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

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From $415 per night (USD)
VRBO
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful property is a part of an old 16th century farm situated on the top of one of hills West of Castellina in ...
From $415 per night (USD)
VRBO
From $1015 per night (USD)
Expedia
Detached villa with swimming pool and pizza oven for groups up to fourteen people.
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our villa located within walking distance from Tregole in the famous wine region of Chianti Classico, has five spacious ...
From $1015 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Barn at Bagnaie is a luxury 3-bedroom Tuscan villa, which we have modernised and furnished to a high standard. The i ...
From $367 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Beautiful Tuscan farmhouse with stunning views of Chianti countryside
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The house forms part of the oldest wing of Le Bagnaie, a 300 year old farm on a secluded hilltop, which was converted in ...
From $367 per night (USD)
Expedia
Click For Pricing
VRBO
Belvilla by OYO Villa il Colle
Bedrooms:
10
Bathrooms:
4
Sleeps:
10
This attractive holiday home has a pleasant private swimming pool that you can cool in during summers. You can properly ...
Click For Pricing
VRBO
From $253 per night (USD)
Expedia
Casa il Cipresso, in the heart of Chianti with swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cipresso house is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinc ...
From $253 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Casa Antico Roseto - cottage with swimming pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Antico Roseto house is a portion of the manor house that stands on the top of Borgo Montecastelli. Next to the entra ...
From $338 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Casa Belvedere cottage with swimming pool in the heart of Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Casa Belvedere is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinc ...
From $426 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Fully renovated Chianti country home, 10 min from Siena; stunning views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2-bedroom, 2-bathroom Tuscan country home is composed of a ground floor with a comfortable and welcoming ...
From $419 per night (USD)
VRBO
From $876 per night (USD)
Expedia
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
La Corte Di Campalli is located 4 km (2 mi) from San Leonino, Italy and only 17 km (11 mi) from Siena in the tourist are ...
From $876 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Tuscany. Lovely holiday home with swimming pool.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Magnificent high-rise apartment of 80 m2. 2 large double bedrooms. Lovely bathroom w / shower, toilet and bidet. Living ...
From $194 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Villa with large garden in the Chianti hills
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Small villa with a large garden and private parking,inside a residence.The area was a mine until the 1950s and was organ ...
From $114 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti.
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
From $448 per night (USD)
VRBO
From $98 per night (USD)
VRBO
Vacation apartment with shared pool in the Chianti area.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vacation apartment with shared pool in the Chianti area. The apartment is located in a beautiful country house in the mi ...
From $98 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Exclusive Garden Place, View and Atmosphere
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $218 per night (USD)
VRBO
From $400 per night (USD)
VRBO
5 bedroom accommodation in Castellina Chianti SI
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This beautiful property in the heart of Chianti about 4 km from Castellina in Chianti, built in the 15th century as an a ...
From $400 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Lilliano S10 Spazzavento
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
From $313 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Lilliano C8 Ceccatelli
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
From $255 per night (USD)
VRBO
From $400 per night (USD)
VRBO
6 bedroom accommodation in Castellina Chianti SI
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Spacious stone vacation home in dominant hill position in the heart of Chianti Classico, 5 km from the town of Castellin ...
From $400 per night (USD)
VRBO
From $113 per night (USD)
VRBO
Vacation apartment with shared pool in the Chianti area.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vacation apartment with shared pool in the Chianti area. The apartment is located in a beautiful country house in the mi ...
From $113 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Nice apartment in villa with WIFI, pool, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $144 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Cosy apartment in villa with WIFI, pool, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $169 per night (USD)
Expedia
From $144 per night (USD)
VRBO
Cosy apartment in villa with pool, WIFI, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $144 per night (USD)
VRBO
$BACCO- Authentic house with STUNNING VIEW - S. GIMIGNANO \/ SIENA \/ FIRENZE$
From $187 per night (USD)
VRBO
BACCO- Authentic house with STUNNING VIEW - S. GIMIGNANO \/ SIENA \/ FIRENZE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Authentic 15th-century house, situated in the middle of Chianti Classic, in the Sant Agnese Natural Park. Close San Gim ...
From $187 per night (USD)
VRBO
$RAFFAELLO - Firenze \/Siena \/San Gimignano - SWIMMING POOL AND TENNIS COURT$
From $192 per night (USD)
VRBO
RAFFAELLO - Firenze \/Siena \/San Gimignano - SWIMMING POOL AND TENNIS COURT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
AUTHENTIC 15TH CENTURY HOUSE IN CHIANTI CLASSICO / ON THE TOP OF A HILL OF OLIVE TREES, IN THE NATURE RESERVE OF SANT'AG ...
From $192 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Casa Bruna - Cipresseta del Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the Chianti hills, the apartment is immersed in the green oasis of the Bosco di Sant’Agnese Nature Reserve: a ...
From $103 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Cypress trees 1 - Old stone barn, pool and breathtaking views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ancient stone barn adjacent to the main farmhouse dating back to the seventeenth century, located in the heart of the Ch ...
From $259 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Cypress trees 2 - Old stone house with pool and breathtaking views
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Ancient stone farmhouse adjacent to the main farmhouse dating back to the seventeenth century, located in the heart of t ...
From $245 per night (USD)
Expedia
$Private Villa with A\/C, private pool, WIFI, TV, patio, panoramic view, close to Greve In Chianti$
From $384 per night (USD)
VRBO
Private Villa with A\/C, private pool, WIFI, TV, patio, panoramic view, close to Greve In Chianti
Bedrooms:
3
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 ...
From $384 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Fioraie villa with pool and breathtaking views for 6 people
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
<p>Located in a rural area, this welcoming villa lets you experience it all in Castellina in Chianti. Jump into your car ...
From $300 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Restored farmhouse in heart of chianti with swimming pool and tennis court.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Granaio is a tiny village composed of four groups of houses and a little church on top of a hill in the heart of Chianti ...
From $185 per night (USD)
VRBO
From $1274 per night (USD)
Expedia
Villa Delle Upupe 8, Emma Villas
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
The Price includes: - Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $1274 per night (USD)
Expedia
From $2303 per night (USD)
VRBO
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Bedrooms:
12
Bathrooms:
11
Sleeps:
23
Located in Castellina in Chianti in Tuscany, Italy, 'Isola Serena' is a beautiful private luxury villa on 4 acres of lan ...
From $2303 per night (USD)
VRBO
$Lovely apartment in villa with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view and park...$
From $141 per night (USD)
Expedia
Lovely apartment in villa with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view and park...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $141 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Nice apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $162 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Nice apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $150 per night (USD)
Expedia
$Nice apartment in villa with A\/C, pool, WIFI, TV, patio, pets allowed, panoramic view and parking$
From $203 per night (USD)
VRBO
Nice apartment in villa with A\/C, pool, WIFI, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $203 per night (USD)
VRBO
$Cosy apartment in villa with pool, A\/C, WIFI, TV, patio, pets allowed, panoramic view and parking$
From $97 per night (USD)
Expedia
Cosy apartment in villa with pool, A\/C, WIFI, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $97 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Cosy apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $164 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Nice apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $168 per night (USD)
Expedia
$Villa Capannuccia \/ Locanda La Capannuccia$
Click For Pricing
VRBO
Villa Capannuccia \/ Locanda La Capannuccia
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
Villa Capannuccia (Locanda La Capannuccia) is a construction from the 1600s. Located in the Chianti Classico area in the ...
Click For Pricing
VRBO
From $617 per night (USD)
VRBO
Villa Arnica B: A graceful cottage surrounded by vineyards and olive groves, with Free WI-FI.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Villa Arnica B is a graceful cottage surrounded by vineyards and olive groves. It sleeps four people. From Villa Arnica ...
From $617 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Podere Gioia by Interhome
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Podere Gioia consists of two independent housing units. Our offer includes three apartments, two of which are in the sam ...
From $300 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
I Sodi di Bibbiano, Spa and private swimming pool
Bedrooms:
8
Bathrooms:
9
Sleeps:
18
Very large villa in the middle of the vineyard of the Bibbiano Chianti Classico estate. This unit has nine double bedroo ...
From $1040 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Bibbiano - La Limonaia detatched lovely villa with private swimming pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This detatched villa has 2 double bedrooms and 2 bathrooms, a large living area and kitchen. The use of the swimming poo ...
From $477 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Bibbiano - Il Pero typical apartment in a wine estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Apartment Il Pero it is a 2 bedroom flat with 2 bathrooms in the same building of the show room and operations of Bi ...
From $278 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Bibbiano - Il Fico typical apartment in a wine estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Apartment Il Fico it is a 2 bedroom flat with 2 bathrooms in the same building of the show room and operations of Bi ...
From $297 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Casale Cipressi, Castellina in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This is a great option for multi-generational families or friends who want to be spoilt. The beautifully kept Casale Cip ...
From $725 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Venus, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $253 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Bellosguardo, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fancy immersing yourself in Chianti Classico country? Then look no further than Bellosguardo, the ideal choice for a fam ...
From $330 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Borea, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $253 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Pandora, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $253 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Athena, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $175 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Casanovina, Castellina in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Set on an open ridge, to the rear of an old farm house this well-appointed villa scores top marks for its dreamy private ...
From $378 per night (USD)
Expedia
Click For Pricing
VRBO
Casale la Canonica, Castellina in Chianti, Siena and Chianti
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Formerly a priest’s house, Casale la Canonica clusters behind the church that greets you at the top of the drive. Set in ...
Click For Pricing
VRBO
From $115 per night (USD)
Expedia
La Querce, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $115 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Il Nocino, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $159 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Casetta Erika, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
What could be quainter than a little pink cottage in a wood, surrounded by vineyards and olive groves? Casetta Erika is ...
From $280 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Capanna Leopoldina 8, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $353 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Athena-Urania, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $329 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Capanna Leopoldina 10, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $460 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Antico Cipresso, Navico, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sitting hillside between Castellina in Chianti 9 Km and Panzano in Chianti 7 Km, Navico is an impossibly pretty collecti ...
From $244 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Macia Viva, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Set above a valley in the heart of Chianti, Macia Viva’s views make this private, stone-built villa very special. The ma ...
From $423 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Ginestra, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Set in the foothills of Chianti, this delightful villa for two people has near-360° views of undulating Tuscan countrysi ...
From $413 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Villa Beba, Castellina in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
If you've got a larger group of family or friends that you'd like to share the best of Tuscany with - and you dream of e ...
From $464 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Urania, Podere di Casalta, Castellina in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $155 per night (USD)
Expedia
$Farmhouse in the Chianti \La Foresta 1\ with swimming pool$
From $110 per night (USD)
VRBO
Farmhouse in the Chianti \"La Foresta 1\" with swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Two-room apartment, renovated for 2-3 people with typical Tuscan furnishings Agriturismo La Foresta is a restored farmh ...
From $110 per night (USD)
VRBO
From $1591 per night (USD)
Expedia
Large Chianti Estate, Tuscany weddings, retreats, celebrations, workshops
Bedrooms:
15
Bathrooms:
15
Sleeps:
33
Podere Patrignone is a large estate surrounded by vines, olives and lush forest, and sits on top of a hill with 360-degr ...
From $1591 per night (USD)
Expedia
$Villa \San Bartolomeo\ with Pool and Wi-Fi - Pets allowed$
From $329 per night (USD)
VRBO
Villa \"San Bartolomeo\" with Pool and Wi-Fi - Pets allowed
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa San Bartolomeo is located in Castellina in Chianti, 20 km from Siena, and boasts beautiful views of the hills. The ...
From $329 per night (USD)
VRBO
From $98 per night (USD)
Expedia
House in a typical village in the heart of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in a pretty and peaceful village on the top of a hill in the Chianti area which overlooks a landscape of olive t ...
From $98 per night (USD)
Expedia
From $116 per night (USD)
VRBO
House in a typical village in the heart of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Apartment located in a pretty and peaceful village on the top of a hill in the Chianti area which overlooks a landscape ...
From $116 per night (USD)
VRBO
From $150 per night (USD)
Expedia
La Tinaia by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Old farmhouse, renovated, with lovely view on the hills of Chianti Classico. Surrounded by vineyards. In the property th ...
From $150 per night (USD)
Expedia
From $802 per night (USD)
VRBO
Casale Il Poggino by Interhome
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Casale il Poggino, located in a hilly position in the heart of the Chianti Classico, consists of two units, the farmhous ...
From $802 per night (USD)
VRBO
From $135 per night (USD)
Expedia
Capanna di Sopra by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Old farmhouse, renovated, with lovely view on the hills of Chianti Classico. Surrounded by vineyards. In the property th ...
From $135 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Capanna di Sotto by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Old farmhouse, renovated, with lovely view on the hills of Chianti Classico. Surrounded by vineyards. In the property th ...
From $135 per night (USD)
VRBO
From $1544 per night (USD)
Expedia
Villa in Castellina w. Pool, Garden & Winery
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Villa di Castellina is a villa in the heart of the Tuscan hills, located 3 km from the center of Castellina in Chian ...
From $1544 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Farmhouse in the heart of the real chiantishire
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. ...
From $156 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Casa Fioraie - Holiday Home in Castellina in Chianti, Tuscany
Bedrooms:
3
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 ...
From $371 per night (USD)
Expedia
Click For Pricing
VRBO
Villa with pool in Chianti countryside
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
<p>A short distance from ecotours, cycling, and more, this smoke-free villa lets you experience it all. With convenient ...
Click For Pricing
VRBO
From $198 per night (USD)
Expedia
La Misura, cottage with garden and swimming pool on the hills of Chianti
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
La Misura house is part of Borgo Montecastelli, a beautiful rural complex located right on the border between the provi ...
From $198 per night (USD)
Expedia
From $120 per night (USD)
VRBO
detached villa with private pool and garden
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
<p>Located in a rural area, this welcoming vacation home lets you experience it all in Castellina in Chianti. There's co ...
From $120 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Beautiful house on Chianti hilltop with exceptional views.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Spacious (260 sq metres), very well equipped house on two floors forming part of renovated historic farm hamlet. The est ...
From $370 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Stunning villa for 12 people with WIFI, private pool, TV, terrace, pets allowed and parking
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Property Summary Podere Gioia is a beautiful country house consisting of three independent apartments, two of which are ...
From $438 per night (USD)
VRBO
Click For Pricing
Expedia
Two-room apartment with garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
<p>Nestled in Castellina in Chianti, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
Click For Pricing
Expedia
From $825 per night (USD)
VRBO
Villa Tregole, Castellina in Chianti, Siena and Chianti
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
The vine-clad hills of Chianti are the classic image of Tuscany and the beautiful backdrop for Villa Tregole. Here in th ...
From $825 per night (USD)
VRBO
$Private Villa with private pool, WIFI, A\/C, TV, patio, pets allowed, panoramic view, parking$
From $289 per night (USD)
Expedia
Private Villa with private pool, WIFI, A\/C, TV, patio, pets allowed, panoramic view, parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled in a secluded and quiet area, the newly renovated Country house "Olivo" is a charming and detac ...
From $289 per night (USD)
Expedia
From $288 per night (USD)
VRBO
CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Casa degli Ulivi is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provi ...
From $288 per night (USD)
VRBO
From $55 per night (USD)
VRBO
SUSINO - Apartment in a typical Chianti village in the heart of Tuscany
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Apartment obtained from the conversion of a barn that is part of a typical Chianti village in the heart of Tuscany. The ...
From $55 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Vacation home Olivo by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Country house "Olivo", detached, renovated in 2020. 500 m from the centre of Castellina in Chianti, 26 km from the centr ...
From $269 per night (USD)
VRBO
$Cosy apartment for 4 guests with A\/C, WIFI and TV, close to Siena$
From $356 per night (USD)
Expedia
Cosy apartment for 4 guests with A\/C, WIFI and TV, close to Siena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Conveniently located in the centre of Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 17 km (11 ...
From $356 per night (USD)
Expedia
From $308 per night (USD)
VRBO
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 $308 per night (USD)
VRBO
From $671 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 $671 per night (USD)
Expedia
From $771 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 $771 per night (USD)
VRBO
$Private Villa with A\/C, WIFI, pool, TV, patio, pets allowed, parking, close to Greve In Chianti$
From $287 per night (USD)
Expedia
Private Villa with A\/C, WIFI, pool, TV, patio, pets allowed, parking, close to Greve In Chianti
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
A Casa Dell'ida is located 4 km (3 mi) from Castellina In Chianti, Italy and only 19 km (12 mi) from Greve In Chianti in ...
From $287 per night (USD)
Expedia
From $191 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 $191 per night (USD)
VRBO
From $283 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 $283 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Borgo nel Chianti Istrice 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 $149 per night (USD)
VRBO
From $182 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 $182 per night (USD)
Expedia
From $88 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 $88 per night (USD)
VRBO
From $127 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 $127 per night (USD)
Expedia

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Castellina in Chianti Rentals

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Results: 387 Rentals