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

12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from $1,190.00 /night
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 $14,560.00 /night
12 Guests 6 Bedrooms 7 Bathrooms

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Island
from $15,300.00 /night
40 Guests 20 Bedrooms 20 Bathrooms

Necker Island Exclusive Use

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

Aqualara

Italy / The Lakes
from $29,653.00 /night
14 Guests 7 Bedrooms 6 Bathrooms

Poderosa

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

Ski Dream Home

Utah / Deer Valley
from $12,000.00 /night
21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from $3,366.00 /night
18 Guests 9 Bedrooms 9 Bathrooms

Sweet Bocas

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

Vicere

Italy / Amalfi Coast
from $7,682.00 /night
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from $1,190.00 /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.

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.

18 Guests 9 Bedrooms 9 Bathrooms

La Dolce Vita

Turks & Caicos / Providenciales
from $14,560.00 /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
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.

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.

20 Guests 10 Bedrooms 10 Bathrooms

Aqualara

Italy / The Lakes
from $29,653.00 /night

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

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.

16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from $12,000.00 /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.

21 Guests 7 Bedrooms 8.5 Bathrooms

Sky Ridge Retreat

Utah / Deer Valley
from $3,366.00 /night

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

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.

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.