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Castellina in Chianti Rentals

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From $110 per night (USD)
VRBO
Stunning villa for 3 guests with WIFI, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Property Summary Country house "Podere San Raffaele" offers a serene vacation rental surrounded by nature, with a sprawl ...
From $110 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Country Resort in San Donato with 2 bedrooms sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
From its height, up to the hill Agriturismo La Papessa dominates the ancient medieval village of San Donato in Poggio of ...
From $269 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Country Resort in San Donato with 1 bedrooms sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
From its height, up to the hill Agriturismo La Papessa dominates the ancient medieval village of San Donato in Poggio of ...
From $194 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
In the heart of Chianti Classico, yet a mere 10 minutes drive to Siena city center, Le Redi offers a truly magical nest ...
From $249 per night (USD)
Expedia
From $334 per night (USD)
VRBO
House with character
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Godenano di Mezzo is an ancient farm located in the heart of the Castellina in Chianti countryside, in the cradle of the ...
From $334 per night (USD)
VRBO
From $407 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 $407 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Santantimo In Castellina in Chianti, Tuscany
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Property for exclusive use The villa in Chianti (400 m2) was built in the early 16th century as an ancient oratory. In 1 ...
From $551 per night (USD)
VRBO
$\DARIO4\ APARTMENT$
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Expedia
\"DARIO4\" APARTMENT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The position overlooking the private furnished garden conveys into the Casa Dario 4 apartment all the fragrances of the ...
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Expedia
$\DARIO3\ APARTMENT$
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VRBO
\"DARIO3\" APARTMENT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Casa Dario 3 apartment is perfect for those traveling with the family or with a couple of friends. In its outdoor ga ...
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VRBO
$HOUSE \BARN. 2\$
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Expedia
HOUSE \"BARN. 2\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ideal for those who love traveling with family or friends, the Casa Granaio 2 apartment offers hospitality, elegance and ...
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Expedia
$\LA CAPANNA\ APARTMENT$
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VRBO
\"LA CAPANNA\" APARTMENT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Surrounded by nature and in a secluded position with respect to the other apartments, La Capanna is an independent house ...
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VRBO
$\PERA 3\ APARTMENT$
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Expedia
\"PERA 3\" APARTMENT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Casa Pera 3 apartment, decorated in a country-chic style, is perfect for groups of friends or couples with several c ...
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Expedia
$\IL TORRINO\ APARTMENT$
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VRBO
\"IL TORRINO\" APARTMENT
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Staying in a real medieval watchtower restored according to the origin interior design is an experience only Borgo di Pi ...
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VRBO
$\PERA 4\ APARTMENT$
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Expedia
\"PERA 4\" APARTMENT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The large wooden canopy bed and the numerous views of the Tuscan countryside will make you fall in love with the Casa Pe ...
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Expedia
$HOUSE \GUARD 1\$
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VRBO
HOUSE \"GUARD 1\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Casa Guardia 1 apartment, obtained from the ancient home of the Borgo gamekeeper, has the distinctive feature of off ...
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VRBO
$HOUSE \GUARD N. 2\$
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Expedia
HOUSE \"GUARD N. 2\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect for a group of friends or for a couple with children, the Casa Guardia 2 apartment maintains all the charm of th ...
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Expedia
$\PERA 2\ APARTMENT$
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VRBO
\"PERA 2\" APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the living room with rustic brick arches and exposed beams, you can spend pleasant evenings in front of the fireplace ...
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VRBO
$\DARIO 2\ APARTMENT$
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Expedia
\"DARIO 2\" APARTMENT
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Rustic charm and valuable materials characterize the Casa Dario 2 apartment which, thanks to its triple facilities, is s ...
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Expedia
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VRBO
CASA DARIO APARTMENT 5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The kitchen with the large and original fireplace and the delightful mezzanine which houses the sofa and TV, together wi ...
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VRBO
$HOUSE \BARN. 1\$
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Expedia
HOUSE \"BARN. 1\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brightness, soft colors and warm and hospitable furnishings will welcome you in the Casa Granaio 1 apartment, located on ...
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Expedia
From $457 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 $457 per night (USD)
VRBO
$APARTMENT \DARIO1\$
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Expedia
APARTMENT \"DARIO1\"
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
If you want a romantic setting in which to relax in the total peace and quiet of the Chianti countryside, the Casa Dario ...
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Expedia
$\PERA1\ APARTMENT$
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VRBO
\"PERA1\" APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Let yourself be enchanted by the romantic atmosphere of the Casa Pera 1 apartment, obtained within the old school of the ...
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VRBO
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Expedia
Appartamento - Sangiovese
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Farm stay in Monteriggioni with an outdoor pool Along with an outdoor pool, this smoke-free farm stay has laundry facili ...
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Expedia
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VRBO
Agriturismo Il Colombaio - Malvasia
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You'll find bicycles on site at this smoke-free vacation home. With convenient onsite parking, you'll be ready to mak ...
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VRBO
From $290 per night (USD)
Expedia
Antica Posta, Castellina in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take a break with friends in the heart of Chianti at this superbly located villa. It’s just a few kilometres to Castelli ...
From $290 per night (USD)
Expedia
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VRBO
Two-room apartment with garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Nestled in Castellina in Chianti, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
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VRBO
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Expedia
CLASSIC BILO 3 APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castellina in Chianti, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature ...
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Expedia
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VRBO
CLASSIC BILO 2 APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Castellina in Chianti, this 1-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
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VRBO
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Expedia
TRILO CLASSIC APARTMENT
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Nestled in Castellina in Chianti, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
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Expedia
From $271 per night (USD)
VRBO
Holiday apartment Barberino Val d'Elsa for 2 - 5 persons with 2 bedrooms - Farmhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
ED Refnr. 2764909 Agriturismo in a hilly location, at the heart of Tuscany This agriturismo is on a hill (about 485 me ...
From $271 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Holiday apartment Barberino Val d'Elsa for 2 - 6 persons with 2 bedrooms - Farmhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
ED Refnr. 2770076 Agriturismo in a hilly location, at the heart of Tuscany This agriturismo is on a hill (about 485 me ...
From $282 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Agriturismo San Silvestro - Your house with swimming pool in the Chianti hills
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Close to ecotours, birdwatching, and more, this family-friendly vacation home brings it all within reach. Thanks to t ...
From $276 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A short distance from ecotours, birdwatching, and more, this family-friendly vacation home lets you experience it all ...
From $269 per night (USD)
Expedia
From $894 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 $894 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Le Redi country villa with views over Chianti hills Siena, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Situated in a rural area, this welcoming villa brings all of Castelnuovo Berardenga within your reach. Jump into your ...
From $260 per night (USD)
Expedia
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VRBO
vacation rental of 5 apartments in 3 farmhouses - max. 20 pers. - community pool
Bedrooms:
8
Bathrooms:
9
Sleeps:
9
https://youtu.be/_zIY8xTbw5A 5 spacious rustic apartments in 3 farm houses in very peaceful 15th century hamlet wit ...
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VRBO
From $942 per night (USD)
Expedia
Villa Arnica A: A characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves, with Free WI-FI.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Arnica A is a characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves. ...
From $942 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Authentic Farmhouse on Chianti Estate between Florence & Siena
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
"Casa Pineta" https://youtu.be/AvZMqQnHHLw offers 4 bedrooms (1 x double, 1x 3 single, 1 x 1 double, 1 junior, 1 x ...
From $562 per night (USD)
VRBO
From $250 per night (USD)
Expedia
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 $250 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Granaio - Il Casale di Villore, Poggibonsi, Siena, Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in what was once Villore’s granary, apartment Granaio’s most outstanding feature is its beautifully furnished li ...
From $362 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Sangioveto - Il Casale di Villore, Poggibonsi, Siena, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A large and elegant apartment, Sangioveto’s three floors are comprised of a fully equipped kitchen and large living room ...
From $583 per night (USD)
Expedia
$Private Villa with private pool, A\/C, WIFI, TV, patio, pets allowed, panoramic view, parking$
From $285 per night (USD)
VRBO
Private Villa with private pool, A\/C, WIFI, 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 $285 per night (USD)
VRBO
From $258 per night (USD)
Expedia
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 $258 per night (USD)
Expedia
From $59 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 $59 per night (USD)
VRBO
From $59 per night (USD)
Expedia
LECCIO - Apartment in a typical Chianti village in the heart of Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Apartment obtained from the conversion of a barn that is part of a typical Chianti village in the heart of Tuscany. The ...
From $59 per night (USD)
Expedia
$Apartment 6\/7 guests, in Chianti, between Firenze, Siena, S.Gimignano$
From $197 per night (USD)
VRBO
Apartment 6\/7 guests, in Chianti, between Firenze, Siena, S.Gimignano
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Borgo Sicelle was originally a small farm typical of Chianti Classico region. It is situated on a summit which overlooks ...
From $197 per night (USD)
VRBO
From $897 per night (USD)
Expedia
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Casa Le Pigne is an enchanting 2000sq ft, single-level villa situated in a peaceful and panoramic position (600m altitud ...
From $897 per night (USD)
Expedia
$5 bedrooms villa in the Chianti region with private swimming poo, A\/C and Wi-Fi$
From $1530 per night (USD)
VRBO
5 bedrooms villa in the Chianti region with private swimming poo, A\/C and Wi-Fi
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Visiting Podere Erica provides a unique opportunity to experience the best that Tuscany has to offer. Situated on over 3 ...
From $1530 per night (USD)
VRBO
From $1392 per night (USD)
Expedia
FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL & VIEWS IN TOP CHIANTI LOCATION!
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
Set in the heart of the magical Chianti Classico region, this wonderful 6 BD – 6 BA Villa dates back to the 15th century ...
From $1392 per night (USD)
Expedia
From $1594 per night (USD)
VRBO
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Close to ecotours, cycling, and more, this family-friendly villa brings it all within reach. With convenient covered ...
From $1594 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Casa Chiara by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern house "Casa Chiara", 2 storeys, built in 2009. 300 m from the centre of Castellina in Chianti, in a sunny positio ...
From $129 per night (USD)
Expedia
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VRBO
Casa Umiliati
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Authentic and rustic vacation home with swimming pool in Castellina in Chianti. Welcome to this spacious stone house ...
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VRBO
From $461 per night (USD)
Expedia
Villa Beba In Castellina in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Property for exclusive use Historical 18th Century villa with outbuilding, on two floors, 340 sq. m. with 5 double bedro ...
From $461 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 25-min ...
From $105 per night (USD)
VRBO
From $112 per night (USD)
Expedia
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 25-min ...
From $112 per night (USD)
Expedia
From $128 per night (USD)
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 25-min ...
From $128 per night (USD)
VRBO
$Villa \Cottage San Bartolomeo\ with Mountain View, Pool & Wi-Fi$
From $2035 per night (USD)
Expedia
Villa \"Cottage San Bartolomeo\" with Mountain View, Pool & Wi-Fi
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The San Bartolomeo Cottage impresses guests with its fantastic view of the hills and valley. The 100 m² cottage consists ...
From $2035 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Charming Stone Villa with Pool in the heart of the Chianti countryside in Siena.
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
A fascinating renewed stone farmhouse with a stunning private pool and stylish external dining and seating area in the h ...
From $921 per night (USD)
VRBO
From $1822 per night (USD)
Expedia
Private villa in Chianti with swimming pool surrounded by nature
Bedrooms:
9
Bathrooms:
9
Sleeps:
24
Close to ecotours, winery tours, and more, this pet-friendly villa brings it all within reach. Thanks to the convenie ...
From $1822 per night (USD)
Expedia
From $176 per night (USD)
VRBO
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 $176 per night (USD)
VRBO
From $5353 per night (USD)
Expedia
Villa Bellavista
Bedrooms:
10
Bathrooms:
11
Sleeps:
22
Located in Greve in Chianti, this welcoming villa brings it all within your reach. Jump into your car and make short ...
From $5353 per night (USD)
Expedia
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VRBO
Apartment located in the historic center of Castellina in Chianti
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Nestled in Castellina in Chianti, this 3-bedroom, 4-bathroom apartment brings it all within your reach. Fans of natur ...
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VRBO
$Beautiful private villa with private pool, A\/C, WIFI, patio, panoramic view, parking, close to Siena$
From $1209 per night (USD)
Expedia
Beautiful private villa with private pool, A\/C, WIFI, patio, panoramic view, parking, close to Siena
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa Staggia is located 13 km (8 mi) from Poggibonsi, Italy and only 24 km (15 mi) from Siena in the tourist area "San ...
From $1209 per night (USD)
Expedia
From $1028 per night (USD)
VRBO
Holiday house Poggibonsi for 1 - 14 persons with 7 bedrooms - Holiday house
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
ED Refnr. 3120042 Discover the warmth and charm of Villa Vianci, a carefully restored Tuscan jewel between Florence and ...
From $1028 per night (USD)
VRBO
From $988 per night (USD)
Expedia
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
The Piaggione of Serravalle, at a glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of ...
From $988 per night (USD)
Expedia
From $537 per night (USD)
VRBO
La Casina Del 5 by TuscanyWeGo
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
A short distance from ecotours, hiking trails, and more, this smoke-free apartment lets you experience it all. Make s ...
From $537 per night (USD)
VRBO
From $995 per night (USD)
Expedia
Villa Vianci RBO, your home away in Tuscany
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Enjoy a Tuscan retreat that’s both quiet and secluded and convenient to the region’s cities at Villa Vianci. Originally ...
From $995 per night (USD)
Expedia
$Stunning private villa with WIFI, A\/C, TV, terrace, pets allowed, panoramic view and parking$
From $147 per night (USD)
VRBO
Stunning private villa with WIFI, A\/C, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Welcome to "Casa Chiara," a modern two-story vacation rental built in 2009 and conveniently located jus ...
From $147 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Wonderful private villa for 4 people with WIFI, pool, TV, terrace, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Casa Patrizia is a cozy and rustic terraced house built in 1700 and renovated in 1990, offering a comfo ...
From $199 per night (USD)
Expedia
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VRBO
Villa Rosa, Greve in Chianti, Florence and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Looking for somewhere for friends and family to take a wine-themed holiday in Chianti Classico? Look no further. This gr ...
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VRBO
From $12300 per night (USD)
Expedia
Villa Ardore: Privacy, Seclusion and Authenticity in the heart of Chianti
Bedrooms:
12
Bathrooms:
8
Sleeps:
16
La Dolce Vita! Your visit begins with a welcome at the airport where your driver will greet you and your guests and ass ...
From $12300 per night (USD)
Expedia
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VRBO
Podere Lupinati - La Villa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Greve in Chianti, this welcoming apartment lets you experience it all. With convenient onsite parking, you ...
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VRBO
From $511 per night (USD)
Expedia
Poggio Tondo, Castellina in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Raise a glass to Tuscany – there are few better places to do so than at this villa in the heart of the Chianti Classico ...
From $511 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Apartment with pool in village in Chainti
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
At 700 meters above sea level, among the Chianti Classico vineyards, lakes, tranquility and nature you will find our spl ...
From $195 per night (USD)
Expedia
From $2010 per night (USD)
VRBO
Church house on wine estate, infinity pool, tennis court-newly renovated!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
In the splendid estate of Villa Rignana, this spectacular 6 bedroom Church house has just been renovated. The property c ...
From $2010 per night (USD)
VRBO
From $3295 per night (USD)
Expedia
Guest houses on estate, infinity pool, tennis court
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
This 150acre biological estate in the very heart of the Chianti region, surrounded by its vineyards, olive trees and ope ...
From $3295 per night (USD)
Expedia
From $364 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 $364 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
$Nice apartment for 4 guests with A\/C, WIFI and TV, close to Siena$
From $407 per night (USD)
VRBO
Nice 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 a beautiful stone building (110 sq m) with WiFi internet and air ...
From $407 per night (USD)
VRBO
From $2224 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 $2224 per night (USD)
Expedia
From $394 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 $394 per night (USD)
VRBO
From $373 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 $373 per night (USD)
Expedia
From $794 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 $794 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 $486 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 $486 per night (USD)
VRBO
From $5034 per night (USD)
Expedia
Large, beautiful villa in Tuscan Hills of Chianti, Stunning gardens and large po
Bedrooms:
9
Bathrooms:
10
Sleeps:
18
Summary: Villa Castellina in Chianti, a luxurious Tuscany countryside retreat nestled among the beautiful hills of Chia ...
From $5034 per night (USD)
Expedia
From $251 per night (USD)
VRBO
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 $251 per night (USD)
VRBO
From $555 per night (USD)
Expedia
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 ...
From $555 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Appartamento Beatrice
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region. This property offers ...
From $173 per night (USD)
VRBO
From $9540 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 $9540 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Family farmhouse in Chianti, ideal for those traveling with animals!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Family-friendly farm stay in Monteriggioni This smoke-free farm stay features barbecue grills. Guest accommodations at ...
From $112 per night (USD)
VRBO
From $3439 per night (USD)
Expedia
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 $3439 per night (USD)
Expedia
From $10348 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 $10348 per night (USD)
VRBO
From $5558 per night (USD)
Expedia
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 $5558 per night (USD)
Expedia
From $913 per night (USD)
VRBO
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 $913 per night (USD)
VRBO
From $6713 per night (USD)
Expedia
Villa la Corte Comfortable holiday residence
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Wonderful villa with private pool and tennis court, nestled in the Chianti countryside, among olive groves and vineyards ...
From $6713 per night (USD)
Expedia
From $1195 per night (USD)
VRBO
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 $1195 per night (USD)
VRBO
$Country House \/ Farm House in Castellina In Chianti with 2 bedrooms sleeps 6$
From $318 per night (USD)
Expedia
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 $318 per night (USD)
Expedia

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