Wine Region Villas
Sip on the world's finest wine in these private villa rentals located in the vineyards of Italy and France.
Many of our Wine Region villas are located on estates with their own vineyards, allowing you to try wine produced in your own backyard. Your concierge can also arrange winery tours, wine tastings, and wine pairing classes during your stay.
Featured Villas
More Villas
Il Sogno - Florence Hills
Italy / TuscanyHiera
Italy / PugliaThe magic scenery of Valle d’Itria in Apulia, where mainstream tourism has not yet caught on, won’t be a secret much longer!
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Colli
Italy / TuscanyThe Chianti region is the most renowned area in Tuscany, famous for its picturesque landscapes and tranquil vineyards.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Il Frantoio
Italy / TuscanyIl Frantoio was originally an olive press and is still today surrounded by beautiful terraced olive groves.
Our Exclusive Offers:
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
- Up to $100 Destination Dollars for Executive Owners
Il Sogno - Florence Hills
Italy / TuscanyVilla Il Sogno is on a beautiful mountain country road with pristine views leading up to the two-story villa situated on 3 acres of property. Located in an ideal country setting, yet just fifteen minutes from Florence!
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Ilaria
Italy / TuscanyVilla Ilaria is set on a beautiful estate just a mile away from Palaia, a charming village between Pisa and Florence.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Impruneta
Italy / TuscanyImpruneta is a typical "Casa Colonica" of the 16th century, situated in a panoramic position on top of a hill embedded in olive groves.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Ione
Italy / TuscanyConsidered by many to be one of the Italy’s most iconic cities, Florence offers experiences you will never forget!
Joucas
France / ProvenceJoucas is an exclusive and luxurious residence offering unparalleled intimacy.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
La Corte di Campalli
Italy / TuscanyLa Corte di Campalli is a charming large villa with a private pool in the heart of Chianti, close by the city of Siena with its many attractions, restaurants, and wineries.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
La Maccinaia
Italy / TuscanyLa Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
La Sorgente
Italy / TuscanyThis very attractive villa in Tuscany with private pool is located in an exceptionally panoramic position among olive groves, in the hills between the medieval city of Lucca and the Versilia coast.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Lagesta
Italy / TuscanyThe undeniably scenic Val d’Orcia region, which covers the southern part of Tuscany, is famous for its classic postcard landscapes.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners