Chairman's Collection Villas

Villa Collection Curated by Our Chairman

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 10 Bedrooms 10 Bathrooms

Realgrande

Tuscany, Italy
from  33,000 Club Points/night

More Villas

Exclusive Offers
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from 3,500 Club Points/night
Exclusive Offers
22 Guests 11 Bedrooms 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from 37,000 Club Points/night
Exclusive Offers
18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from 38,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Island
from 40,500 Club Points/night
Exclusive Offers
40 Guests 20 Bedrooms 20 Bathrooms

Necker Island Exclusive Use

British Virgin Islands / Necker Island
from 52,500 Club Points/night
Exclusive Offers
20 Guests 10 Bedrooms 10 Bathrooms

Aqualara

Italy / The Lakes
from 76,500 Club Points/night
Exclusive Offers
14 Guests 7 Bedrooms 6 Bathrooms

Poderosa

Italy / Tuscany
from 9,500 Club Points/night
Exclusive Offers
16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from 31,500 Club Points/night
Exclusive Offers
21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from 8,000 Club Points/night
Exclusive Offers
18 Guests 9 Bedrooms 9 Bathrooms

Sweet Bocas

Panama / Bocas Del Toro
Call for Pricing
Exclusive Offers
24 Guests 12 Bedrooms 12 Bathrooms

Vicere 12BD

Italy / Amalfi Coast
from 20,000 Club Points/night
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from 3,500 Club Points/night

Drakothea is a stunningly beautiful property and offers an extraordinary setting for a dream vacation. The distinctive combination of breathtaking views, artistic elements, modern amenities, privacy, luxury and comfort make this villa an exceptional vacation spot.

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 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from 37,000 Club Points/night

Hawksbill Villa is an 11-bedroom, Caribbean estate home within a number of separate buildings throughout the 5+ acre site.

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 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from 38,500 Club Points/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:
  • 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 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Island
from 40,500 Club Points/night

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

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
40 Guests 20 Bedrooms 20 Bathrooms

Necker Island Exclusive Use

British Virgin Islands / Necker Island
from 52,500 Club Points/night

Welcome! You’ve just arrived at Necker Island, Sir Richard Branson’s private island paradise.

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 10 Bathrooms

Aqualara

Italy / The Lakes
from 76,500 Club Points/night

Lake Como is considered a chic romantic paradise and is renown for its picturesque iconic sceneries.

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 6 Bathrooms

Poderosa

Italy / Tuscany
from 9,500 Club Points/night

Set atop a hill, this elegant contemporary property dominates the surroundings and offers dramatic panoramas of the rolling Tuscan Hills.

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 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from 31,500 Club Points/night

Experience all that Deer Valley has to offer at this inviting slope-side ski chalet, complete with direct ski-in/ski-out access, a private ski bridge, heated wrap-around decks and patio areas, two exterior fire pits, and stunning views of Lake Jordanelle.

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
21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from 8,000 Club Points/night

Experience one of the finest homes located in the private, gated community of Deer Crest at Deer Valley.

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 9 Bathrooms

Sweet Bocas

Panama / Bocas Del Toro
Call for Pricing

Sweet Bocas is an architecturally stunning, handcrafted villa that floats off the shore of its own private island in Panama’s Caribbean waters.

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 12 Bathrooms

Vicere 12BD

Italy / Amalfi Coast
from 20,000 Club Points/night

Villa Vicere is a luxury private villa set above the lively and chic town of Positano, rising at about 150 steps from street level.

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