Roaring Pavilion & Spa is a world-class private home ~ remarkable for exquisite interior design, excellent staff and service, secluded private beach and luxurious amenities. MULTI-MILLION-DOLLAR RENOVATION completed in late 2010 and is one of the most remarkable, private villas in the world....

Round Hill Villa 19 Jamaica. Does the idea of an expansive and incredibly private villa appeal to you? Perhaps you want the comfort of a private estate, but you also crave the many amenities and services of a world-class resort? If so, the utterly stunning Round Hill Villa 19 is a fantastic find. A...

SPECIAL OFFER FOR BOOKINGS FROM NOW THROUGH DEC. 15th 2017: $1,500 Concierge Credit for new bookings (minimum 7 night stay). Guests may apply to any additional services not included in the rental, such as groceries, tours, staff, transportation… Roaring Pavilion THEE Divine Villa is a one of a...

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. *...

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. * Staff of 14: property manager, office assistant/IT, head chef, assistant chef,...

Flower Hill is one of the newest 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. * Premier 19,000-sq-ft villa on 4 acres … undeniably stunning * 6...

Silent Waters is a spectacular villa at Montego Bay along the northwest shore of Jamaica. With its private heli-pad and ample space for cocktail or dinner parties, the villa forms an enchanting venue for special occasions; while resort-like features including a tennis court and fabulous pool make...

An exclusively elegant villa, surrounded by lush, green, beautifully manicured gardens with spectacular breathtaking views of the Caribbean Sea. Features spacious and tastefully decorated suites, private balcony, outdoor infinity pool, outdoor hot tub, pool deck bar and traditional or gourmet...

Located 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...

Villa Point of View at the Tryall Club on Jamaica is a gorgeous five-bedroom home with elegant classical furnishings that blend seamlessly with modern amenities and the breathtaking natural environment. This villa offers an outstanding point of view as the name implies. Set at the very highest...

12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic...

This 14 bedroom Exclusively Elegant Boutique Villa is, surrounded by lush, green, beautifully manicured gardens with spectacular breathtaking views of the Caribbean Sea. Features spacious and tastefully decorated suites, private balcony, outdoor infinity pool, outdoor hot tub, pool deck bar and...

More than an island retreat, the four-bedroom Panorama Villa, once frequented by Audrey Hepburn, is a renovated contemporary residence set on an acre of naturally landscaped gardens that offer stunning views of the Caribbean Sea, Portland’s Coastline, and the enchanting silhouette of the Blue...

Hummingbird House has recently undergone a two year renovation and expansion, becoming one of the finest properties within the Tryall Club! * Premier 7 bedroom private villa on 4 acres of meticulously landscaped grounds * magnificent views of the Caribbean Sea * heated infinity...

Round Hill Villa 21 Jamaica. If the idea of a secluded and ultra-luxurious villa in a mature and manicured garden setting appeals to you, then the Round Hill Villa 21 is one to consider. Part of the exclusive Round Hill resort, it is located in the Montego Bay area of Jamaica and offers you a bevy...

Coastal chic meets laid-back comfort in Villa 7. Newly renovated, this villa boasts a main house, guesthouse and sparkling pool situated on a beautifully terraced tropical landscape. Tucked into the hillside for privacy, expect magnificent views of the bay from each room on the upper level - with...

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. Last year, Hart’s grandson replaced the...

Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this...

In the 1950s, Jamaican attorney Clinton Hart happened onto this remarkable three-acre oceanfront location and built a simple beach cottage for his family. Since then, Canoe Cove has been a virtually unembellished and beloved family home for generations. Recently, Hart’s grandson replaced the worn...

Sundown Villa epitomizes what an exquisite, vacation villa should be. This beautiful, totally renovated in 2012, nine-bedroom villa nestled in the secluded Discovery Bay, on Jamaica's North Coast, is spread across 5.500 square feet of gorgeous, Caribbean-styled living. From four-poster, Mahogany...

3 Waterfront villas with 4 luxury bedrooms + a 3 bedroom luxury villa for a total of 15 bedrooms! Great for weddings, family reunions, special events! Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of these four luxury villas with your own beachfront, sea...

About Frankfort on the Beach 17th Century fortress restored as a remarkable private home on a perfect private Caribbean beach. Read about this historic villa from an article in Jamaque magazine. * full staff: chef, sous chef, butlers, gardener, housekeeper/laundress * 8...

One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. * remarkable new 7-bedroom 15,000-sq-ft villa on 7...

Silent Waters is a spectacular villa at Montego Bay along the northwest shore of Jamaica. With its private heli-pad and ample space for cocktail or dinner parties, the villa forms an enchanting venue for special occasions; while resort-like features including a tennis court and fabulous pool make...

Jamaica's most spectacular contemporary beachfront villa, Canoe Cove is located on 200 feet of white sandy beachfront - a very rare asset to be found! Located on three private acres of beachfront property, this fabulous villa is a one of a kind that gives first class service, with a staff of 9, and...

Jamaica’s Northern coast is home to some of the world’s most sought-after beachfront vacation homes, and with its lengthy list of satisfied A-list clientele, Frankfort has established itself among the best of the best. This converted eighteenth-century plantation has hosted Winston Churchill,...

Brand new half million dollar renovation! Restored 17th Century fortress! Unique to this villa is situated within the Prospect Plantation. Please read about the Plantation's features.  Frankfort is one of Jamaica's most famous 17th Century fortress which has been resorted with over half a million...

Frankfort is possibly the most desirable property in Jamaica. The secluded white sand beach is an attraction that has been enjoyed by some of the greatest luminaries of the 20th century including: Sir Winston Churchill, Dr. Henry Kissinger, Mr. Pierre Trudeau as well as royalty and other prime...

Phoenix 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...

Sugar Hill is a stunning private villa within the Tyrall Club on Jamaica's north coast, named by Condé Nast as one of the finest resort destinations in the world. Guests enjoy access to the Tyrall's extraordinary amenities, while the villa itself includes a pool, spa, games room, and more. The...

Flower Hill - This breathtaking and luxurious 18,000 sq. ft. villa completed in the summer of 2012 is located in the Montego Bay, Spring Farm villas overlooking the Half Moon Resort golf course and the Caribbean Sea. The 6-bedroom 14-bathroom villas was constructed using the finest materials and...

The guiding hand of Greatview’s creator and the commitment of its staff are evident in the upscale décor and careful attention to detail. Each of the 5 large bed-and-bath combination suites in the main house has its signature motif and character. Living areas have been thoughtfully designed to meet...

This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined...

Located on beautiful Discovery Bay, Amanoka is one of the largest and 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....

Sugar 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! * 8 air-conditioned...

Silent Waters is a spectacular villa at Montego Bay along the northwest shore of Jamaica. With its private heli-pad and ample space for cocktail or dinner parties, the villa forms an enchanting venue for special occasions; while resort-like features including a tennis court and fabulous pool make...

NEW FOR 2017: 2 bedroom rates available at luxury spa villa Roaring Pavilion! SPECIAL OFFER FOR BOOKINGS FROM NOW THROUGH DEC. 15th 2017: $1,500 Concierge Credit for new bookings (minimum 7 night stay). Guests may apply to any additional services not included in the rental, such as groceries,...

Round Hill Villa 18 Jamaica. Richly decorated and designed for groups, the stunning Round Hill Villa 18 is a fabulous island retreat for families or friends. Sitting in a large and private garden, the five-bedroom property offers a wealth of services and amenities in addition to those available on...

Windrush villa offers the sophistication and elegance of true Caribbean luxury chic. Located on five acres of private gardens and nestled on a privileged vantage point of the prestigious Tryall Club, it offers privacy, yet ease of access to all the five star facilities offered by the resort....

Indulge in a heavenly retreat in the heights of Harmony Hill at Tryall Club. Set high above lush hills and azure ocean, this picture-perfect Jamaica vacation rental is a wonderful place to get away from it all—along with up to fourteen friends or family members. A full staff and the option to take...

WINDRUSH overlooks the manicured Tryall Club golf course and the Caribbean Sea. Large and quite well-decorated, this fine private home is distinguished by antiques, original art and extraordinary comfort. The panoramic view of the sea is breathtaking. * 6 bedroom Premier villa (highest...

7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach. Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of...

7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of...

7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach. Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of...

Located in Discovery Bay and built in 2000, Amanoka Villa (Aman-oka or 'peaceful home' in Indonesian) is living proof that imagination when it is executed to perfection can produce magical results. All materials are of the finest quality and many of the authentic design elements were imported from...

Find a Bali-inspired hideaway tucked into a lush garden at Amanoka on Discovery Bay. Rooted in East Asian architecture and named after the Indonesian word for “peaceful home,” this Jamaica vacation rental draws on traditions from around the world—and a location on a private white-sand beach—to...

Thoughtfully designed to protect its guest's privacy, this luxury villa enjoys instant beachfront access to Jamaica’s finest, James Bond Beach. Without interrupting the endless ocean view, Roaring Pavilion manages to use dense tropical greenery and a secured perimeter to create a secluded oasis for...