Pianoro is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and ...
From $2492 per night (USD)VRBO
- From $681 per night (USD)
Expedia
La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to La Capanna @ Casa Volpino. A Tuscan farmhouse in the heart of the Chianti Region. Built over the old animal s ...
From $681 per night (USD)Expedia
- From $841 per night (USD)
VRBO
Villa Poggio la Croce by MMega
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
External Description Villa Poggio la Croce is located in the wonderful Chianti countryside, just 2 km from Radda in C ...
From $841 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Villa del Poggio by Interhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Very beautiful, cosy, rustic single-family house "Villa del Poggio", surrounded by trees and vineyards. 2 km from the ce ...
From $295 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Chianti dreaming in Radda
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in a village, this welcoming apartment lets you experience it all in Radda in Chianti. With convenient onsite ...
From $395 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Home 'Serena, Radda In Chianti' with Private Pool, Private Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Radda in Chianti, the holiday home Casa Serena, Radda In Chianti has everything you need for a relaxing holid ...
From $259 per night (USD)Expedia
- From $636 per night (USD)
VRBO
Villa il pozzo della volpe
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Nestled in the heart of the picturesque Greve in Chianti, this family-friendly villa offers a tranquil oasis for your ne ...
From $636 per night (USD)VRBO
- From $3591 per night (USD)
Expedia
Villa Radda - Florence Area
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
VILLA RADDA - FLORENCE AREA With its beautiful medieval tower set up as a wine bar, the villa offers spectacular views a ...
From $3591 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Villa W/ Private Pool in Heart of Chianti
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 8
<p>Located in Radda in Chianti, this 8-bedroom, 4-bathroom villa lets you experience it all. Fans of nature and the outd ...
Click For PricingVRBO
- From $4196 per night (USD)
Expedia
Villa Piandolce - Radda In Chianti
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
VILLA PIANDOLCE - RADDA IN CHIANTI - SIENA AREA The property offers all modern technology and comforts. In the immediate ...
From $4196 per night (USD)Expedia
- From $4139 per night (USD)
VRBO
Villa Piandolce - Radda In Chianti
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
VILLA PIANDOLCE - RADDA IN CHIANTI - SIENA AREA The property offers all modern technology and comforts. In the immediate ...
From $4139 per night (USD)VRBO
- From $1122 per night (USD)
Expedia
Stunning villa with large pool in the heart of Chianti 12km from Siena
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the timeless charm of Tuscany in this marvelous traditional stone Villa nestled in the heart of picturesque Chi ...
From $1122 per night (USD)Expedia
- From $4810 per night (USD)
VRBO
My Rental Homes - Villa Torre del Chianti with hited pool, Gym and wellness center
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Torre del Chianti is a unique property in the heart of the Chianti reagion in Tuscany, a step away from Radda in C ...
From $4810 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This apartment located on the outskirts of Radda in Chianti is the ideal choice for those looking for an elegant and com ...
From $322 per night (USD)Expedia
- From $412 per night (USD)
VRBO
La Pesa di Mezzo, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Pesa di Mezzo is a beautifully restored Tuscan barn set in the heart of the unspoilt Chianti countryside.The property ...
From $412 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Campo Agli Olivi, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Campo Agli Olivi is a charming Tuscan stone villa nestled in the gentle hills of the Chianti region, offering two indepe ...
From $317 per night (USD)Expedia
- From $957 per night (USD)
VRBO
Panoramic Chianti Villa with Private Pool & SPA - Castellare Petroso
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Castellare Petroso, where the Tuscan dream comes to life. This magnificent villa is located in the heart of C ...
From $957 per night (USD)VRBO
- From $3044 per night (USD)
Expedia
Muricciaglia 14, Emma Villas
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This rate includes: -Utilities: Electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $3044 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Casa dell'Uva by Interhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Terraced house, built in 2012. 300 m from the centre of Radda in Chianti, 11 km from the centre of Gaiole in Chianti, 57 ...
From $248 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Stunning villa for 4 people with WIFI and TV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Property Summary Nestled in the heart of Tuscany, this charming terraced house offers an exceptional holiday rental exp ...
From $275 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Dream House in Tuscany, with Amazing View and Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Perched on a hill in the heart of Chianti, our family home offers breathtaking panoramic views across the rolling hills ...
From $706 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Beautiful apartment for 5 guests with WIFI, A/C, TV and patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Property Summary Nestled in the serene Tuscan countryside of Castellina in Chianti, Italy, the charming apartment house ...
From $204 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Fiore di Mandorlo by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Castellina in Chianti: Old, historical apartment house "Fiore di Mandorlo", renovated. 4 km from the centre of Castellin ...
From $179 per night (USD)VRBO
- From $2336 per night (USD)
VRBO
Timeless stillness, steps from the piazza
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Radda in Chianti is one of the last true medieval villages of the Chianti Classico. In a region where luxury villas sit ...
From $2336 per night (USD)VRBO
- From $366 per night (USD)
VRBO
Tuscany Country House in Central Chianti Wine Country, Amazing Panoramic Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Tour (no spaces) www. escapetochianti. com/experience The location is fantastic and a perfect central base in Tuscany! ...
From $366 per night (USD)VRBO
- From $2634 per night (USD)
Expedia
Villa Eterna, Tuscan Haven in the Heart of Chianti
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
VILLA ETERNA - RADDA IN CHIANTI Only a five-minute walk from Radda in Chianti, the villa is set just outside the charmin ...
From $2634 per night (USD)Expedia
- Click For Pricing
VRBO
Private Pool Retreat in Chianti
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Momi is a charming retreat set in the Chianti Classico countryside, offering views across rolling hills, forests an ...
Click For PricingVRBO
- Click For Pricing
Expedia
Chianti Retreat with Heated Pool, Spa and Panoramic Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This three-bedroom farmhouse is a lovingly restored Tuscan retreat set in the hills around Radda in Chianti, offering so ...
Click For PricingExpedia
- From $337 per night (USD)
VRBO
Chianti country retreat 4 pax
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our historic stone farmhouse, nestled in the peaceful Chianti Classico hills. Located just a few minutes from ...
From $337 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Chianti country retreat 6 pax
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our historic stone farmhouse, nestled in the peaceful hills of Chianti Classico. Located just a few minutes f ...
From $492 per night (USD)Expedia




































































































