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
27 Guests 13 Bedrooms 12 Bathrooms

Cetinale

Italy Villas / Tuscany
from 11,500 Club Points/night
Exclusive Offers
20 Guests 10 Bedrooms 9 Bathrooms

Chiara

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

Chiodo

Italy Villas / Tuscany
from 2,500 Club Points/night
Exclusive Offers
20 Guests 10 Bedrooms 9 Bathrooms

Clara

Italy Villas / Tuscany
from 3,500 Club Points/night
Exclusive Offers
24 Guests 12 Bedrooms 13 Bathrooms

Controni

Italy Villas / Tuscany
from 9,500 Club Points/night
Exclusive Offers
22 Guests 11 Bedrooms 10 Bathrooms

Daniela

Italy Villas / Tuscany
from 7,000 Club Points/night
Exclusive Offers
38 Guests 19 Bedrooms 18 Bathrooms

Feronia

Italy Villas / Tuscany
from 30,000 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Giada

Italy Villas / Amalfi Coast
from 3,000 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Giulia

Italy Villas / Amalfi Coast
from 6,500 Club Points/night
Exclusive Offers
28 Guests 14 Bedrooms 14 Bathrooms

Giunia

Italy Villas / Tuscany
from 10,000 Club Points/night
Exclusive Offers
18 Guests 7 Bedrooms 7 Bathrooms

Hiera

Italy Villas / Puglia
from 6,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Colli

Italy Villas / Tuscany
from 7,500 Club Points/night
27 Guests 13 Bedrooms 12 Bathrooms

Cetinale

Italy Villas / Tuscany
from 11,500 Club Points/night

A luxury villa with private pool and tennis court, Villa Cetinale is ideally situated for sightseeing, shopping, eating out or just relaxing in the beautiful Tuscan landscape.

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 Guests 10 Bedrooms 9 Bathrooms

Chiara

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

Villa Chiara is a very spacious two-floor villa located halfway between Florence and Siena, in the enchanting Chianti region.

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 5 Bedrooms 5 Bathrooms

Chiodo

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

This villa is very stylish and highly decorated with modern facilities including a very well equipped kitchen that offers magnificent views.

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 Guests 10 Bedrooms 9 Bathrooms

Clara

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

Villa Clara is a typical 18th Century Manor villa with its own small formal park and chapel, at the center of an estate with farmhouses where the farmers looking after the winery used to live.

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
24 Guests 12 Bedrooms 13 Bathrooms

Controni

Italy Villas / Tuscany
from 9,500 Club Points/night

Villa Controni is an elegant 19th-century aristocratic villa set in the heart of a vast estate of terraced hills and 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
22 Guests 11 Bedrooms 10 Bathrooms

Daniela

Italy Villas / Tuscany
from 7,000 Club Points/night

Villa Daniela consists of eleven comfortable lovingly restored bedrooms and several social interior spaces surrounded by a formal Italian garden, boasting a large fenced private swimming pool and a covered patio to enjoy the hot summer.

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
38 Guests 19 Bedrooms 18 Bathrooms

Feronia

Italy Villas / Tuscany
from 30,000 Club Points/night

In ancient mythology, Feronia is an Italic goddess associated with wildlife, fertility, and abundance.

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

Giada

Italy Villas / Amalfi Coast
from 3,000 Club Points/night

Sorrento is praised for its beautiful coastline, and it is also believed to be the place where Odysseus was lured by mermaids: in Punta Campanella, you can still see the remains of the Temple of Athena which, according to legend, was built by Odysseus to thank the Goddess after having passed unharmed through a stretch of Siren-infested sea, himself tied to the mast of his ship while his companions’ ears were plugged with wax.

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

Giulia

Italy Villas / Amalfi Coast
from 6,500 Club Points/night

Villa Giulia has a blessed position on the hill, boasting a spectacular view of Positano and its gulf.

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
  • Free Continental Breakfast
28 Guests 14 Bedrooms 14 Bathrooms

Giunia

Italy Villas / Tuscany
from 10,000 Club Points/night

Are you still dreaming of a villa immersed in the peaceful Tuscan country side to relax in luxury and in harmony with nature, yet with plenty of activities to experience, or a place where to reconnect with your family and yourself?

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
18 Guests 7 Bedrooms 7 Bathrooms

Hiera

Italy Villas / Puglia
from 6,500 Club Points/night

The 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
14 Guests 7 Bedrooms 7 Bathrooms

Colli

Italy Villas / Tuscany
from 7,500 Club Points/night

The 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