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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.

ALLAMANDA is a stunning contemporary private villa featuring a large heated swimming pool, an exceptional team of dedicated staff, and a top-rated private chef, delivering an effortless blend of luxury, comfort, and world-class hospitality.

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.

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.

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.

In the 1950s, 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.

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, visiting 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.

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.

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 18-hole Robert Trent Jones-designed Half Moon golf course and a dramatic panorama of the Caribbean Sea.

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.

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.

HIDDEN BAY by the SEA perches dramatically on a cliffside and is one of the most remarkable sites on Jamaica’s renowned North Coast.

Perched atop the legendary Round Hill Estate, Hillside House embodies the timeless charm of Old Jamaica paired seamlessly with modern luxury. This crowning jewel has long been a show-stopper, celebrated for its breathtaking panoramic views and cooling trade winds that sweep effortlessly through the property. Thoughtfully designed with families in mind, Hillside House offers inviting, unpretentious elegance — a relaxed yet refined retreat created for savoring the very best of island living.

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..

This 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.

Makana 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.

MALATAI 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.

A paradigm of elegance and style, Noble House by the Sea is an architectural gem, unique in the Caribbean.

From 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.

Designed for both relaxation and entertaining, the villa features spacious indoor-outdoor living, a private pool, and personalized service for an effortless, elevated island escape.