Castellina in Chianti, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Castellina in Chianti, Tuscany on RentalSaver.com!

Castellina in Chianti Rentals

Filter

Popular Areas

Click For Pricing
VRBO
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti
Bedrooms:
1
Bathrooms:
3
Sleeps:
16
You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
Click For Pricing
VRBO
From $132 per night (USD)
Expedia
Casa Patrizia by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Castellina in Chianti: Cosy, rustic terraced house "Casa Patrizia", 2 storeys, built in 1700, renovated in 1990, surroun ...
From $132 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Poggetto in Chianti Classico-La Pergola
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Located in Castellina in Chianti, this vacation home lets you experience it all. Fans of nature and the outdoors will ...
From $224 per night (USD)
VRBO
From $121 per night (USD)
Expedia
Poggetto in Chianti Classico - Apartment Melo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castellina in Chianti, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and ...
From $121 per night (USD)
Expedia
From $172 per night (USD)
VRBO
LAURO apartment kitchen, garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castellina in Chianti, this welcoming apartment lets you experience it all. Jump into your car and make sh ...
From $172 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Stunning private villa for 4 people with A/C, WIFI, TV, terrace, pets allowed and panoramic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in the heart of Tuscany, Italy, "Casa Chiara" is a beautifully appointed two-story vacation re ...
From $139 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Wonderful private villa for 4 guests with pool, WIFI, TV, terrace and panoramic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in the rolling hills of Tuscany, Italy, Casa Patrizia is a charming and rustic terraced house ...
From $146 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Poggio Tondo, Castellina in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Poggio Tondo is a spacious country house in complete seclusion, set on a hill in the heart of the Chianti Classico. Surr ...
From $503 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Apartment in the heart of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in Castellina in Chianti, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of natur ...
From $222 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Apartment in Fonterutoli with 2 bedrooms sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fonterutoli Historic Village Apartment is the ideal retreat for visiting Fonterutoli, surrounded by the beauty of the Tu ...
From $362 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Cosy apartment for 4 guests with WIFI, A/C and TV, close to Siena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Il Nespolo Charming Apartment Fonterutoli - Siena, is located in the centre of Fonterutoli, Italy and only 17 km (11 mi) ...
From $433 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated in a rural area, this welcoming cottage brings all of Castellina in Chianti within your reach. With convenie ...
From $415 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Chianti Classico Home Panoramic View 8, Castellina in Chianti, Italy
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A unique opportunity for an authentic Tuscan experience, in this charming house in the heart of Castellina in Chianti. T ...
From $342 per night (USD)
VRBO
From $1316 per night (USD)
VRBO
Comfortable villa part of an organic winery, Castellina in Chianti.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Situated in a rural area, this welcoming villa brings all of Castellina in Chianti within your reach. You'll easily m ...
From $1316 per night (USD)
VRBO
From $2374 per night (USD)
VRBO
Podere Palazzolo - Tipica Casa Colonica nel Cuore Della Toscana
Bedrooms:
9
Bathrooms:
9
Sleeps:
20
Located in Castellina in Chianti, this 9-bedroom, 9-bathroom vacation home lets you experience it all. Fans of nature ...
From $2374 per night (USD)
VRBO
From $5971 per night (USD)
VRBO
Large beautiful villa in Tuscan Hills of Chianti, Stunning gardens w large pool
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Summary: Chianti Classico, a luxurious Tuscany countryside retreat nestled among the beautiful hills of Chianti offers ...
From $5971 per night (USD)
VRBO
Click For Pricing
VRBO
Chianti Classico Home Panoramic View
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in Castellina in Chianti, this welcoming vacation home lets you experience it all. You're conveniently locate ...
Click For Pricing
VRBO
From $10035 per night (USD)
Expedia
Villa in Fioraie with 10 bedrooms sleeps 19
Bedrooms:
11
Bathrooms:
11
Sleeps:
19
Villa Cellere is a luxurious Italian villa overlooking the beautiful hills of Chianti. Sleeps 19 Bedrooms 10 Bathrooms ...
From $10035 per night (USD)
Expedia
From $10253 per night (USD)
VRBO
Villa il Cellese in Tuscany by Fantasia Villas
Bedrooms:
10
Bathrooms:
10
Sleeps:
19
Situated in the heart of Tuscany, Villa Il Cellese is surrounded by 9 hectares of lush unadulterated land in the rolling ...
From $10253 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Villa Tregole by MMega
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
External Description Villa Tregole is located in the beautiful Chianti countryside, in the village of Fonterutoli, ne ...
From $714 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Country House / Farm House in Castellina In Chianti with 2 bedrooms sleeps 6
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Lovely stone cottage (120 sq. m.) recently restored maintaining and enhancing the original farm building style and featu ...
From $299 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Olimpia by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pretty stone farmhouse. The property, made up of two connected units, is immersed in the countryside in the heart of Chi ...
From $329 per night (USD)
Expedia
From $1052 per night (USD)
VRBO
Podere Gabbiano, Castellina in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Podere Gabbiano is situated in a stunning private countryside setting, offering 360-degree views of vineyards, olive gro ...
From $1052 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Wonderful private villa with WIFI, pool, A/C, TV, patio and pets allowed, close to Greve In Chia...
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Villa Ida is located 4 km (3 mi) from Castellina In Chianti, Italy and only 19 km (12 mi) from Greve In Chianti in the t ...
From $309 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Cerretino Tettoia by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Castellina in Chianti: Cosy, rustic country house "Cerretino", surrounded by fields and vineyards. 3 houses in the resid ...
From $239 per night (USD)
VRBO
From $821 per night (USD)
Expedia
Cerretino group house 14 sleeps by Interhome
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Castellina in Chisnti: Cosy, historical country house "Cerretino group house 14 sleeps", 2 storeys, surrounded by meadow ...
From $821 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You will stay in a historic medieval village that dates back to the 12th century AD. surrounded by olive trees and Chian ...
From $200 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Rondine cosy apartment in the Chianti garden pool tennis wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will stay in a historic medieval village that dates back to the 12th century AD, surrounded by olive trees and Chian ...
From $166 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Cignanbianco - Alba e Tramonto by Interhome
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Country house "Cignanbianco", surrounded by fields and vineyards. 3 houses in the residence. 7 apartments in the residen ...
From $194 per night (USD)
VRBO
From $92 per night (USD)
Expedia
Cignanbianco - Alba by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Country house "Cignanbianco", surrounded by fields and vineyards. 3 houses in the residence. 7 apartments in the residen ...
From $92 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Cignanbianco - Tramonto by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Country house "Cignanbianco", surrounded by fields and vineyards. 3 houses in the residence. 7 apartments in the residen ...
From $136 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Cerretino Vigna by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Castellina in Chianti: Cosy, rustic country house "Cerretino", surrounded by fields and vineyards. 3 houses in the resid ...
From $236 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Cerretino Oliveto by Interhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Castellina in Chianti: Cosy, rustic country house "Cerretino", surrounded by fields and vineyards. 3 houses in the resid ...
From $285 per night (USD)
VRBO
From $910 per night (USD)
Expedia
Wonderful private villa for 14 people with WIFI, private pool, A/C, TV, patio and panoramic view
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Property Summary Nestled in the heart of the Tuscan countryside in Castellina in Chianti, Italy, this charming and hist ...
From $910 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Nice apartment in villa for 4 guests with pool, WIFI, A/C, TV, patio and panoramic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in the heart of Tuscany, Italy, the charming country house "Cerretino" in Castellina in Chiant ...
From $261 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Cosy apartment in villa for 6 people with WIFI, A/C, pool, TV, patio and panoramic view
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Property Summary Nestled in the heart of Tuscany, Italy, the charming country house "Cerretino" in Castellina in Chiant ...
From $315 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Beautiful apartment in villa for 4 people with WIFI, pool, A/C, TV, patio and panoramic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in the heart of Tuscany, Italy, the charming country house "Cerretino" in Castellina in Chiant ...
From $264 per night (USD)
VRBO
From $1148 per night (USD)
Expedia
Castellare in Poggio 10, Emma Villas
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This rate includes: -Utilities: Electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $1148 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Private villa in the heart of chianti with view of siena
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Nestled in Castellina in Chianti, this 8-bedroom, 6-bathroom villa brings it all within your reach. Fans of nature an ...
From $827 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Wonderful private villa with private pool, WIFI, TV and patio, close to Greve In Chianti
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Villa Pietrafitta is located 5 km (3 mi) from Castellina In Chianti, Italy and only 17 km (11 mi) from Greve In Chianti ...
From $461 per night (USD)
Expedia
From $1068 per night (USD)
VRBO
Villa W/Infinty Pool Villa in the Heart of Chianti
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nestled in Castellina in Chianti, this 5-bedroom, 4-bathroom villa brings it all within your reach. Fans of nature an ...
From $1068 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The apartment Al Poggio Della Capannina in Castellina in Chianti is the perfect accommodation for a stress-free holiday ...
From $153 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Casale Monte
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
The cottage in Castellina in Chianti has 6 bedrooms and has capacity for 12 people. The cottage is 480 m². The farmhouse ...
From $668 per night (USD)
VRBO
From $1757 per night (USD)
VRBO
Villa Castellina located in an organic boutique winery,
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in Castellina in Chianti, this welcoming villa lets you experience it all. With the property's convenient ons ...
From $1757 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Chianti Escape, Pool&Vines Tenuta Bibbiano-I Sodi
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Tenuta Bibbiano - I Sodi: Exclusive Luxury Villa in the Heart of Chianti with Pool and Private SPA Welcome to an earth ...
From $700 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Casale Santino with pool with a beautiful view
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The cottage in Castellina in Chianti has 5 bedrooms and has capacity for 10 people. The cottage is 400 m². Casale Santin ...
From $650 per night (USD)
VRBO
From $517 per night (USD)
VRBO
In The Heart Of Chianti, Pool, Wifi, View
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Situated in the heart of Chianti this property is rich in history and is in a privileged position offering panoramic vie ...
From $517 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Beautiful villa for 10 guests with private pool, WIFI, A/C, TV and panoramic view
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
In the Heart of Chianti, Pool, Wifi, View - Lillia is located in the centre of Lilliano, Italy and only 27 km (17 mi) fr ...
From $601 per night (USD)
Expedia
From $10087 per night (USD)
VRBO
Villa Castellina, Elegance and Luxury
Bedrooms:
11
Bathrooms:
10
Sleeps:
19
VILLA CASTELLINA - CHIANTI AREA Villa Castellina is a luxurious property overlooking the beautiful hills of the famous T ...
From $10087 per night (USD)
VRBO
From $106 per night (USD)
VRBO
Chalet in Chianti with swimming pool and tennis court
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Castellina in Chianti, this welcoming vacation home brings it all within your reach. Jump into your car an ...
From $106 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Apartment Fonterutoli
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
'recently renovated apartment located in a medieval village between Siena and Castellina in Chianti Località Fonterutoli ...
From $209 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stone house 5 km from Panzano in Chianti, surrounded by vineyards, centuries-old trees, and an outdoor area furnished wi ...
From $526 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Stunning private villa with WIFI, A/C, TV, pets allowed, panoramic view, close to Greve In Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Holiday home Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is a beautiful stone building (110 sq m) that includes WiF ...
From $562 per night (USD)
VRBO
From $996 per night (USD)
Expedia
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
SETRIOLO IS NEWLY ADVERTISED. FOR THE FIRST THREE RESERVATIONS RECEIVED A WINE TASTING WILL BE OFFERED COMPLIMENTARY BY ...
From $996 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Stunning villa for 10 guests with A/C, WIFI, TV, patio and panoramic view
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Property Summary Nestled in the heart of Tuscany, Italy, "Terrazza sul Chianti" is a large, modern holiday rental set a ...
From $480 per night (USD)
VRBO
From $2075 per night (USD)
VRBO
Podere Palazzolo, ancient farmhouse nestled in the hills of Chianti Classico.
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Nestled in Castellina in Chianti, this 8-bedroom, 8-bathroom villa brings it all within your reach. Fans of nature an ...
From $2075 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Terrazza sul Chianti by Interhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Castellina in Chianti: Large, modern house "Terrazza sul Chianti", 2 storeys, renovated in 2025. 2 houses in the residen ...
From $433 per night (USD)
VRBO
From $401 per night (USD)
VRBO
A Casa dell'Ida || Castellina in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming stone farmhouse (120 sq m), recently renovated while preserving and highlighting its rustic style. The property ...
From $401 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Shabby chic cottage with pool in Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your retreat in the heart of Chianti awaits you: a cottage where shabby chic meets authentic Tuscan charm. Soft, natural ...
From $485 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Agriturismo apartment with pool and AC near the center of Castellina in Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Castellina in Chianti is waiting for you at this pleasant 1 bedroom apartment. Inside, guests find a cozy living room wi ...
From $213 per night (USD)
Expedia
$\Nido\ 2BR/2BA apartment with stunning roof terrace in Castellina/Chianti$
From $245 per night (USD)
VRBO
\"Nido\" 2BR/2BA apartment with stunning roof terrace in Castellina/Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Apartment "il Nido = Eagles Nest" - top floor, approx. 80 sqm, fully equipped build-in/ live-in kitchen (4-ring gas ...
From $245 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Villa Elisa by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Castellina in Chianti: Beautiful, comfortable house "Villa Elisa". 2 km from the centre of Castellina in Chianti, in a s ...
From $197 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Piemaggino farmhouse in the heart of a Chianti Classico vineyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in Castellina in Chianti, this 4-bedroom, 3-bathroom country house brings it all within your reach. Fans of n ...
From $437 per night (USD)
VRBO
From $578 per night (USD)
Expedia
ANCIENT HOUSE OF NEL CHIANTI FOR 10 PEOPLE
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nestled in Castellina in Chianti, this 5-bedroom, 4-bathroom vacation home brings it all within your reach. Fans of n ...
From $578 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Cottage Beba
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to ecotours, wildlife walks, and more, this pet-friendly cottage brings it all within reach. With the property' ...
From $175 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Civico108 Vacation Home, Pool, Castellina in Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Civico 108 is a charming house in the Chianti area, located in the characteristic hamlet of Le Miniere di Lilliano, in t ...
From $334 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Amazing home in Castellina in Chianti
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Enjoy a wonderful holiday in this charming holiday home with pool and historical flair. If you are travelling with a ...
From $703 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Chianti Classico Home Panoramic View 6, Castellina in Chianti, Italy
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A charming Tuscan home in the heart of Castellina in Chianti. This beautifully restored old townhouse sleeps 6 people an ...
From $283 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Chianti Classico Home Panoramic View 4, Castellina in Chianti, Italy
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Explore Tuscany and the famous Chianti Classico region from this authentic Tuscan house in the heart of Castellina in Ch ...
From $193 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Casa Marisa in Castellina in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our house is located on the Chianti hills, in a peaceful area with stunning views of the surrounding valleys, just 20 mi ...
From $313 per night (USD)
Expedia
From $154 per night (USD)
VRBO
La Foresta by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Castellina in Chianti: Agriturismo "La Foresta", surrounded by fields and vineyards. 4 apartments in the residence. 10 k ...
From $154 per night (USD)
VRBO
From $223 per night (USD)
Expedia
La Foresta by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Castellina in Chianti: Agriturismo "La Foresta", surrounded by fields and vineyards. 4 apartments in the residence. 10 k ...
From $223 per night (USD)
Expedia
From $138 per night (USD)
VRBO
La Foresta by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Castellina in Chianti: Agriturismo "La Foresta", surrounded by fields and vineyards. 4 apartments in the residence. 10 k ...
From $138 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Wonderful private villa for 4 people with pool, WIFI, A/C, balcony, pets allowed and panoramic v...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Holiday home Civico108 Vacation Home, Pool, Castellina in Chian is a nice property (105 sq m) that includes air conditi ...
From $371 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Beautiful apartment for 2 people with WIFI, pool, TV, patio, pets allowed and panoramic view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Property Summary Nestled in the heart of the Tuscan countryside, Agriturismo "La Foresta" is a charming holiday rental ...
From $152 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Lovely apartment for 6 people with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property Summary Nestled in the heart of the Tuscan countryside, Agriturismo "La Foresta" is a charming holiday rental ...
From $247 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Lovely apartment for 4 guests with pool, WIFI, TV, patio, pets allowed and panoramic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in the heart of the Tuscan countryside, Agriturismo "La Foresta" is a charming holiday rental ...
From $174 per night (USD)
VRBO
From $1347 per night (USD)
Expedia
Luxury Villa in Chianti with Winery up to 6 Guests
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti ...
From $1347 per night (USD)
Expedia
From $1984 per night (USD)
VRBO
Luxury Villa in Chianti with Winery up to 10pax
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti ...
From $1984 per night (USD)
VRBO
From $1100 per night (USD)
Expedia
Luxury Villa in Chianti with Winery up to 4 Guests
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti ...
From $1100 per night (USD)
Expedia
From $13581 per night (USD)
VRBO
Historic Tuscan Villa with Pool near Florence, by Cuvée
Bedrooms:
11
Bathrooms:
11
Sleeps:
19
Summary: Set on 20 acres of Chianti Classico countryside alongside the Il Cellese vineyards and winery, Villa Amerigo i ...
From $13581 per night (USD)
VRBO
From $347 per night (USD)
Expedia
The Arch Among the Hills of Castellina
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The apartment, featuring characteristic interior arches, is a cool and welcoming space furnished in Tuscan style, set in ...
From $347 per night (USD)
Expedia
From $681 per night (USD)
VRBO
Viniard Villa - Residence Le Rose in Chianti
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Nestled in Castellina in Chianti, this 3-bedroom, 4-bathroom villa brings it all within your reach. Fans of nature an ...
From $681 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Podere Sangiovese, pool and view in Chianti region
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Villa with private swimming pool within a prestigious 460-hectare estate, in a peaceful and panoramic position, surround ...
From $333 per night (USD)
Expedia
From $1516 per night (USD)
VRBO
Villa Castagnoli In Castellina in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Property for exclusive use Elegant country villa with annex dating back to the 10th century, completely independent, abl ...
From $1516 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Stunning private villa for 9 guests with WIFI, private pool, pets allowed and panoramic view
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only ...
From $370 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Villa Poggio Tondo in Castellina In Chianti ,, Toscana
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Property for exclusive use Villa with exclusive pool able to accommodate 6 people in 2 double bedrooms, 1 bedroom with 2 ...
From $492 per night (USD)
VRBO
From $631 per night (USD)
Expedia
Apartment 'La Casa Della Gina' with Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The apartment offers views of the historic medieval vaults: on one side, it overlooks Via Ferruccio, the heart of the ni ...
From $631 per night (USD)
Expedia
From $1004 per night (USD)
VRBO
Villa Castagnoli 6 In Castellina in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Property for exclusive use Elegant country villa with annex dating back to the 10th century, completely independent, abl ...
From $1004 per night (USD)
VRBO
From $1537 per night (USD)
Expedia
The San Leonino House
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Casale San Leonino | Soul of Chianti Classico: Experience the Authentic Beauty of Tuscany Nestled among the rolling vi ...
From $1537 per night (USD)
Expedia

Search Your Destination Now!

Castellina in Chianti Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 190 Rentals