Chairman’s Collection villa rentals


Drakothea

Europe Villa

from $1188 /night
up to 12 guests

Drakothea

5 bedroom 6 bath Greece villa in Mykonos

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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Cielo Mar

Central America Villa

from $4857 /night
up to 12 guests

Cielo Mar

6 bedroom 8 bath Costa Rica villa in Peninsula Papagayo

Cielo Mar is located in Peninsula Papagayo, a private luxury resort sanctuary that jots out into the Pacific Ocean in Costa Rica's north-west province of Guanacaste.

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A La Mer

Caribbean Villa

from $7215 /night
up to 16 guests

A La Mer

7 bedroom 7 bath USVI villa in St. John

The buzz throughout St. John and in the world of luxury villas is all about the impressive scale and the barefoot elegance of À La Mer!

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Corales 28

Caribbean Villa

from $5250 /night
up to 16 guests

Corales 28

7 bedroom 7.5 bath Dominican Republic villa in Punta Cana

Corales 28 is located in the Corales section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Poderosa

Europe Villa

from $3657 /night
up to 14 guests

Poderosa

7 bedroom 6 bath Italy villa in Tuscany

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

SkyRidgeRetreat

Sky Ridge Retreat

United States Villa

from $2800 /night
up to 21 guests

Sky Ridge Retreat

7 bedroom 8.5 bath Utah villa in Deer Valley

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

Palapa And Pool Dusk

Casa Koko

Mexico Villa

from $6300 /night
up to 22 guests

Casa Koko

9 bedroom 8 bath Punta Mita villa in Punta Villela

Located amidst Punta Mita’s exclusive residential community and designed by renowned architect Juan Collignon & interior designer Karen Collignon.

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Casa Tres Soles

Mexico Villa

from $13500 /night
up to 18 guests

Casa Tres Soles

9 bedroom 12 bath Punta Mita villa in El Banco

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.

Villa And Pool House

Sweet Bocas

Central America Villa

rates on request
up to 18 guests

Sweet Bocas

9 bedroom 9 bath Panama villa in Bocas Del Toro

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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Àni Anguilla Full Estate

Caribbean Villa

from $16600 /night
up to 20 guests

Àni Anguilla Full Estate

10 bedroom 10.5 bath Anguilla villa in Little Bay

A clifftop eyrie perched above Little Bay on Anguilla's northern shoreline, Àni offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests.

Resort Dining Pavilion And Pool

Àni Thailand

Asia Villa

from $16600 /night
up to 20 guests

Àni Thailand

10 bedroom 10 bath Thailand villa in Koh Yao Noi

Located on the unspoiled island of Koh Yao Noi within two acres (half a hectare) of lush, well-tended gardens, ÀNI offers an entire, all-inclusive, private resort designed exclusively for a single group of guests.

Aqualara

Europe Villa

from $29920 /night
up to 20 guests

Aqualara

10 bedroom 10 bath Italy villa in The Lakes

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

Realgrande

Europe Villa

from $12880 /night
up to 22 guests

Realgrande

10 bedroom 10 bath Italy villa in Tuscany

Nestled in the renowned “Chianti Classico” winemaking region just outside Florence, Villa Realgrande offers a unique 15th-century experience.

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Chateau de Candolle

Europe Villa

from $30488 /night
up to 22 guests

Chateau de Candolle

11 bedroom 11 bath France villa in Provence

It was the property of the Counts of Provence, created a fiefdom by Henry III in 1576, and the greatest Provençal families owned it in turn.

Hawks Bill Drone

Hawksbill

Caribbean Villa

from $14000 /night
up to 22 guests

Hawksbill

11 bedroom 11.5 bath Turks & Caicos villa in Providenciales

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

Vicere 12BD

Europe Villa

from $7750 /night
up to 24 guests

Vicere 12BD

12 bedroom 12 bath Italy villa in Amalfi Coast

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

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Àni Dominican Republic

Caribbean Villa

from $16600 /night
up to 28 guests

Àni Dominican Republic

14 bedroom 14 bath Dominican Republic villa in Puerto Plata

Claiming its own private peninsula on the Dominican Republic’s north coast, Àni offers an all-inclusive, 4.2-acre (1.70-hectare) private resort exclusively designed for a single group of guests.

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Necker Island Exclusive Use

Caribbean Villa

rates on request
up to 40 guests

Necker Island Exclusive Use

20 bedroom 20 bath BVI villa in Necker Island

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

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