Jamaican Holiday Villas (Caribbean)

Amanoka Villa, whose name in Indonesian means “peaceful home”, is a luxurious creation located in Discovery Bay, Jamaica. Amanoka’s imaginative architects used only materials of the finest quality and – like the villa’s name – were inspired by an East Asian design style.

Completed in December 2006 Whispering Waters continues the tradition of Discovery Bay luxury. This beautiful 7-bedroom villa offers the finest in appointments; from the extensive use of tropical woods featuring bamboo ceilings, to the tasteful decor and marble and stone finishes.

Recently constructed, seven-bedroom Fortlands Point sits at the site of the original fort leading into Discovery Bay. Its dramatic seaside position affords dramatic views of both the Sea and the Bay from both outside and indoors.

This beautiful 6-bedroom villa is designed to provide an unforgettable setting for a memorable vacation. The furnishings are stylish and elegant, and great attention has been given to every detail to ensure your comfort.

One of the jewels of Discovery Bay, Sugar Bay is a gorgeous 5-bedroom beach front villa designed and built by its present owners to capture the authentic style of a traditional Caribbean villa. Although built only in 1995, the quality of materials and workmanship recall a sadly lost construction era.

Located on a soft coral cove all its own, Keela Wee Villa is a veritable beach paradise poised on the turquoise waters of Discovery Bay. Recently renovated to add even more elegant living space, the yellow-stone villa is sure to please with its combination of privacy and luxury.

Located on its own stretch of soft white beach, A Summer Place is one of Discovery Bay’s best family or large group hideaways. The villa has seven bedrooms, each with bath en suite, and has plenty of space to lounge inside amidst comfortable Caribbean fabrics.

Sundown Villa, a large 7 bedroom, is one of the premier luxury villas on beautiful Discovery Bay. The villa has its own private, 125 foot, white sand beach, perfect for adults or small children.

Coral Cove Villa is situated on its own private beach on a quiet cove in Discovery Bay, just 25 minutes from famous Dunn's River Falls and Ocho Rios, where the nightlife is swinging and varied. The location makes it ideal for those interested in touring the island or just enjoying the quiet seclusion of the Bay and its beautiful beaches.

This charming, comfortable 3-bedroom villa with separate 2-bedroom cottage is located on a private white sandy beach on exclusive Fortlands Road in Discovery Bay. The two-story entry leads into a living room with vaulted ceiling and second floor gallery.

Located on a private waterfront acre, Sea Haven is a traditional West Indian home dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay.

Seven Seas is a secluded holiday paradise – a private 5000 sq. ft.

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.

Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse.

One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation.

Following Seas is a one-of-a-kind vacation hideaway offering the ultimate in luxury, comfort and breathtaking décor. Newly renovated in 2007, Following Seas' casual elegance seamlessly balances original artwork with classic Jamaican architecture, inviting the outside in through large windows and open air verandas.

An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence.

A most serene and enchanting location, Viviana is the ideal place to re-discover the secret to falling in love with nature and with life. This beautiful villa offers the finest balance of sophisticated luxury and private comfort – elegant and cozy, majestic and inviting.

A recent renovation, and the addition of a new wing, has served to enhance an already spectacular villa. Situated directly on the Caribbean Sea, steps from the first tee, club beach and beach bar, Phoenix is ideally located to take advantage of all The Tryall Club has to offer.

Trinity Villa, located within the exclusive 2,200 acre Tryall Club, is situated high above the Caribbean Sea with breathtaking views of the ocean, tropical forests and Tryall's award winning golf course. Trinity Villa is an ultra-luxurious paradise.

This stunning villa, just recently completely renovated, offers breathtaking views of the Caribbean sea and the Tryall grounds. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with a oversized swimming pool and deck overlooking the sea make Villa Stella one of the most sought-after properties at Tryall.

Designed by one of Jamaica’s best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views.

You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, step into its peaceful and secluded gardens – then take in the spectacular view of ocean and mountains beyond.

A visit to Mahogany Hill awakens the realization that you have finally landed in paradise. Set on a luxurious eight-acre estate, Mahogany Hill is captivating with blooms of dewy island flowers in rolling, intimate gardens.

Nestled among the villas of the historic Tryall plantation, Sea Salt, part of the exclusive Tryall Club, is one of the most relaxed, premier private homes that grace the northern cost of this Caribbean paradise. Sea Salt features classic Jamaican architecture with vaulted ceilings and 7,700 sq.

Sundance is a stunning five bedroom, traditional Palladian style villa extending to 6,000 square feet and occupying a quiet two-acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificent setting for this beautifully furnished house with its mahogany floors and porcelain tiled bathrooms.

Breathtaking views from No Le Hace will be etched forever in your mind. This five bedroom villa provides almost every amenity for comfort and relaxation.

The most discerning travelers choose our Royal Villas and enjoy superior levels of personal service, luxury amenities, and a staff of three to cater to every need. Sumptuous meals are prepared to order by your personal chef, and the butler is available to assist in any social or sporting arrangements required.

The most discerning travelers choose our Royal Villas and enjoy superior levels of personal service, luxury amenities, and a staff of three to cater to every need. Sumptuous meals are prepared to order by your personal chef, and the butler is available to assist in any social or sporting arrangements required.

An alley of palms leads up to Vista Del Mar, located at the top of Tryall Club. Aptly named, this magnificent villa commands a breathtaking view over the rolling greens of the property’s famous golf course and glittering Caribbean Sea.

Set on over four and one-half acres of gently sloping land and surrounded by well manicured lawns Great River House commands sweeping views of the sea. The property features mature trees including fine citrus and pimento trees together with flowering plants, shrubs and royal palms gently lit in the evening to create a private, secluded, romantic environment.

Four hundred feet above sea level, Point of View is located on the highest point at Tryall Club. With its breathtaking views of the Caribbean, lush surrounding mountains and gentle breezes, this peaceful and secluded villa is the ideal setting for total relaxation.

This Villa is only rented as a 5 Bedroom Windrush is a most captivating villa with its polished, luxe Caribbean style and elegant verandah setting embracing the outdoors. Entirely renovated, this luxury villa is beautifully situated on a lush five-acre estate.

Offering some of the most dramatic views in the Caribbean, Destiny overlooks the Great River Valley, the Caribbean Sea, and Montego Bay. The entrance leading up to Destiny is lined with hibiscus and flowering trees and the cobblestone courtyard features a symbol of the sun laid out in black stone.

A sprawling complex of four beautiful private bedrooms as well as large living, dining and family spaces serve as your exquisitely decorated quarters. There is a media lounge equipped with stereo sound system and cable television.

The most discerning travelers choose our Royal Villas and enjoy superior levels of personal service, luxury amenities, and a staff of three to cater to every need. Sumptuous meals are prepared to order by your personal chef, and the butler is available to assist in any social or sporting arrangements required.

Little Hill provides the ultimate in refined luxury. This five-bedroom villa claims a regal setting on Tryall Club’s romantic Pimento Place.

Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill. The entrance foyer is a celebration of exotic ferns with pleasing tropical flowers brought in fresh from the gardens in anticipation of your arrival.

From its high perch atop Barnes Hill, this recently remodeled luxury villa commands a truly breathtaking view over emerald lawns, an infinity pool and the broad expanse of Tryall Club's legendary golf course. To complete this magical picture are infinite views of the turquoise Caribbean Sea.

Pineapple House is now one of the finest luxury villas at Tryall. This elegant two story home offers over 6,000 square feet of total indulgence into your very own Caribbean island private home.

This beautifully appointed four-bedroom villa completed in 1991 offers spectacular views of Tryall Club’s golf course and the Caribbean Sea. Modern furnishings, tile floors, dark-wood trims and shutters give the feeling of Old World charm and easy elegance.

There is nothing like it in the world - a private villa, private staff, gourmet food and stunning Caribbean views, and above all permission to do absolutely, completely and utterly nothing. While privately located and concealed from view by lush landscaping, the villa is within easy driving distance of beaches, dive shops, boat rentals, clubs, boutiques, restaurants, golf courses, tennis courts, deep-sea fishing, snorkeling and other water sports, and craft markets.

On the east side of vibrant Montego Bay lies Fairway Manor, 7000 sq. feet of private luxury.

Bumper's Nest is a beautifully decorated three-bedroom villa incorporating a Spanish architectural design. With its cheerful pastel décor and quaint artwork, Bumper's Nest evokes the spirit of Jamaican Old World charm.

Heron Cove is dramatically situated on a lush two-acre property overlooking the sea with a perfect vantage point for sunset viewing. All rooms in this villa have magical water views.

Sunset is a three-bedroom villa with the perfect location for a seaside escape. This beautiful villa sits on the edge of the Caribbean Sea.

The most discerning travelers choose our Royal Villas and enjoy superior levels of personal service, luxury amenities, and a staff of three to cater to every need. Sumptuous meals are prepared to order by your personal chef, and the butler is available to assist in any social or sporting arrangements required.

Built in the 1940’s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary amenities such as Air conditioned bedrooms, Cable televisions and internet access.

Welcome to Calypso Shores, a stunning, fully staffed, waterfront villa with private beach and pool 10 minutes from the Sangster airport in beautiful Montego Bay. Located in a lovely gated community with 24 hr.

Ackee 8 is every bit as charming as its name. Named after Jamaica’s national fruit, Ackee 8 occupies a treasured location with romantic views of the Caribbean Sea and Tryall Club’s golf course.

A lovely five-bedroom villa overlooking the premier tee of the resort’s Robert Trent Jones’ championship course. Its large verandah runs the length of the villa and overlooks panoramic scenes of the green fairways and the sea beyond.

The Special listed below applies only to guests renting the entire villa, 5 bedrooms Villa Rococo captures the allures of Western Jamaica sharing an ideal spanning of hundreds of acres of lush forestation and swirling vista valley. Perched atop the spectacular Content Estate in the heart of paradise this exquisite home rises to complement the splendid landscape and embraces mountainous backdrop, and partial ocean and city view.

Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Villa Suites look out over the club’s legendary championship golf course to bewitching views of the Caribbean Sea.

Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Villa Suites look out over the club’s legendary championship golf course to bewitching views of the Caribbean Sea.

Located in prestigious Spring Farm Estates overlooking the Half Moon golf course outside Montego Bay, Villa Mawr is a comfortable four bedroom, ocean view villa on an acre and a half of lush tropical gardens. The villa is designed so that most rooms open onto cool verandahs and balconies offering spectacular views of the villa's gardens, Half Moon Bay golf course, and the blue Caribbean Sea and sky.

Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully landscaped, private, secluded 6 acre grounds. The house offers superior accommodation and service for up to six guests and is a 25 minute drive west of Montego Bay and 7 miles from the international airport.

The elegant living room with wet bar, PC, and stereo boasts breathtaking views of the Bay and the famous Negril sunsets. The covered patio, private pool with jacuzzi, and personal dining gazebo grace your front lawn steps from the sand.

This 5000+ sq. ft.

Azure has the finest “play room” in Negril. Perfect for family relaxing, large parties, or wedding receptions.

Located on the beach, Dream Walk is 3500 sq ft of luxury. The 50' living room features large screen TV, stereo, computer, and a stocked bar.

The largest villa on Moon Dance Cliff’s property, Midnight Cove provides luxury, privacy, and service. Midnight Cove is a 5,000+ square foot, two-story villa set in a private corner of the resort property.

A 4,200+ square foot, four bedroom, four and a half bath villa, Ironwood is a lavish vacation home for eight. Spacious room with high ceilings, luxurious furnishings, and full butler service are the highlights of this villa.

Satin Sunrise, 2700 sq. ft.

Our 'honeymoon villa", lives up its name, and then some. This 1500 sq ft home on one level is romantic and spectacular.

One of two secluded Honeymoon Villas, Crystal Dawn offers a tranquil, island atmosphere. With full butler service, high, airy ceilings, relaxing furnishings, and two verandas, this villa is a peaceful escape.

A romantic honeymoon villa tucked away in a private garden of Moon Dance Cliffs, Poinciana is an intimate vacation retreat. Set near the edge of the cliffs, with cool tile floors, high ceilings, a luxurious bath, and king-sized four poster bed, this villa offers sanctuary, luxury, and comfort.

There truly is no place just like Rio Chico, an ultra-luxurious and private villa paradise set on 14 private acres of landscaped, seaside land just outside of Ocho Rios. Its lush gardens hide 20 elegant rooms, private coral beaches, secret waterfalls and every sumptuous amenity you could imagine right at your fingertips in one exotic location all your own.

Roaring Pavilion Villa and Spa is located on a beachfront estate where the Roaring River meets the Caribbean Sea in St. Ann’s Bay, Jamaica, just a few minutes outside of Ocho Rios.

Malatai villa is the latest addition to the line of luxury villas in Jamaica. Entrance to the villa is through an automatic gate, and two koi ponds add to the beauty as you arrive under the port-cochere at the front door.

For several decades Villa Lido was maintained primarily as a family beach home with limited availability for rentals. However, for the first time this luxurious villa is now available for guests to enjoy a truly unique Jamaican home.

Special -For September, October and November of 2008 – 15% discount if booked 4 weeks in advance. -Loyalty discount of 5% which will be given to guests who book between September to November 2008 and will be applied to any booking made by the guest at Villa Paradiso during 2009.

Politicians - including Winston Churchill, Pierre Trudeau, and Henry Kissinger – royalty, and celebrities alike have graced the private white sands in front of Frankfort, one of the most sought-after rental properties in Jamaica. This 18th century plantation property is the winter home of the owner, and includes many of the original structures native to the plantation era.

Two miles east of Ocho Rios, on an elevated hillside near the Prospect Plantation, sits Emerald Seas Villa – 6000 sq. feet of elegance and luxury.

Four Winds Villas is located on a private beach on the sea, just west of Ocho Rios. Its sheltered cove is flanked by a path leading to an ocean-side gazebo, where you can sit under the palm-shade listening to waves lap its shores.

Casual elegance best describes Lime Tree villa. Decorated in bamboo furniture and white Lime Tree welcomes you to the tropics.

Eight Rivers Villa is an exquisite four bedroom villa with 1-1/2 acres of manicured gardens on the Prospect Estate overlooking the crystal clear waters of the Caribbean Sea. This 5000 sq.

Scotch on the Rocks is a charming turquoise villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of Jamaica’s most prestigious hotels: Sandals Royal Plantation and Jamaica Inn.

Frangipani is a deluxe four-bedroom luxury villa constructed on the grounds of the historic Prospect Estate. It spreads across 5000 sq.

Stone Harbour Villa is a private, four bedroom, four bath, beachfront property located ten minutes west of Ocho Rios, Jamaica on beautiful Old Fort Bay. This comfortable, artistic Caribbean home allows visitors to swim in the blue-green water of the sea, sun on sandy beach, snorkel reefs only meters from its private cove, or paddle out to watch a vivid sunset in sea kayaks.

Just feet from the lapping waves of the sea sits Edgewater Villa, a four-bedroom luxury property a few miles from the resort town of Ocho Rios and is located next door to the Sandals Couples hotel. This recently restored property takes advantage of its setting with a seaside gazebo and refreshing oval pool hugging the shore.

Somewhere Villa is nestled in Prospect Estate's lush tropical garden overlooking the crystal clear waters of the Caribbean sea. This spacious four bedroom, four bath villa is equipped with modern conveniences such as satellite TV, VCR, telephone and stereo system.