Castellina in Chianti Rentals
- From $113 per night (USD)
VRBO
Wonderful apartment in the heart of Chianti Classico sorrounded by vineyards
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Live the experience of staying at the beautiful Bindi Sergardi Winery. Located at 15 min drive north of Siena in a peace ...
From $113 per night (USD)VRBO
- From $675 per night (USD)
Expedia
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
CLOSE TO 6 UNESCO WORLD HERITAGE SITES - Siena, San Gimignano, Val d'Orcia &Pienza, Florence and Pisa, inside the first ...
From $675 per night (USD)Expedia
- From $1071 per night (USD)
VRBO
Tuscany Stone Villa With Spectacular View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Il Pogetto is a fantastic, stone Tuscan villa on two floors and only 6km away from Panzano. Around the villa there is a ...
From $1071 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Peacefull organic Agriturismo in the middle of Chianti Classico Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Fienile (80 mq) can host 5 - The entrance opens into a kitchen/living room with TV - The kitchen is complete with s ...
From $385 per night (USD)VRBO
- From $1629 per night (USD)
VRBO
Tipical Tuscan Villa in the hearth of the Chianti
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 13
Tuscan villa vacation rental for 13 persons Podere Felceto is a spacious, traditional, stone Tuscan villa originally bu ...
From $1629 per night (USD)VRBO
- From $457 per night (USD)
VRBO
Fiorita In Radda in Chianti, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Property for exclusive use Typical country house in stone, 150 sq. m., with 4 double bedrooms and 3 bathrooms, holding u ...
From $457 per night (USD)VRBO
- From $577 per night (USD)
VRBO
Vistabella In Castelnuovo Berardenga, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Property for exclusive use Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amon ...
From $577 per night (USD)VRBO
- From $1828 per night (USD)
VRBO
Villa Cherubina: A splendid sixteenth-century three-story villa located on top of a small hill, with Free WI-FI.
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Villa Cherubina is a splendid sixteenth-century three-story villa located on top of a small hill. It sleeps 14 people. F ...
From $1828 per night (USD)VRBO
- From $799 per night (USD)
VRBO
Chianti villa, with private swimming pool! 5 rooms, 4 bathrooms
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Our Chianti Farmhouse is a portion of a large farmhouse a typical example of traditional old Tuscan peasant houses that ...
From $799 per night (USD)VRBO
- From $747 per night (USD)
VRBO
Fattoria nel Chianti In Castelnuovo Berardenga, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Property for exclusive use Classic manor, 350 sq. m., in a panoramic location with a large garden and private swimming p ...
From $747 per night (USD)VRBO
- From $192 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 $192 per night (USD)VRBO
- From $192 per night (USD)
VRBO
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 $192 per night (USD)VRBO
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VRBO
Fattoria Il Colombaio - Appartamenti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Farm stay in Monteriggioni with outdoor pool This smoke-free farm stay features an outdoor pool and a garden. Air-condi ...
Click For PricingVRBO
- From $780 per night (USD)
Expedia
Private Villa with WIFI, private pool, A\/C, TV, patio, panoramic view, parking, close to Siena
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Villa Machiavelli is located , Italy and only 18 km (11 mi) from Siena in the tourist area "Siena And Surroundings". Hol ...
From $780 per night (USD)Expedia
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Expedia
Organic estate in Chianti, infinity pool, tennis court
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 20
Villa Rignana is a 150acre biological estate in the very heart of the Chianti region, surrounded by its vineyards, olive ...
Click For PricingExpedia
- From $143 per night (USD)
Expedia
Holiday Home \"La Fonte di Lucarelli\" with Private Terrace & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The holiday home "La Fonte di Lucarelli" is located in Radda in Chianti and is the ideal accommodation for a relaxing ge ...
From $143 per night (USD)Expedia
- From $107 per night (USD)
VRBO
Vrbo Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Farm stay in Monteriggioni with spa tub A spa tub and barbecue grills are available at this smoke-free farm stay. Guest ...
From $107 per night (USD)VRBO
- From $774 per night (USD)
VRBO
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
The Piaggione of Serravalle, at a glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of ...
From $774 per night (USD)VRBO
- From $901 per night (USD)
VRBO
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 $901 per night (USD)VRBO
- From $1303 per night (USD)
Expedia
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 $1303 per night (USD)Expedia
- From $1257 per night (USD)
VRBO
Authentic and Exclusive Tuscan Villa for an Idyllic Vacation in Chianti
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Muricciaglia is a treasured family estate, an authentic 500 year old complex of rural dwellings surrounded by 60 hectare ...
From $1257 per night (USD)VRBO
- From $1629 per night (USD)
Expedia
Private villa in Chianti with swimming pool surrounded by nature
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 24
<p>Close to ecotours, winery tours, and more, this pet-friendly villa brings it all within reach. Thanks to the convenie ...
From $1629 per night (USD)Expedia
- From $5167 per night (USD)
VRBO
Villa Bellavista
- Bedrooms:
- 10
- Bathrooms:
- 11
- Sleeps:
- 22
<p>Located in Greve in Chianti, this welcoming villa brings it all within your reach. Jump into your car and make short ...
From $5167 per night (USD)VRBO
- From $937 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 Experience the warmth and charm of Villa Vianci, a lovingly restored Tuscan gem nestled between Flo ...
From $937 per night (USD)VRBO
- From $1335 per night (USD)
VRBO
Tuscan tradition, contemporary style and comfort in the Chianti rolling hills
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Close to ecotours, cycling, and more, this smoke-free villa brings it all within reach. With convenient covered onsit ...
From $1335 per night (USD)VRBO
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Expedia
\"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 ...
Click For PricingExpedia
- From $271 per night (USD)
VRBO
Le Redi country villa with views over Chianti hills Siena, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
<p>Situated in a rural area, this welcoming villa brings all of Castelnuovo Berardenga within your reach. Jump into your ...
From $271 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $220 per night (USD)
VRBO
Tipologia Trilo by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The farm surrounded by olive groves and vineyards of Chianti. Each of 12 apartments are located in the main house and a ...
From $220 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Cosy apartment with WIFI, A\/C, pool, TV, patio, panoramic view, parking, close to Greve In Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Agriturismo La Papessa is located 1 km (3643 ft) from San Donato, Italy and only 19 km (12 mi) from Greve In Chianti in ...
From $320 per night (USD)Expedia
- From $138 per night (USD)
VRBO
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 $138 per night (USD)VRBO
- From $162 per night (USD)
Expedia
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 $162 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Tipologia Bilo by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The farm surrounded by olive groves and vineyards of Chianti. Each of 12 apartments are located in the main house and a ...
From $168 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Tipologia Quadrilocale by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The farm surrounded by olive groves and vineyards of Chianti. Each of 12 apartments are located in the main house and a ...
From $280 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Lovely apartment in villa for 4 people with pool, TV, patio and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the Chianti region. ...
From $160 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Lovely apartment in villa for 6 people with pool, TV, patio and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the Chianti region. ...
From $220 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Lovely apartment in villa for 8 people with pool, TV, patio and parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the Chianti region. ...
From $280 per night (USD)VRBO
- Click For Pricing
Expedia
Fattoria Lornano Winery - Villa Trebbiano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
4 villas with private garden, private parking, large swimming pool and park, located within the historic complex of the ...
Click For PricingExpedia
- Click For Pricing
VRBO
Mansion - Radda in Chianti
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
(Text automatically translated) In the heart of the Chianti Classico Tuscan this house of 600, equipped with every comfo ...
Click For PricingVRBO
- From $233 per night (USD)
Expedia
Molino del Ponte, Radda in Chianti, Italy
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
If you have ever wondered what was life like in the Tuscan region of Italy in the 1600s, look no further than Molino del ...
From $233 per night (USD)Expedia
- From $1673 per night (USD)
VRBO
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
- Bedrooms:
- 9
- Bathrooms:
- 11
- Sleeps:
- 18
Open hilltop views, extensive private gardens and country comforts are awaiting your Chianti get-together at Cresta del ...
From $1673 per night (USD)VRBO
- From $715 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 $715 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Appartamento Beatrice - Monsanto i ,Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Appartamento Beatrice is located in an old hamlet situated on a hilltop in the very heart of the Chianti region. A beau ...
From $142 per night (USD)VRBO
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Expedia
Holiday Apartment \"Le Tre Pietre - Casa Fragola\" with Balcony, Shared Pool & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The holiday apartment "Le Tre Pietre - Casa Fragola" in Monteriggioni is an excellent choice for a getaway with your lov ...
Click For PricingExpedia
- Click For Pricing
Expedia
Apartment 'Le Tre Pietre - Casa Miele' with Shared Pool, Shared Garden and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Monteriggioni, the holiday apartment Le Tre Pietre - Casa Miele has everything you need for a comfortable hol ...
Click For PricingExpedia
- Click For Pricing
Expedia
Apartment 'Le Tre Pietre - Casa Sangiovese' with Shared Pool, Shared Garden and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in a family-owned farmhouse in Monteriggioni, the holiday apartment "Le Tre Pietre - Casa Sangiovese" has everyt ...
Click For PricingExpedia
- From $1124 per night (USD)
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 ...
From $1124 per night (USD)VRBO
- From $126 per night (USD)
Expedia
Lovely apartment for 4 guests with WIFI, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a vacation rental that offers peace and tranquility, while still being close to a village and offering inter ...
From $126 per night (USD)Expedia
- From $999 per night (USD)
VRBO
Vrbo Property
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>This cottage lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, i ...
From $999 per night (USD)VRBO
- From $3517 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 $3517 per night (USD)VRBO
- From $489 per night (USD)
VRBO
The Casina Del 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>A short distance from ecotours, hiking trails, and more, this smoke-free apartment lets you experience it all. If you ...
From $489 per night (USD)VRBO
- From $10696 per night (USD)
Expedia
Villa Ardore: Luxury Stay in the heart of Chianti
- Bedrooms:
- 12
- Bathrooms:
- 8
- Sleeps:
- 16
La Dolce Vita! Winding roads weave in and around vineyards, forests and olive groves, guiding you toward your private T ...
From $10696 per night (USD)Expedia
- Click For Pricing
VRBO
Vrbo Property
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
<p>Located in Greve in Chianti, this apartment lets you experience it all. Fans of nature and the outdoors will love bei ...
Click For PricingVRBO
- From $912 per night (USD)
VRBO
Villa Staggia In Poggibonsi, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Property for exclusive use Ancient 18th century Tuscany villa (500 m2) in a dominant position on a Chianti hill, surroun ...
From $912 per night (USD)VRBO