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We are delighted to share with our valued guests the brand-new “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. 

BROWSE THE CHAIRMAN’S COLLECTION

39 Villas
Sort Results
Drakothea

Drakothea

Mykonos / Mykonos

5
Bedrooms
Sleeps
12
from $918+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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.

Villa Rosa

Villa Rosa

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $1,557+
per night

Our Exclusive Offers:
 Holiday Availability!
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Villa Rosa is a stunning, modern villa in Montego Bay's Spring Farm neighborhood.

Nona at Reunion Resort

Nona at Reunion Resort

Florida / Reunion

9
Bedrooms
Sleeps
22
from $1,955+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Welcome to one of the most spectacular luxury mansions in Orlando.

Tranquility at Reunion Resort

Tranquility at Reunion Resort

Florida / Reunion

12
Bedrooms
Sleeps
28
from $1,999+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Overlooking the stunning Jack Nicklaus golf course, this brand new 12 bedroom luxury villa at Reunion Resort sleeps up to 28 guests.

Sapphire Seas Beach Estate
4
Bedrooms
Sleeps
8
from $2,600+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Sapphire Seas Beach Estate is awaiting your enjoyment.

Poderosa

Poderosa

Tuscany / Val d’Orcia

9
Bedrooms
Sleeps
14
from $3,263+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Isolé Brand New

Isolé

Florida / Reunion

15
Bedrooms
Sleeps
30
from $2,995+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Wailea Sunset Estate
4
Bedrooms
Sleeps
8
from $3,050+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

The Wailea Sunset Estate is a beautiful four-bedroom, newer, luxurious estate home situated nearby two of South Maui's finest sandy swimming beaches.

Hualalai Estate

Hualalai Estate

The Big Island / Hualalai

5
Bedrooms
Sleeps
10
from $5,390+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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.

Casa Majani

Casa Majani

Punta Mita / La Punta Estate

6
Bedrooms
Sleeps
14
from $6,000+
per night

Our Exclusive Offers:
 Holiday Availability!
 Free Night
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

From world-renowned architects Manolo Mestre and Juan Collignon comes Casa Majani.

Machiavelli

Machiavelli

Tuscany / Florence Area

10
Bedrooms
Sleeps
20
from $8,291+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Villa Machiavelli is a one-of-a-kind experience nestled in the legendary wine making “Chianti Classico” region, just outside of Florence.

Ani Anguilla Full Estate Perfect for large groups!

Ani Anguilla Full Estate

Anguilla / Little Bay

10
Bedrooms
Sleeps
20
from $7,500+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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.

Casa Tres Soles 180-degree Ocean Views

Casa Tres Soles

Punta Mita / El Banco

9
Bedrooms
Sleeps
18
from $9,500+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Crowning a dramatic cliff and providing uninterrupted ocean views in all directions, Casa Tres Soles is one of the most beautiful homes in Punta Mita.

La Vida

La Vida

Punta Mita / El Banco

8
Bedrooms
Sleeps
20
from $10,000+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Sullivan Estate

Sullivan Estate

Oahu / Haleiwa

6
Bedrooms
Sleeps
12
from $12,300+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

The Sullivan Estate is a luxurious 6 bedroom estate located on the North Shore of Oahu, just 40 minutes from Honolulu's world-class shopping, dining and the excitement of Waikiki.

Lazy Lizard at Jumby Bay

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Resort

6
Bedrooms
Sleeps
12
from $14,500+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Sweet Bocas

Sweet Bocas

Panama / Bocas del Toro

9
Bedrooms
Sleeps
18
Please Inquire
for Rates

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Deerhaven Gardens Award Winning Property

Deerhaven Gardens

North Carolina / Asheville

6
Bedrooms
Sleeps
16
from $1,800+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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

Tiberio

Tiberio

Umbria / Perugia Area

8
Bedrooms
Sleeps
16
from $2,936+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

Go through the entrance of this magnificent property, step on its brick-and-stone staircase and you know that your expectations will be exceeded.

Vicere

Vicere

Amalfi Coast / Positano City

12
Bedrooms
Sleeps
24
from $3,611+
per night

Our Exclusive Offers:
 Up to $2,000 in Destination Dollars – Offer expires in 6 days.

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