Tuscany Vacation Rentals

Luxury Villa Rentals in Tuscany for 2+ people

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14,400 /night


Europe » Italy » Tuscany » Florence
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Villa Machiavelli is a one-of-a-kind experience nestled in the legendary winemaking "Chianti Classico" region, just outside of Florence. The 15th-century main villa and its original frescoes have been restored to their former magnificence, combined with o... more
9,600 - 15,000 /night


Europe » Italy » Tuscany » Florence
19 Bedroom Villa, 18 Bathrooms, Sleeps 37
In ancient mythology, Feronia is an Italic goddess associated with wildlife, fertility, and abundance. Villa Feronia, a stunning luxury villa set majestically on the outskirts of Florence, fully embodies those associations thanks to its rich grounds that ... more
7,048 - 10,095 /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
6,800 - 8,550 /night


Europe » Italy » Tuscany » Castelfalfi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Bice, located approximately one hour drive west of Florence, is a beautiful luxury villa that offers great comfort and contemporary style decor to the discerning traveler. Its spacious open plan on the ground floor, the five generous en suite bedroo... more
$6,400 - $10,200 /night

Casale San Casciano

Europe » Italy » Tuscany
7 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Casale San Casciano is an ancient country building dating back to 1700, located in a quiet position between the enchanting Val di Chiana and Val d’Orcia, the latter included among the Unesco sites several years ago. The rolling hills, covered with dense... more
5,440 - 6,840 /night


Europe » Italy » Tuscany » Castelfalfi
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Tuscany is a region which offers many stunning sceneries and ways to enjoy them whether through excursions, wine tastings, golfing or simply lounging around a pool admiring the iconic Tuscan views. Thanks to its blessed location, only one hour from the ma... more
4,600 - 6,200 /night


Europe » Italy » Tuscany » Florence
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Villa Isimora where you will be enchanted by its atmosphere and where you can spend your vacation being pampered by the villa's attentive staff. If you are looking for some quality R&R while staying in an exceptional countryside retreat, this ... more
4,500 - 6,000 /night


Europe » Italy » Tuscany » Florence
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
This elegant fully staffed villa is perfect for the discerning guests who wish to spend some quality time in style while visiting Tuscany. The villa is conveniently located nearby Florence, only a 25 minute drive or 40 minutes by train. It is designed on ... more
3,990 - 8,204 /night


Europe » Italy » Tuscany » Fonteblanda
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Tucked away in a magical corner of Southern Tuscany, Villa Capomare is nestled among four hectares of wild olive trees, palm trees and woodlands that surround the villa. This elegant 18th century three-story sea-front, fully staffed property is located si... more
3,900 - 4,900 /night


Europe » Italy » Tuscany » Florence
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on one of the main streets of the historical center of Florence, on the first floor of a Liberty-style building, the classy apartment Gismonda is the epitome of elegant Italian style. Boasting stunning views of the Duomo and easy access to all tha... more
3,457 - 3,693 /night


Europe » Italy » Tuscany » Florence
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Set on a high hill overlooking the scenic Tuscan landscape, this incredible 16th century patrician mansion exudes class and elegance at first sight. The villa spans over 1 200 square feet of living space and its central location is convenient to explore t... more
3,385 - 3,974 /night


Europe » Italy » Tuscany » Chianti
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
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
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