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FOOD & WINE VILLAS

Discover traditional flavors and sample locally-made wines.

Travel, food, and wine are among life’s greatest pleasures – and what better way to combine the best of all three than with a culinary villa vacation.

With on-site vegetable and herb gardens, vineyards, wineries, wood-fired pizza ovens, and private gourmet chefs, these villas are committed to providing fresh, local cuisine alongside a life-changing culinary education.

Take full advantage of your food and wine vacation with a winery or vineyard tour, wine or olive oil tasting, local market tour, group cooking class, or truffle-hunting excursion.

Featured Villas

More Villas

Exclusive Offers
24 Guests 12 Bedrooms 12 Bathrooms

Rio Chico on the Beach

Jamaica / Ocho Rios
from $8,498.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Sea Salt at the Tryall Club

Jamaica / Montego Bay
from $1,559.00 /night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Adorna

Italy / Tuscany
from $2,333.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,700.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Alfieri

Italy / Tuscany
from $2,369.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Allegra

Italy / Tuscany
from $1,033.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic / Punta Cana
from $1,500.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Alma Rosa

Riviera Maya / Akumal
from $1,107.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5.5 Bathrooms

Amazing Grace

Turks & Caicos / Providenciales
from $5,500.00 /night
Exclusive Offers
20 Guests 10 Bedrooms 10.5 Bathrooms

Ani Anguilla Full Estate

Anguilla / Little Bay
from $8,425.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Ani Anguilla North

Anguilla / Little Bay
from $5,225.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Ani Anguilla South

Anguilla / Little Bay
from $6,775.00 /night
24 Guests 12 Bedrooms 12 Bathrooms

Rio Chico on the Beach

Jamaica / Ocho Rios
from $8,498.00 /night

Magnificent 14-acre oceanfront estate. Here is the rich character of The Riviera married to the superb service of Colonial Jamaica ... on a magnificent seascape just west of Ocho Rios on Jamaica's renowned north coast. Rio Chico's guest list includes diplomats, industrialists and celebrities from around the world.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Sea Salt at the Tryall Club

Jamaica / Montego Bay
from $1,559.00 /night

Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
14 Guests 7 Bedrooms 7 Bathrooms

Adorna

Italy / Tuscany
from $2,333.00 /night

This elegant fully staffed villa is perfect for the discerning guests who wish to spend some quality time in style while visiting Tuscany.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,700.00 /night

Villa Aiola is a strikingly beautiful, restored country house that is part of a 1700-acre estate located in the Val d’Orcia region in southern Tuscany.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 5 Bathrooms

Alfieri

Italy / Tuscany
from $2,369.00 /night

Come and experience the charm of Tuscany, and specifically the medieval walled city of Siena, a city like no other, with its historical pedestrian center and fascinating narrow streets.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
8 Guests 4 Bedrooms 4 Bathrooms

Allegra

Italy / Tuscany
from $1,033.00 /night

Surrounded by a picture-perfect landscape, near the quaint village of Sovicille and only a 20-minute drive from Siena, Allegra is an elegant Italian villa composed of a main building having approx. 2,800 square feet of living space, and an independent wing of approx. 680 square feet and with an independent entrance.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic / Punta Cana
from $1,500.00 /night

Located in one of the most exclusive and secluded spots in the whole Caribbean, this architectural masterpiece is the ideal place to dwell and relax, ensuring a unique and well deserved vacation.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
8 Guests 4 Bedrooms 4.5 Bathrooms

Alma Rosa

Riviera Maya / Akumal
from $1,107.00 /night

The magnificent beachfront private fully staffed villa Alma Rosa, embraces the bohemian chic of Tulum.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 5.5 Bathrooms

Amazing Grace

Turks & Caicos / Providenciales
from $5,500.00 /night

As your private luxury escape, Amazing Grace offers the best of everything for your indulgence.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
20 Guests 10 Bedrooms 10.5 Bathrooms

Ani Anguilla Full Estate

Anguilla / Little Bay
from $8,425.00 /night

Perched on the breathtaking cliffs overlooking Anguilla’s Little Bay. Ani Anguilla is the first of an international collection of luxury private resorts aimed at delivering remarkable vacation experiences.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
8 Guests 4 Bedrooms 4 Bathrooms

Ani Anguilla North

Anguilla / Little Bay
from $5,225.00 /night

Ani Anguilla is a 10-bedroom estate with two fully serviced villas. Each of Ani Anguilla's luxury homes is fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks—each an estate unto itself.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Ani Anguilla South

Anguilla / Little Bay
from $6,775.00 /night

Ani Anguilla is a 10-bedroom estate with two fully-serviced villas. Each of Ani Anguilla's luxury home is fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks—each an estate unto itself.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars