Exclusive Offer
Up to $250 Destination Dollars for Chairman's Club Owners
Chairman's Club Owners now receive up to $250 Destination Dollars when booking a Villas of Distinction property with Club Points.
Number of Nights | Destination Dollar Amount |
1-4 Nights | $150 |
5+ Nights | $250 |
You can use your Destination Dollars to enhance your stay. Once the property of your choice is booked, your personal Concierge will coordinate and schedule eligible experiences for your stay, giving you more time to spend with family.
Zenaida Estate
Anguilla / Sandy HillZenaida Estate is a luxurious Anguilla villa rental retreat perched on a pristine, untouched beach on the south coast of Anguilla in Sandy Hill Bay.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Hacienda Medano
Los Cabos / Cabo San LucasHacienda Medano is a four-bedroom, three-and-a-half-bath oceanfront residence at The Hacienda Resort.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Maison Hortensia
France / ProvenceThis beautiful village house in Saint Rémy de Provence is only a few steps from the bakery and grocery store.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Beaches Edge
Anguilla / Blowing PointWelcome to Beaches Edge Rental Villa on Anguilla.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Casa Alegria
Los Cabos / San Jose Del CaboDisplaying all the glamour and elegance of the legendary Palmilla resort, Casa Alegria is a member of its ultra-exclusive Caleta community.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Casa Milagro
Los Cabos / Puerto Los CabosAzure waves washing against secluded golden sands; views of the Cortez endlessly reaching towards the horizon... Casa Milagro is an oceanfront paradise beyond compare.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Casa Oliver
Los Cabos / Puerto Los CabosBetween the azure waves of the Sea of Cortez and the magical beauty of the Baja desert, Casa Oliver sits on the golden sands of the exclusive Puerto Los Cabos community.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Casa Maravilla
Los Cabos / San Jose Del CaboLocated in the desirable area of Palmilla Caleta, Los Cabos, Casa Maravilla is the perfect luxury vacation paradise for you and your family!
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Villa Pacifica Palmilla
Los Cabos / San Jose Del CaboAt Villa Pacifica, masterful skill and an impeccable eye have utilized Mexican decor to create a masterpiece.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
La Torretta
Italy / SicilyLa Torretta is an exclusive, refined property set on the slopes of Mount Etna, near Zafferana Etna.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Erinda
Italy / TuscanyVilla Erinda is a two-floor property positioned on a 20-acre Chianti estate, and is surrounded by scenic vineyards, lush Mediterranean vegetation and ancient olive trees.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Fleda
Italy / TuscanyThe stunning and uber-stylish Villa Fleda is nestled on a 20-acre estate in a famous wine-producing area and is surrounded by manicured vineyards, lush vegetation, ancient olive trees and Mediterranean flora.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Anticipation at Tryall
Jamaica / Montego BayAn absolutely gorgeous villa; modern, bright, airy and with a stunning contemporary finish that is blessed with magnificent ocean views that are hard to beat.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Villa Amana at Tryall
Jamaica / Montego BayWith an ocean panorama that is nothing short of awe-inspiring, this grand ten-bedroom villa is the largest at Tryall. With large airy rooms exuding sophisticated style, a terrific infinity pool, a cascading garden waterfall, a children’s playground, and the choice of outdoor or indoor air-conditioned living make this is a one-of-a-kind villa.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Jubilation at Tryall
Jamaica / Montego BayJubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four-poster beds, and uniquely crafted local wood carvings.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Little Palm at Tryall
Jamaica / Montego BayTryall's only two bedroom estate villa, Little Palm lives large nestled on a 3 acre property, on the 17th hole and a short walk or quick golf car ride to the beach.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
- Tryall Club | 2026 Caribbean Nights
No Problem at Tryall
Jamaica / Montego BayCommanding excellent views of the Caribbean Sea and Tryall Club’s golf course, No Problem is a cozy two-story villa.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Overlook at Tryall
Jamaica / Montego BayBuilt on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
- Tryall Club | 2026 Caribbean Nights
Poinciana at Tryall Club
Jamaica / Montego BayPoinciana is an exquisite 2-bedroom Great House Villa with a private plunge pool on a quiet corner of its spacious terrace and with far-reaching views of the Tryall golf course and Caribbean Sea.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Reef House at Tryall
Jamaica / Montego BayReef House is the embodiment of oceanfront cottage living. This gorgeous home brings the outside in, bathing the rooms with soft natural light and the irresistible blues of the ocean beyond.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners