Siena - Chianti area

top-class wine, historic towns, green rolling hills, treat yourself to an unforgettable luxury villa experience


Rent one of Home in Italy's high-end villas in the Chianti or Siena area and treat yourself to an authentic Italian holiday experience. Thanks to its lush landscape and delectable food and wine, a vacation in this well-renowned area of Tuscany is always a sensory overload in the best way. With its top-class wine, historic and charming villages, and green rolling hills, this area of Tuscany never ceases to amaze its visitors.




Results: 25 villas found
Pages:  12

Tuscany, Castellina In Chianti
56,000 € / week
 19    10    11

Welcome to Bacca Nera, an exquisite luxury vacation villa for rent in Italy nestled amidst the picturesque hills of Chianti of Tuscany. Surrounded by lush vineyards and offering stunning views of the enchanting countryside, this grand estate is a true symbol of Chianti's beauty and charm. As you ...

air conditioning a/cindoor poolwi-fi internet connectiongymfamily friendlyprivate swimming poolalfresco diningbarbecue-bbqpizza ovengolf villas

 map view :  global  |  local
   details   
Tuscany, Casole D'Elsa
from 30,000 to 64,800 € / week
 16/22    8    9

Nestled amidst the rolling hills of Tuscany, this exclusive luxury villa for rent in Italy is a true embodiment of luxury and Italian charm for a refined vacation in the province of Siena. With its main villa, guest house, and marvellous events hall carefully renovated in 2021, this glamorous ...

air conditioning a/cindoor poolwi-fi internet connectionspagymwedding villafamily friendlyprivate swimming poolalfresco diningbarbecue-bbq

 map view :  global  |  local
   details   
Tuscany, Casole D'elsa
from 20,300 to 30,800 € / week
 10    5    9

Campo Doccio is a luxury holiday villa for rent in Italy set in the bucolic hills of Tuscany, perfect for those seeking a traditional retreat with contemporary elegance. This revisited classic Tuscan farmhouse is part of the vast estate of Casole, deeply rooted in the agricultural history of ...

air conditioning a/cwi-fi internet connectionfamily friendlyheated poolbarbecue-bbq

 map view :  global  |  local
   details   
Tuscany, Monteroni D'arbia
from 14,100 to 37,150 € / week
 10    5    9

Nestled in a bucolic hilltop in the heart of the Crete Senesi, this luxury villa for rent in Tuscany is the perfect location for all those who wish to live a genuine and exclusive Italian experience amidst one of the most fascinating areas of Tuscany. Offering an unrivalled 360-degree view of the ...

air conditioning a/cwi-fi internet connectiongymfamily friendlyalfresco diningbarbecue-bbqpizza ovenoutdoor jacuzzi-hot tub

 map view :  global  |  local
   details   
Tuscany, Gaiole In Chianti
from 13,350 to 40,000 € / week
 8 • 10 • 14    7    9

Amidst the natural beauty of Tuscany, this luxury vacation villa for rent is set in the heart of Chianti, midway between Siena and Florence. Beautifully furnished in a modern way, Castelio preserves the original charm of an antique farmhouse, offering a cosy accommodation for twelve guests. ...

air conditioning a/cmosquito netswi-fi internet connectionspagymwedding villafamily friendlywalking distance to villagewalking distance to restaurantheated poolalfresco diningbarbecue-bbqpizza oventennis tablehelicopter pad

 map view :  global  |  local
   details   
Tuscany, Panzano In Chianti
32,500 € / week
 12    6    8

There are 6 panoramic air-conditioned double bedrooms in this luxury Italian villa for rent set in one of the best parts of Tuscany. Originally a 14th-century convent, Diletta is a first-class vacation villa rental in Italy located in the middle of Chianti, a short walk from Panzano in Chianti. ...

air conditioning a/cmosquito netswi-fi internet connectiongymfamily friendlyprivate swimming poolheated poolalfresco diningbarbecue-bbqpizza ovenoutdoor jacuzzi-hot tubtennis table

 map view :  global  |  local
   details   
Tuscany, Greve In Chianti
from 37,750 to 53,150 € / week
 18    9    11

Elegantly located on a hill overlooking the beautiful cypress trees, olive groves and vineyards of Chianti, sits this large Tuscan villa for rent named Dimoradi. Originally an ancient stone Borgo, it has been converted into grand accommodation that showcases the best of modern luxuries while ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvspagymfamily friendlyfully staffed villawalking distance to villageprivate swimming poolheated pool

 map view :  global  |  local
   details   
Tuscany, Colle Di Val D'Elsa
from 18,900 to 28,000 € / week
 8    4    5

Set in the province of Siena, in one of the most fascinating areas of Tuscany, you can find various luxury villas for vacation rentals in the vast estate of Casole. The estate offers beautiful dreamy places for an Italian holiday in the countryside including prestigious large villas for rent, ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvprivate swimming poolheated poolbarbecue-bbqpizza ovenoutdoor jacuzzi-hot tub

 map view :  global  |  local
   details   
Tuscany, Gaiole In Chianti
from 5,355 to 8,755 € / week
 8    4    5

The enchanting beauty of the Chianti area, in Tuscany, represents the scenery of the luxury Italian villa for rent Gelso, where you can admire the surrounding vineyards, olive groves and oak forests in an atmosphere of absolute tranquillity. Gelso is situated only a 4-kilometre distance from ...

wi-fi internet connectionsatellite tvfamily friendlyprivate swimming poolalfresco diningbarbecue-bbq

 map view :  global  |  local
   details   
Tuscany, Gaiole In Chianti
from 6,000 to 13,550 € / week
 10/12 • 16    8    6

Lamacci is a large luxury 8-bedroom villa for rent located in the magnificent Chianti area in Tuscany.  This high-end rental home is the perfect retreat for a family or friends' reunion as well as the ideal choice for wine lovers as there are several well-known wineries within a short drive ...

air conditioning a/cwi-fi internet connectionsatellite tvfamily friendlyheated poolalfresco diningbarbecue-bbq

 map view :  global  |  local
   details   
Tuscany, Monteroni D'arbia
Price On demand
 12    6    9

The setting of the top luxury villa for rent in Italy La Tenuta is undoubtedly the same as the imaginary sceneries of all those who dream of the enchanting Tuscan countryside. A stone dwelling situated on a hilltop of medium height which dominates one of the most beautiful valleys of the ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvspagymfamily friendlywalking distance to villagewalking distance to restaurantprivate swimming poolheated poolalfresco diningbarbecue-bbqpizza ovenoutdoor jacuzzi-hot tubgolf villas

 map view :  global  |  local
   details   
Tuscany, Castellina In Chianti, Chianti Area
27,000 € / week
 18    9    10

Nestled in the heart of Tuscany, Leggera is a luxury villa for rent with an authentic Italian style, ideal for a magical vacation with family and friends. Since the first step, a warm homely feeling fills this historical mansion, welcoming savvy travellers to the estate of one of the most antique ...

mosquito netswi-fi internet connectiongym equipmentfamily friendlytennis tablehelicopter pad

 map view :  global  |  local
   details   
Tuscany, Cetona
from 6,290 to 10,710 € / week
 10    5    4

In southern Tuscany, not far from Montepulciano, this corner of paradise is located at a four-kilometre distance from Piazze and seven kilometres from Cetona. The villa offers a panoramic view of 360 ° from the Val di Chiana to the Cetona mountain. The highlight of this haven of peace is the ...

air conditioning a/cwi-fi internet connectionprivate swimming poolheated poolalfresco diningbarbecue-bbqpizza oventennis table

 map view :  global  |  local
   details   
Tuscany, Rapale
from 8,000 to 12,500 € / week
 18    9    9

If you’re looking for Tuscan rolling hills, sloping vineyards, olive groves, quaint medieval villages, and outstanding art, you’ll find it all here at Villa Merlini. This exclusive large family villa for rent featuring 9 bedrooms is located in the heart of the charming Tuscan ...

mosquito netswi-fi internet connectionfamily friendlyprivate swimming poolalfresco diningbarbecue-bbqpizza ovengolf villas

 map view :  global  |  local
   details   
Tuscany, Castellina In Chianti
from 27,000 to 30,900 € / week
 14    7    8

In the heart of the Chianti area, at just 25 minutes from Siena and 50 minutes from Florence, villa Olivia is a luxury retreat offering the best of everything you could wish for a holiday rental in Tuscany. Dating back to the 17th century, the villa is set in a large estate beyond a narrow road ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvgym equipmentfamily friendlywalking distance to villagewalking distance to restaurantprivate swimming poolheated poolalfresco diningbarbecue-bbqpizza ovengolf villastennis tableelectric car charging station

 map view :  global  |  local
   details   

Results: 25 villas found
Pages:  12