Chianti Vacation Rentals

Luxury Villa Rentals in Chianti for 2+ people

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6,286 - 9,334 /night


Europe » Italy » Tuscany » Chianti
16 Bedroom Villa, 16 Bathrooms, Sleeps 32
Villa Gaia is a strikingly beautiful and secluded four-floor villa in the heart of Chianti, only 20 minutes from Siena. It is a luxurious and extremely sophisticated dwelling. The villa, owned for centuries by an Italian aristocratic family, is encircled ... more
2,126 - 3,343 /night


Europe » Italy » Tuscany » Chianti
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
The Chianti region embodies the landscape and the views that are the landmarks of Tuscany. And it is here that Verdiana is located, nestled among vineyards, and olive trees. Once you reach the property, protected by a lush forest, you are welcomed by cen... more
1,447 - 1,929 /night


Europe » Italy » Tuscany » Chianti
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa I Colli is a 400 year old Tuscan farmhouse nestled on a two hectare estate in the hills of the world renowned Chianti region. I Colli has recently been renovated to the highest of luxury standards, with all of the most modern amenities. However, muc... more
1,357 - 1,843 /night

Villa il Santo

Europe » Italy » Tuscany » Chianti
8 Bedroom Estate, 10 Bathrooms, Sleeps 16
Villa Torre Il Santo, strategically oriented at the top of one of the most perfectly situated Chianti hills, offers our guests stunning views of the Tuscan valleys and countryside beyond. Originally built in the year 1000AD, Villa Torre Il Santo has un... more
1,276 - 1,814 /night


Europe » Italy » Tuscany » Chianti
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
Villa Chianti is a luxury getaway, perched atop a hill overlooking the sprawling Tuscan valleys. This 16-acre retreat boasts wine-making vineyards and 600 oil-producing olive trees. Its ample grounds also feature its own chickens and turkeys amidst organi... more
1,238 - 1,752 /night


Europe » Italy » Tuscany » Chianti
7 Bedroom Villa, 7 Bathrooms, Sleeps 8
The stunning and uber-stylish Villa Fleda is nestled on a 20-acre estate in a famous wine-producing area and is surrounded by manicured vineyards, lush vegetation, ancient olive trees and Mediterranean flora. This luxury property is located within walking... more
967 - 1,726 /night


Europe » Italy » Tuscany » Chianti
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tuscany is everyone's dream holiday destination. The rolling hills, the vineyards, the art cities and the medieval villages are only some of the many reasons to visit this region. Here, Morea, just 20 minutes away from Florence's Museums and attraction... more
857 - 1,357 /night

Castellare de' Sernigi

Europe » Italy » Tuscany » Chianti
7 Bedroom Villa, 7 Bathrooms, Sleeps 13
Chianti Villa Castellare de’ Sernigi is composed of 7 finely furnished bedrooms, two living rooms, dining room and kitchen. The Villa is situated right in the heart of the Chianti area. From the windows it is possible to admire the picturesque Tuscan la... more
786 - 1,271 /night

Villa Marciano

Europe » Italy » Tuscany » Chianti
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
Villa Marciano is a charming old Tuscan farm house in the heart of the Chianti area with breath-taking panoramic views. The house is surrounded by woods, vineyards and olive groves with the stunning skyline of San Gimignano on the horizon. The villa is f... more
714 - 979 /night


Europe » Italy » Tuscany » Chianti
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Leonardo is a beautiful, private 12 acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena. Located half way between Montespertoli and San Casciano Val di Pesa, the villa is 40 minutes away from Florence. The ultimat... more
694 /night


Europe » Italy » Tuscany » Chianti
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
If you have dreamed of escaping to a beautiful place to experience the pleasure of life, Tuscany is where you have to be. And among many properties you can choose from in this region, you cannot go wrong renting Villa Bablu. Set 15-minute drive from the a... more
641 /night


Europe » Italy » Tuscany » Chianti
6 Bedroom House, 6 Bathrooms, Sleeps 12
Villa Ilaria is set on a beautiful estate just a mile away from Palaia, a charming village between Pisa and Florence. The restoration of the property was recently completed, and it is composed of two separate country houses next to one another. Both house... more
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