Wine Region Villas

Villa Collection Curated by Our Culinary Villa Specialist

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

Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Il Frantoio

Italy Villas / Tuscany
from 3,500 Club Points/night
Exclusive Offers
8 Guests 5 Bedrooms 5 Bathrooms

Il Sogno - Florence Hills

Italy Villas / Tuscany
from 3,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Ilaria

Italy Villas / Tuscany
from 2,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy Villas / Tuscany
from 5,000 Club Points/night
Exclusive Offers
15 Guests 7 Bedrooms 7 Bathrooms

Joucas

France Villas / Provence
from 7,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 4 Bathrooms

La Cecchella

Italy Villas / Tuscany
from 1,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 5 Bathrooms

La Corte di Campalli

Italy Villas / Tuscany
from 2,000 Club Points/night
Exclusive Offers
13 Guests 7 Bedrooms 6 Bathrooms

La Loggia

Italy Villas / Tuscany
from 1,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

La Maccinaia

Italy Villas / Tuscany
from 3,000 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

La Sorgente

Italy Villas / Tuscany
from 2,500 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Lagesta

Italy Villas / Tuscany
from 2,500 Club Points/night
Exclusive Offers
18 Guests 9 Bedrooms 8 Bathrooms

Lavacchio

Italy Villas / Tuscany
from 3,000 Club Points/night
8 Guests 4 Bedrooms 4 Bathrooms

Il Frantoio

Italy Villas / Tuscany
from 3,500 Club Points/night

Il 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
8 Guests 5 Bedrooms 5 Bathrooms

Il Sogno - Florence Hills

Italy Villas / Tuscany
from 3,500 Club Points/night

Villa 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
12 Guests 6 Bedrooms 6 Bathrooms

Ilaria

Italy Villas / Tuscany
from 2,500 Club Points/night

Villa 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
12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy Villas / Tuscany
from 5,000 Club Points/night

Impruneta 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
  • 20% Off in Italy
15 Guests 7 Bedrooms 7 Bathrooms

Joucas

France Villas / Provence
from 7,500 Club Points/night

Joucas 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
10 Guests 5 Bedrooms 4 Bathrooms

La Cecchella

Italy Villas / Tuscany
from 1,500 Club Points/night

Located in the North-West countryside of Lucca, between the town and the Versilian coast, La Cecchella is a welcoming and secluded property, rich in colors, harmony, comfort and tradition.

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
12 Guests 6 Bedrooms 5 Bathrooms

La Corte di Campalli

Italy Villas / Tuscany
from 2,000 Club Points/night

La 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
13 Guests 7 Bedrooms 6 Bathrooms

La Loggia

Italy Villas / Tuscany
from 1,500 Club Points/night

This beautiful, 7 bedroom property is situated among olive groves and vineyards on the hills east of Lucca.

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
14 Guests 7 Bedrooms 7 Bathrooms

La Maccinaia

Italy Villas / Tuscany
from 3,000 Club Points/night

La 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
10 Guests 5 Bedrooms 5 Bathrooms

La Sorgente

Italy Villas / Tuscany
from 2,500 Club Points/night

This 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
8 Guests 4 Bedrooms 4 Bathrooms

Lagesta

Italy Villas / Tuscany
from 2,500 Club Points/night

The 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
  • 20% Off in Italy
18 Guests 9 Bedrooms 8 Bathrooms

Lavacchio

Italy Villas / Tuscany
from 3,000 Club Points/night

This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino.

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