Chairman's Collection

38 VILLAS

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Drakothea

Drakothea

Mykonos / Mykonos
Bedrooms
5
Sleeps
12
from $912+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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Villa Rosa

Villa Rosa

Jamaica / Montego Bay
Bedrooms
4
Sleeps
8
from $1,557+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Nona at Reunion Resort

Nona at Reunion Resort

Florida / Reunion
Bedrooms
9
Sleeps
22
from $1,955+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Tranquility at Reunion Resort

Tranquility at Reunion Resort

Florida / Reunion
Bedrooms
12
Sleeps
28
from $1,999+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

Sapphire Seas Beach Estate is awaiting your enjoyment.

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Poderosa

Poderosa

Tuscany / Val d’Orcia
Bedrooms
9
Sleeps
14
from $3,239+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Isolé Brand New

Isolé

Florida / Reunion
Bedrooms
15
Sleeps
30
from $2,995+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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Hualalai Estate

Hualalai Estate

The Big Island / Hualalai
Bedrooms
5
Sleeps
10
from $5,390+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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Casa Majani

Casa Majani

Punta Mita / La Punta Estate
Bedrooms
6
Sleeps
14
from $6,000+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!
 Free Night
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Machiavelli

Machiavelli

Tuscany / Florence Area
Bedrooms
10
Sleeps
20
from $8,231+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Ani Anguilla Full Estate Perfect for large groups!

Ani Anguilla Full Estate

Anguilla / Little Bay
Bedrooms
10
Sleeps
20
from $7,500+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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Casa Tres Soles 180-degree Ocean Views

Casa Tres Soles

Punta Mita / El Banco
Bedrooms
9
Sleeps
18
from $9,500+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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La Vida

La Vida

Punta Mita / El Banco
Bedrooms
8
Sleeps
20
from $10,000+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Lazy Lizard at Jumby Bay

Lazy Lizard at Jumby Bay

Antigua / Jumby Bay Resort
Bedrooms
6
Sleeps
12
from $14,500+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Sweet Bocas

Sweet Bocas

Panama / Bocas del Toro
Bedrooms
9
Sleeps
18
Please Inquire
for Rates

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Deerhaven Gardens Award Winning Property

Deerhaven Gardens

North Carolina / Asheville
Bedrooms
6
Sleeps
16
from $1,800+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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

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Tiberio

Tiberio

Umbria / Perugia Area
Bedrooms
8
Sleeps
16
from $2,915+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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Vicere

Vicere

Amalfi Coast / Positano City
Bedrooms
12
Sleeps
24
from $3,255+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 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.

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La Bergerie

La Bergerie

Cote D'Azur & St. Tropez / Tourrettes
Bedrooms
8
Sleeps
16
from $3,952+
per nightnightly

Our Exclusive Offers:
 Up to $2,000 Destination Dollars – Offer expires in 5 days.

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.

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