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

From $247 per night (USD)
VRBO
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 $247 per night (USD)
VRBO
Click For Pricing
Expedia
Casa Fioraie - Castellina In Chianti ,Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Holiday home in a strategic position in Castellina in Chianti. Casa Fioraie is the ideal place to spend a relaxing and f ...
Click For Pricing
Expedia
$Cosy apartment for 4 guests with A\/C, WIFI and TV, close to Siena$
From $277 per night (USD)
VRBO
Cosy apartment for 4 guests with A\/C, WIFI 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 $277 per night (USD)
VRBO
From $2045 per night (USD)
Expedia
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Bedrooms:
3
Bathrooms:
6
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 $2045 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Castellina in Chianti, this welcoming cottage brings it all within your reach. With convenient onsite park ...
From $368 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Casa Chianti Classico, Panoramic View, 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 $325 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Comfortable villa part of an organic winery, Castellina in Chianti.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in a rural area, this welcoming villa lets you experience it all in Castellina in Chianti. You'll easily make ...
From $695 per night (USD)
VRBO
From $2071 per night (USD)
Expedia
Podere Palazzolo - Tipica Casa Colonica nel Cuore Della Toscana
Bedrooms:
9
Bathrooms:
9
Sleeps:
20
Nestled in Castellina in Chianti, this 9-bedroom, 9-bathroom vacation home brings it all within your reach. Fans of n ...
From $2071 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Bellosguardo 8, Castellina in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fancy immersing yourself in Chianti Classico country? Then look no further than Bellosguardo, the ideal choice for a fam ...
From $410 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Old farm in the heart of Chianti Merlot apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Castellina in Chianti, this welcoming villa brings it all within your reach. Jump into your car and make s ...
From $234 per night (USD)
Expedia
Click For Pricing
VRBO
Le Volpaie, Barberino Val d'Elsa, Florence and Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
Tucked in a fold of the green Chianti hills, this traditional stone villa is a clever place to gather friends and family ...
Click For Pricing
VRBO
From $144 per night (USD)
Expedia
Appartamento Beatrice
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Appartamento Beatrice is located in an old hamlet situated on a hilltop in the very heart of the Chianti region. A beau ...
From $144 per night (USD)
Expedia
From $8927 per night (USD)
VRBO
Villa in Fioraie with 10 bedrooms sleeps 19
Bedrooms:
11
Bathrooms:
10
Sleeps:
19
Villa Cellere is a luxurious Italian villa overlooking the beautiful hills of Chianti. Sleeps 19 Bedrooms 10 Bathrooms ...
From $8927 per night (USD)
VRBO
From $1976 per night (USD)
VRBO
Villa Delle Donne in Chianti by Fantasia Villas
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa della Donne is a beautifully renovated Tuscan farm house situated in the heart of the Chianti area. With views of ...
From $1976 per night (USD)
VRBO
From $9683 per night (USD)
VRBO
Villa il Cellese in Tuscany by Fantasia Villas
Bedrooms:
11
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 $9683 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Nice apartment for 4 people with pool, WIFI, TV and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Tregole Resort is a vacation rental offering four well-appointed apartments nestled in the heart of th ...
From $217 per night (USD)
Expedia
From $5312 per night (USD)
VRBO
Large estate in Chianti-pool-tennis
Bedrooms:
8
Bathrooms:
9
Sleeps:
19
This stunning 150 acres estate is in the heart of the Chianti region near Greve in Chianti and Panzano, secluded at the ...
From $5312 per night (USD)
VRBO
From $854 per night (USD)
Expedia
Stone cottage on heritage Chianti estate-pool-tennis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Greve in Chianti, this 4-bedroom, 3-bathroom cottage lets you experience it all. Fans of nature and the ou ...
From $854 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Beautiful Villa Casa Anita in Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa Casa Anita is located in the heart of the Chianti wine region, in the village of Castellina in Chianti. This charm ...
From $283 per night (USD)
VRBO
From $1526 per night (USD)
Expedia
Villa la Corte Comfortable holiday residence
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $1526 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Holiday house Castellina in Chianti for 1 - 2 persons with 1 bedroom - Holiday home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ED Refnr. 3221898 “Chianti Dreams” is located in one of the most beautiful places in Tuscany, on the hills near Castell ...
From $120 per night (USD)
VRBO
From $912 per night (USD)
Expedia
Holiday house Castellina in Chianti for 1 - 17 persons with 8 bedrooms - Holiday home
Bedrooms:
5
Bathrooms:
8
Sleeps:
17
ED Refnr. 3221893 “Chianti Dreams” is located in one of the most beautiful places in Tuscany, on the hills near Castell ...
From $912 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Holiday house Castellina in Chianti for 1 - 5 persons with 3 bedrooms - Holiday home
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
ED Refnr. 3221896 “Chianti Dreams” is located in one of the most beautiful places in Tuscany, on the hills near Castell ...
From $278 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Holiday house Castellina in Chianti for 1 - 4 persons with 2 bedrooms - Holiday home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ED Refnr. 3221894 “Chianti Dreams” is located in one of the most beautiful places in Tuscany, on the hills near Castell ...
From $231 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Holiday house Castellina in Chianti for 1 - 6 persons with 3 bedrooms - Holiday home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
ED Refnr. 3221897 “Chianti Dreams” is located in one of the most beautiful places in Tuscany, on the hills near Castell ...
From $328 per night (USD)
VRBO
From $668 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, near ...
From $668 per night (USD)
Expedia
$Country House \/ Farm House in Castellina In Chianti with 2 bedrooms sleeps 6$
From $286 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 $286 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Olimpia by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Pretty stone farmhouse. The property, made up of two connected units, is immersed in the countryside in the heart of Chi ...
From $312 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Podere Gabbiano, Castellina in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Lying on a hillside opening between the charming hilltop towns of Castellina in Chianti and Panzano in Chianti, Podere G ...
From $843 per night (USD)
VRBO
$Private Villa with WIFI, pool, A\/C, TV, patio, pets allowed, parking, close to Greve In Chianti$
From $305 per night (USD)
Expedia
Private Villa with WIFI, pool, A\/C, TV, patio, pets allowed, parking, close to Greve In Chianti
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Property A Casa Dell'ida is a nice stone building (120 sq m) that includes WiFi internet and air conditioning. The prop ...
From $305 per night (USD)
Expedia
From $196 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 $196 per night (USD)
VRBO
Click For Pricing
Expedia
Il Cerretino by Interhome
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Castellina in Chianti: Cosy, rustic 2-family house "Il Cerretino", 2 storeys, surrounded by meadows, fields and vineyard ...
Click For Pricing
Expedia
From $624 per night (USD)
VRBO
Cerretino + Tettoia by Interhome
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Castellina in Chisnti: Cosy, historical country house "Cerretino + Tettoia", 2 storeys, surrounded by meadows, fields an ...
From $624 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Apartment 'Il Melo' with Shared Pool, Shared Terrace and Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castellina in Chianti, the holiday apartment Il Melo has everything you need for a comfortable holiday. The 6 ...
From $127 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Apartment 'La Pergola' with Shared Pool, Shared Terrace and Air Conditioning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The holiday apartment La Pergola is located in Castellina in Chianti and is the ideal accommodation for a relaxing getaw ...
From $215 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Apartment 'Lauro' with Shared Pool, Shared Terrace and Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The holiday apartment Lauro is located in Castellina in Chianti and is perfect for an unforgettable holiday with your lo ...
From $168 per night (USD)
Expedia
From $778 per night (USD)
VRBO
Wonderful villa with cottage and pool near Siena
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Nestled in Castellina in Chianti, this 6-bedroom, 2.5-bathroom villa brings it all within your reach. Fans of nature ...
From $778 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Wonderful villa with pool near Siena
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Castellina in Chianti, this 3-bedroom, 1.5-bathroom villa lets you experience it all. Fans of nature and t ...
From $431 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Wonderful cottage with pool near Siena
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Castellina in Chianti, this 2-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and t ...
From $347 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Cogno Mill - La Macina - Ancient mill immersed in the heart of Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
In the heart of Chianti, there is the Molino di Cogno, an ancient mill dating back to 1100, finely restored. The mill ...
From $287 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Fiore Di Mandorlo,Panoramic Chianti Hills, Radda in Chianti, Italy
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Immerse yourself in the beauty of Chianti Hills at this 2-bedroom apartment surrounded by vineyards and lush greenery. ...
From $228 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Istrice in Chianti with 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 $160 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Rondine Village in Chianti with 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 $142 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Cogno Mill - La Gora - Ancient mill immersed in the heart of Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
In the heart of Chianti, there is the Molino di Cogno, an ancient mill dating back to 1100, finely restored. The mill ...
From $204 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Cogno Mill - The Ritrecine - Ancient mill immersed in the heart of Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In the heart of Chianti, there is the Molino di Cogno, an ancient mill dating back to 1100, finely restored. The mill ...
From $203 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Rosa di Chianti, Radda in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Discover a homely, Tuscan-style country cottage nestled between the charming Chianti towns of Castellina and Radda. This ...
From $487 per night (USD)
Expedia
From $82 per night (USD)
VRBO
Podere San Raffaele - Cinzia by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Country house "Podere San Raffaele", surrounded by trees, fields and vineyards. 3 apartments in the residence. 5 km from ...
From $82 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Fattoria Petraglia - Loggiato by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Rustic farmhouse "Fattoria Petraglia", detached from the 15th century, surrounded by trees, meadows and vineyards. 6 apa ...
From $127 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Cellole - La Stalla by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residen ...
From $104 per night (USD)
VRBO
From $142 per night (USD)
Expedia
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 $142 per night (USD)
Expedia
From $83 per night (USD)
VRBO
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 $83 per night (USD)
VRBO
From $123 per night (USD)
Expedia
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 $123 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Fattoria Petraglia - Cedro by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Rustic farmhouse "Fattoria Petraglia", detached from the 15th century, surrounded by trees, meadows and vineyards. 6 apa ...
From $97 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Cellole - Cellole 1 (CTC150) by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residen ...
From $162 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Cellole - Torretta (CTC153) by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residen ...
From $162 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Cellole - Valluccia by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residen ...
From $162 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Fattoria Petraglia - Terrazza by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Rustic farmhouse "Fattoria Petraglia", detached from the 15th century, surrounded by trees, meadows and vineyards. 6 apa ...
From $120 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Fattoria Petraglia - Padronale by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Rustic farmhouse "Fattoria Petraglia", detached from the 15th century, surrounded by trees, meadows and vineyards. 6 apa ...
From $132 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Cellole - Cellole 2 (CTC151) by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful on a vinyard country house "Cellole", detached, surrounded by trees and vineyards. 6 apartments in the residen ...
From $152 per night (USD)
VRBO
From $196 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 $196 per night (USD)
Expedia
From $237 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 $237 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Casetta by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful, cosy on a vinyard "rustico" cottage "San Fabiano Calcinaia", surrounded by fields and vineyards. 3 apartments ...
From $158 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Vivaia: eclectic rural retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Vivaia genuine rural is a spacious, eclectic-style apartment that is part of a farmhouse in the heart of the Tuscan cou ...
From $310 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Cozy apartment near Siena, ideal location for visiting Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Monteriggioni, this welcoming apartment lets you experience it all. With convenient onsite parking, you'll ...
From $107 per night (USD)
Expedia
From $707 per night (USD)
VRBO
Wonderful private villa for 14 guests with private pool, WIFI, TV, patio, panoramic view and par...
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Property Summary This historical country house "Cerretino + Tettoia" in Castellina In Chianti, Italy offers a cozy and s ...
From $707 per night (USD)
VRBO
$Stunning private villa for 6 guests with A\/C, pool, WIFI, TV, panoramic view and parking$
From $356 per night (USD)
Expedia
Stunning private villa for 6 guests with A\/C, pool, WIFI, TV, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property Summary You are considering a pretty stone farmhouse in Castellina In Chianti, Italy. The property, made up of ...
From $356 per night (USD)
Expedia
$Lovely apartment in villa for 4 guests with A\/C, pool, WIFI, TV, patio, panoramic view and parking$
From $221 per night (USD)
VRBO
Lovely apartment in villa for 4 guests with A\/C, pool, WIFI, TV, patio, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, ...
From $221 per night (USD)
VRBO
$Lovely apartment in villa for 6 people with WIFI, A\/C, pool, TV, patio, panoramic view and parking$
From $266 per night (USD)
Expedia
Lovely apartment in villa for 6 people with WIFI, A\/C, pool, TV, patio, panoramic view and parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Property Summary Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, ...
From $266 per night (USD)
Expedia
$Lovely apartment in villa for 4 people with A\/C, pool, WIFI, TV, patio, panoramic view and parking$
From $220 per night (USD)
VRBO
Lovely apartment in villa for 4 people with A\/C, pool, WIFI, TV, patio, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, ...
From $220 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Casal de Matti
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Portion of an independent farmhouse with private access. You will have a large living area with a sofa bed, 2 double bed ...
From $168 per night (USD)
Expedia
Click For Pricing
VRBO
Castellare in Poggio 10, Emma Villas
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
This rate includes: -Utilities: Electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
Click For Pricing
VRBO

Search Your Destination Now!

Castellina in Chianti Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 371 Rentals