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  $12,766.00 /night

More Villas

Exclusive Offers
22 Guests 11 Bedrooms 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $14,000.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from $14,400.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Island
from $15,300.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 8 Bathrooms

Le Mas des Poiriers

France / Provence
from $19,644.00 /night
Exclusive Offers
40 Guests 20 Bedrooms 20 Bathrooms

Necker Island Exclusive Use

British Virgin Islands / Necker Island
from $20,000.00 /night
Exclusive Offers
20 Guests 10 Bedrooms 9 Bathrooms

Aqualara

Italy / The Lakes
from $21,804.00 /night
Exclusive Offers
14 Guests 7 Bedrooms 6 Bathrooms

Poderosa

Italy / Tuscany
from $3,625.00 /night
Exclusive Offers
16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from $13,000.00 /night
Exclusive Offers
21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from $3,118.00 /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

Italy / Amalfi Coast
from $7,682.00 /night
22 Guests 11 Bedrooms 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $14,000.00 /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 $2,000 Cash Back for Cyber Week
18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from $14,400.00 /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:
  • Private Villa Collection | At Home in Paradise
  • Up to $2,000 Cash Back for Cyber Week
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Island
from $15,300.00 /night

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

Our Exclusive Offers:
  • Up to $2,000 Cash Back for Cyber Week
18 Guests 9 Bedrooms 8 Bathrooms

Le Mas des Poiriers

France / Provence
from $19,644.00 /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:
  • Up to $2,000 Cash Back for Cyber Week
40 Guests 20 Bedrooms 20 Bathrooms

Necker Island Exclusive Use

British Virgin Islands / Necker Island
from $20,000.00 /night

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

Our Exclusive Offers:
  • Up to $2,000 Cash Back for Cyber Week
20 Guests 10 Bedrooms 9 Bathrooms

Aqualara

Italy / The Lakes
from $21,804.00 /night

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

Our Exclusive Offers:
  • Up to $2,000 Cash Back for Cyber Week
14 Guests 7 Bedrooms 6 Bathrooms

Poderosa

Italy / Tuscany
from $3,625.00 /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 $2,000 Cash Back for Cyber Week
16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from $13,000.00 /night

Located in the Deer Crest area at Deer Valley Resort, this home is truly a skier's dream come true.

Our Exclusive Offers:
  • Up to $2,000 Cash Back for Cyber Week
21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from $3,118.00 /night

Sky Ridge Retreat hosts multiple patios with gorgeous views of Jordanelle reservoir and the slopes of Deer Valley.

Our Exclusive Offers:
  • Up to $2,000 Cash Back for Cyber Week
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 $2,000 Cash Back for Cyber Week
24 Guests 12 Bedrooms 12 Bathrooms

Vicere

Italy / Amalfi Coast
from $7,682.00 /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 $2,000 Cash Back for Cyber Week