Enjoy $250 in a Concierge Credit
Book your Jamaica vacation and enjoy $250 in concierge credits for luxury experiences, dining, and activities. Plan your tropical escape today.
Offer valid for new bookings made now – 4/6/25 for travel from now – 12/20/25. Valid for select pre-paid services only Service offered is subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. Minimum spend of $5,000 applies. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.

A Summer Place on the Beach
Discovery Bay, Jamaica
Up to 7 Bedrooms
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9 Bathrooms
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14 Guests
Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand-carved fretwork trimming the length of the house.
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Allamanda
Montego Bay, Jamaica
Up to 5 Bedrooms
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4 Bathrooms
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10 Guests
ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and a nearby membership at the Tryall Club.
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Almond Hill
Montego Bay, Jamaica
Up to 4 Bedrooms
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4 Bathrooms
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8 Guests
Almond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary beautifully decorated home with french doors opening from all of the bedrooms to the garden and bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a five-minute drive from Round Hill where guests enjoy complimentary resort membership.
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Amanoka on the Beach
Discovery Bay, Jamaica
Up to 7 Bedrooms
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8 Bathrooms
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14 Guests
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water, and waterfront gazebo with suspended canvas swings.
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Blue Heaven
Montego Bay, Jamaica
Up to 3 Bedrooms
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3.5 Bathrooms
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6 Guests
This lovely villa and grounds sit on a hilltop overlooking Montego Bay and beyond. Perfectly situated only 20 minutes from the airport and 15 minutes from the Tryall Club. Blue Heaven also comes with a complimentary driver on 7-night reservations.
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Bougainvillea at the Tryall Club
Montego Bay, Jamaica
Up to 5 Bedrooms
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6 Bathrooms
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10 Guests
Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.
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Bumper’s Nest at the Tryall Club
Montego Bay, Jamaica
Up to 6 Bedrooms
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6 Bathrooms
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12 Guests
On three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.
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Bee Happy at the Tryall Club
Montego Bay, Jamaica
Up to 2 Bedrooms
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3 Bathrooms
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4 Guests
Bee Happy, This beautifully two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky, and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!
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Canoe Cove on the Beach
Ocho Rios, Jamaica
Up to 7 Bedrooms
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8 Bathrooms
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14 Guests
In the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.
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Cielo at the Tryall Club
Montego Bay, Jamaica
Up to 5 Bedrooms
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6 Bathrooms
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10 Guests
Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!
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Cliffside Cottage
Montego Bay, Jamaica
Up to 5 Bedrooms
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5 Bathrooms
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10 Guests
Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.
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Coach House at Good Hope
Montego Bay, Jamaica
Up to 9 Bedrooms
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9.5 Bathrooms
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18 Guests
The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, to visit Jamaica's countryside is to experience another Jamaica of 30 years ago. The pace is slow, the lifestyle uncomplicated, the people are kind and calm, the service is relaxed and meals are served family style.
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Endless Summer
Montego Bay, Jamaica
Up to 7 Bedrooms
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7 Bathrooms
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14 Guests
One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.
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Fairway Manor
Montego Bay, Jamaica
Up to 7 Bedrooms
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9 Bathrooms
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14 Guests
Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.
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Flower Hill
Montego Bay, Jamaica
Up to 6 Bedrooms
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12 Bathrooms
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12 Guests
Flower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.
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Following Seas at the Tryall Club
Montego Bay, Jamaica
Up to 6 Bedrooms
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7 Bathrooms
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12 Guests
Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.
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Fortlands Point on the Beach
Discovery Bay, Jamaica
Up to 9 Bedrooms
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9 Bathrooms
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18 Guests
On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.
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Frankfort on the Beach
Ocho Rios, Jamaica
Up to 6 Bedrooms
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7 Bathrooms
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12 Guests
17th Century fortress restored as a remarkable private home on a perfect private Caribbean beach.
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Villa Indigo
Montego Bay, Jamaica
Up to 5 Bedrooms
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5.5 Bathrooms
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10 Guests
Villa Indigo at HALF MOON is one of the undisputed finest private homes in this collection.
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Haystack at the Tryall Club
Montego Bay, Jamaica
Up to 10 Bedrooms
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10 Bathrooms
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20 Guests
Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.
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Specials by Destination
Jamaica
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