Villa Collection Curated by Our Chairman

Chairman's Collection

Pliniana
The Lakes, Italy

Find Your Villa

Guests:

We are delighted to share with our valued guests the “Chairman’s Collection,” an expertly curated list of the finest villas worldwide.

This incredible portfolio of world-class escapes exceeds an impressive selection criterion including, but not limited to:

  • Premier locations
  • Superior architecture
  • Pinnacle of privacy and exclusivity 
  • Exquisite design both indoors and out

Explore the Chairman’s Collection and discover the true art of premier luxury villa vacations. 

Featured Villas

Exclusive Offers
Guests 6 Bedrooms 6 Bathrooms

Les Dunes

Saline, St. Barthélemy
from  $7,143.00 /night
Exclusive Offers
Guests 10 Bedrooms 10 Bathrooms

Machiavelli

Tuscany, Italy
from  $8,495.00 /night
Exclusive Offers
Guests 9 Bedrooms 12.5 Bathrooms

Nona at Reunion Resort

Orlando, Florida
from  $1,955.00 /night
Exclusive Offers
Guests 4 Bedrooms 5 Bathrooms

Wailea Sunset Estate

Maui, Hawaii
from  $3,050.00 /night

More Villas

Exclusive Offers
10 Guests 6 Bedrooms 8 Bathrooms

Cielo Mar

Costa Rica / Peninsula Papagayo
from $7,143.00 /night
Exclusive Offers
16 Guests 7 Bedrooms 7.5 Bathrooms

Corales 28

Dominican Republic / Punta Cana
from $5,250.00 /night
Exclusive Offers
16 Guests 6 Bedrooms 7.5 Bathrooms

Deerhaven Gardens

North Carolina / Asheville
from $1,800.00 /night
Exclusive Offers
20 Guests 10 Bedrooms 10 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $7,100.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5.5 Bathrooms

Hualalai Estate

Hawaii / The Big Island
from $5,390.00 /night
Exclusive Offers
30 Guests 15 Bedrooms 15 Bathrooms

Isolé

Florida / Orlando
from $2,995.00 /night
Exclusive Offers
16 Guests 8 Bedrooms 8 Bathrooms

La Bergerie

France / Cote D'Azur
from $4,079.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from $16,000.00 /night
Exclusive Offers
20 Guests 8 Bedrooms 11 Bathrooms

La Vida

Punta Mita / El Banco
from $12,000.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Long Island
from $14,790.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 8 Bathrooms

Le Mas des Poiriers

France / Provence
from $9,193.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 8 Bathrooms

Midtown West Luxury Townhouse

New York / New York City
from $16,000.00 /night
10 Guests 6 Bedrooms 8 Bathrooms

Cielo Mar

Costa Rica / Peninsula Papagayo
from $7,143.00 /night

Cielo Mar is located in Peninsula Papagayo, a private luxury resort sanctuary that jots out into the Pacific Ocean in Costa Rica's north-west province of Guanacaste. With the Pacific Ocean to the west and a pond and world-class Arnold Palmer golf course to the east of the villa, the site design of the property focuses the views toward the ocean. The property faces the ocean from the vantage point of a promontory and cliff three hundred feet above sea level.

Our Exclusive Offers:
  • Holiday Availability!
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
16 Guests 7 Bedrooms 7.5 Bathrooms

Corales 28

Dominican Republic / Punta Cana
from $5,250.00 /night

Villa Corales 28 is located in the Corales section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
16 Guests 6 Bedrooms 7.5 Bathrooms

Deerhaven Gardens

North Carolina / Asheville
from $1,800.00 /night

The estate, approximately 5 miles south of downtown Asheville, sits high upon the east facing mountain ridge overlooking the community of Deerhaven.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
20 Guests 10 Bedrooms 10 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $7,100.00 /night

Hawksbill Villa is a 10-bedroom, Caribbean estate home within a number of separate buildings throughout the 5+ acre site.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
10 Guests 5 Bedrooms 5.5 Bathrooms

Hualalai Estate

Hawaii / The Big Island
from $5,390.00 /night

This magnificent island-inspired, custom home features over 6,300 square feet of elegant living space with four bedrooms, each complete with separate garden outdoor shower lanais as well as a fifth bedroom in an intimate guest house.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
30 Guests 15 Bedrooms 15 Bathrooms

Isolé

Florida / Orlando
from $2,995.00 /night

Brand new, five star service in the seclusion of your own private luxury destination. Isolé is the newest and largest villa in Reunion.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
16 Guests 8 Bedrooms 8 Bathrooms

La Bergerie

France / Cote D'Azur
from $4,079.00 /night

Perfectly positioned close to both Provence and the Cote d’Azur in the South of France, this incredible villa, with its stunning interior is set in beautiful surroundings and offers a calming blend of classic furnishings with contemporary features, flooded with natural light.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from $16,000.00 /night

The crown gem of Grace Bay Resorts’ Private Villa Collection, the opulent La Dolce Vita villa sits on the shores of Providenciales’ Long Bay Beach with 9 bedrooms and expansive living space totaling more than 12,300 square feet.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
20 Guests 8 Bedrooms 11 Bathrooms

La Vida

Punta Mita / El Banco
from $12,000.00 /night

La Vida is a private beachfront Estate in the quaint resort community of Punta Mita.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Long Island
from $14,790.00 /night

This exceptional and very private beachfront estate offers a luxurious fusion of Caribbean and Asian architecture.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
18 Guests 9 Bedrooms 8 Bathrooms

Le Mas des Poiriers

France / Provence
from $9,193.00 /night

Le Mas des Poiriers is an 18th century farm house in Provence, located near the Medieval city of Avignon on Isle de la Motte.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings
10 Guests 5 Bedrooms 8 Bathrooms

Midtown West Luxury Townhouse

New York / New York City
from $16,000.00 /night

The Midtown West Luxury Townhouse is an incomparable showplace residence in Hells Kitchen, a rarely available, custom-built 25′ single-family townhouse set on a large 100-foot-deep lot.

Our Exclusive Offers:
  • Double Destination Dollars - Receive up to $4,000 for 2019 Bookings