Exclusive Offer
Up to $100 Destination Dollars for Executive Owners
Executive Owners now receive up to $100 Destination Dollars when booking a Villas of Distinction property with Club Points.
Number of Nights | Destination Dollar Amount |
1-4 Nights | $50 |
5+ Nights | $100 |
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.
Linga-Awile Cottage on the Beach
Jamaica / Discovery BayThis 3-bedroom casual cottage shares a delightful waterfront site with its neighboring Villa, on the clear waters of Discovery Bay. Linga-Awile sits on a lovely, long, large lawn. Beyond the lawn and swimming pool is its sugary white sand beach with two thatched roof umbrellas for shade.
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
Makana on the Beach
Jamaica / Discovery BayMakana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with a private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water.
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
Malatai on the Beach
Jamaica / Ocho RiosMALATAI is a fabulous contemporary home with modern updated bedrooms and noteworthy bathrooms nestled on a wide beachfront on the beautiful Old Fort Bay Beach. While privately located, Malatai is only minutes from Dolphin Cove, famous Dunn‘s River Falls, and lively Ocho Rios with its wide selection of duty-free shopping, excursions, and music.
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
- Malatai on the Beach | Stay a Little Longer
Noble House by the Sea
Jamaica / Montego BayA paradigm of elegance and style, Noble House by the Sea is an architectural gem, unique in the Caribbean.
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
- Jamaica | More Nights, More Luxury!
Phoenix on the Beach at the Tryall Club
Jamaica / Montego BayPhoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee and driving range are within walking distance of the Phoenix front door. Nine laykold tennis courts are just a golf cart ride up the hill.
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
Point of View at the Tryall Club
Jamaica / Montego BayLocated on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue Caribbean and distant horizon. Breathtaking at every turn.
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
Rio Chico on the Beach
Jamaica / Ocho RiosMagnificent 14-acre oceanfront estate. Here is the rich character of The Riviera married to the superb service of Colonial Jamaica ... on a magnificent seascape just west of Ocho Rios on Jamaica's renowned north coast. Rio Chico's guest list includes diplomats, industrialists and celebrities from around the world.
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
Round House at the Tryall Club
Jamaica / Montego BayFrom the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining, and sleeping areas in this eight-bedroom staffed villa at the Tryall Club.
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
- Jamaica | More Nights, More Luxury!
Sea Glass at Tryall Club
Jamaica / Montego BayFormerly named Annabella, Sea Glass sits on a remarkable six private acres on a plum site at the prestigious Tryall Club. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the Tryall Club as one of the finest private clubs in the world.
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
Seven Seas on the Beach
Jamaica / Ocho RiosDesigned for both relaxation and entertaining, the villa features spacious indoor-outdoor living, a private pool, and personalized service for an effortless, elevated island escape.
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
Silent Waters
Jamaica / Montego BaySet atop one of the highest mountaintops overlooking Montego Bay and the Caribbean Sea, Silent Waters Villa offers a secluded retreat just 4.6 miles west of Montego Bay. This breathtaking 16.5-acre estate combines world-class architecture and design with unparalleled luxury, making it an ideal destination for family gatherings, weddings, retreats, and milestone celebrations.
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
Sugar Bay on the Beach
Jamaica / Discovery BayThe exquisite home Sugar Bay sits on its own sugary white sand beach, lapped by the turquoise waters of Discovery Bay. The interiors have just been refreshed throughout and are distinguished by elegant custom-designed furniture, gleaming breadnut floors, and fascinating objets d`art from around the world.
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
- Jamaica | Low Season - Luxury for Less!
Sugar Hill at the Tryall Club
Jamaica / Montego BaySugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!
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
Sundown on the Beach
Jamaica / Discovery BaySundown is an exquisite staffed home on a private white sand beach next to the turquoise waters of Discovery 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
Sunset at the Tryall Club
Jamaica / Montego BaySunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.
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
Sweet Spot on the Beach
Jamaica / Runaway BayLocated on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds ... a 6,000-square-foot private home with a huge lawn and 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
- Jamaica | Low Season - Luxury for Less!
Tradewinds on the Sea at the Tryall Club
Jamaica / Montego BayThis amazing seafront property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.
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
Tranquillity
Jamaica / Montego BayTrue to its name, Tranquillity is a place for relaxing into the calm ambiance of an exquisite home on a waterfront site ~ while being gently pampered by a competent, experienced staff.
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 Rosa
Jamaica / Montego BayVilla Rosa is our newest villa in Montego Bay's Spring Farm neighborhood. It is a stunning, modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of impressive luxuries for the upscale traveler.
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
Vista del Mar at the Tryall Club
Jamaica / Montego BayOne of the most enviable locations at Tryall atop Barnes Hill, Vista Del Mar is a Jamaican Classic offering charm and spectacular views.
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