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

Exclusive Offers
Guests 6 Bedrooms 6 Bathrooms

Vista Lago

The Lakes, Italy
from  13,000 Club Points/night

More Villas

Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

La Sorgente

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

Lagesta

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

Lavacchio

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

Le Grand Bleu

France / St. Tropez
from 5,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 5 Bathrooms

Le Palme

Italy / Amalfi Coast
from 6,500 Club Points/night
Exclusive Offers
16 Guests 8 Bedrooms 9 Bathrooms

Leila

Italy / Tuscany
from 8,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Lenka

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

Leonardo

Italy / Tuscany
from 2,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Les 3 Nicole

France / Provence
from 6,000 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Lorian

Italy / Tuscany
from 2,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 4 Bathrooms

Macennere

Italy / Tuscany
from 1,500 Club Points/night
Exclusive Offers
22 Guests 10 Bedrooms 10 Bathrooms

Realgrande

Italy / Tuscany
from 33,500 Club Points/night
10 Guests 5 Bedrooms 5 Bathrooms

La Sorgente

Italy / 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 / 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
18 Guests 9 Bedrooms 8 Bathrooms

Lavacchio

Italy / Tuscany
from 2,500 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
8 Guests 4 Bedrooms 4 Bathrooms

Le Grand Bleu

France / St. Tropez
from 5,500 Club Points/night

Located in a quiet and much sought after Domaine overlooking Plage de l`Escalet, this pretty, newly built hillside house enjoys wonderful views of the sea.

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

Le Palme

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

Sorrento serves as a convenient gateway to the renowned Amalfi 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
16 Guests 8 Bedrooms 9 Bathrooms

Leila

Italy / Tuscany
from 8,500 Club Points/night

Villa Leila is typical Tuscan patrician villa and is positioned high atop a hill on a large estate in the Chianti area. Although the villa is an ideal retreat for privacy, the city of Florence is easily reached in just twenty-five minutes.

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

Lenka

Italy / Tuscany
from 6,500 Club Points/night

Villa Lenka is a charming 17th century aristocratic villa set in a tranquil, green valley in the sudden hills 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
  • 20% Off
12 Guests 6 Bedrooms 6 Bathrooms

Leonardo

Italy / Tuscany
from 2,500 Club Points/night

Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena.

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

Les 3 Nicole

France / Provence
from 6,000 Club Points/night

Near St Remy de Provence: This newly restored house named 'Les 3 Nicole' can accommodate up to 14 guests, and is set at only 800 meters from the famous village of Eygalieres at the heart of the Alpilles.

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

Lorian

Italy / Tuscany
from 2,500 Club Points/night

Villa Lorian is an elegant and very comfortable Italian villa with private swimming pool in the heart of the Tuscan countryside, just 11 km away from the stunning Montalcino renowned for the production of one of the most prestigious red wines in the world.

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

Macennere

Italy / Tuscany
from 1,500 Club Points/night

Macennere is a lovely stone-built farmhouse located in a very secluded and tranquil position in the hills 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
22 Guests 10 Bedrooms 10 Bathrooms

Realgrande

Italy / Tuscany
from 33,500 Club Points/night

Nestled in the renowned “Chianti Classico” winemaking region just outside Florence, Villa Realgrande offers a unique 15th-century experience.

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