Jamaican Villa Rentals (Caribbean)

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.

Situated in the Springfarm area of Montego Bay, Summerhill Villa boasts 3 storeys and 10,000 square feet of brightly painted, charming space. The villa is inspired by Spanish architecture, complete with cathedral and vaulted ceilings and meticulously polished wood and marble floors.

LIMITED TIME PROMOTION: Discount: Stay 7 nights for the price of 6. This promotion is applicable to until December 15, 2012 travel.

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.

Villa Rococo captures the allures of Western Jamaican hillside, sharing an ideal spanning of hundreds of acres of lush forestation and swirling valley vistas. Perched atop the spectacular Content Estate, in the heart of paradise, this exquisite home rises to complement the splendid landscape and embraces a lush mountainous backdrop with partial ocean and city views.

Set on 5 acres, the property is absolutely exquisite and offers a relaxing vacation with magnificent views of the Caribbean Sea.

Created as an area for family and friends to come together, the living room offers an inside bar, stereo/CD system, 50” flat screen television with cable and DVD player, piano, guitar, and plenty of space for games.

Serendipity: "The faculty or phenomenon of finding delightful, pleasant or valuable, things not sought for, while having the wisdom to discern it."

Whether you are coming to Jamaica in search of real relaxation, complete escape, natural beauty, or exhilarating adventure, you will find these and many other unpredictable and delightfully pleasant discoveries at Serendipity.

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

Hillside Villa was built with a vision of joyful family gatherings, romantic getaways and friends celebrating the complete vacation experience. The large living room opens to a spacious verandah overlooking the pool and 10-mile stretch of sea that separates Round Hill from the town of Montego Bay.

LIMITED TIME PROMOTION: Weekend Special: Regularly listed rates will be reduced to $286/night for Friday-to-Sunday (3-night stay) bookings. Applicable for travel in 2011 and 2012.

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 bedroom, 4.5 bathroom villa, Ironwood is a lavish vacation home for eight.

Bay Whisper is 5,000 square feet of beachfront luxury. Surrounded by beautiful gardens, this villa offers privacy, comfort, and relaxation.

The largest villa on the property, Ginger Breeze is an opulent escape from everyday life. A 5 bedroom, 5.

A beautiful three bedroom villa, Dream Walk is situated right on the edge of 7-Mile Beach. The oversized family room has multiple seating areas and a full wet bar.

This exclusive private villa is nestled on the cliff side at the western most point in Jamaica allowing guests to have an uninterrupted view of the setting sun. It is architecturally designed to offer visitors a secluded, tranquil environment in which to relax and unwind from day to day stresses.

Perfect for smaller families, Satin Sunrise is a well-appointed 2 bedroom, 2 bath villa with lots of outdoor space. The living room features a plasma TV on the wall and ample room for everyone.

Romantic and peaceful, this 1,500 sq.ft.

A secluded honeymoon villa, Crystal Dawn offers a tranquil, island atmosphere. With 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.

Fourteen acres overflowing with luscious vegetation, flowering bougainvillea, crystal-clear streams and waterfalls springing directly from the same mountain source as nearby Dunn’s River greet you as you drive along the meandering entryway to Rio Chico, your own stunning island estate. Showcasing a sprawling main house replete with expansive living areas, six bedrooms, numerous patios, a workout area with treadmill, elliptical machine and TV, a state-of-the-art security system, computer with wifi, every modern convenience imaginable and rich, Old World décor, as well as a two-bedroom guest cottage, Anichini linens, Frette Italian bathrobes, two pools, two beaches and a tennis court—Rio Chico Estate quite invites one to experience an exclusive lifestyle that very few can ever attain.

THEE Divine Villa Roaring Pavilion is a one-of-a-kind property that has enhanced its reputation as the Caribbean's most celebrated estate home. Originally opened in 1995 as the ultimate luxury hideaway, it was the first villa to offer an on-site spa with full-time attendants.

Kai Kala is a property of 4 buildings totaling 10 bedrooms set in 2-1/2 acres of fruit trees and flowers on a cliff overlooking the sea. There is the one bedroom Hideaway Cottage on the cliff’s edge looking down on the sea, the two bedroom Bamboo Cottage is set in the gardens, Sea View, three bedrooms set in the gardens with a view of the sea through the trees and the 4 bedroom Kai Kala Villa.

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.

Wonderfully located on the buoyant waters of Old Fort Bay just west of Ocho Rios, Villa Lido is one of the most comfortable family homes in the area. Its large grassy lawn, private pool and long beachfront make this villa a dream house for children of all ages – and for parents too, who love long barefoot walks on the beach.

Villa Paradiso is situated on a spectacular white sand beach in Mammee Bay Estates. Surrounded by 1.

Malatai Villa, a spacious 6-bedroom villa in Ocho Rios, is the ultimate in refined living. Every attention was given to the finishing details of this beautiful villa: from the exquisite Jerusalem stone floors, hardwood bedroom floors and cabinetry, to the granite countertops and marble bathrooms.

Rapturously private, this supremely exclusive three-bedroom villa boasts its own separate driveway and a fairytale, stone walkway, shaded by the lush arching of tall green trees, that leads to the main resort. Get as far away from the ordinary as you possibly can.

On an elevated hillside near the Prospect Plantation two miles east of Ocho Rios, sits Emerald Seas Villa: 6,000 square feet of elegance and luxury. Recently restored using only the best materials and a fine attention to detail, Emerald Seas more resembles a private resort than a rental home.

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

LIMITED TIME PROMOTION: Discount:

• Regularly listed rates will be reduced to $6,000/week. This promotion is applicable to March 31 – April 15, 2012 travel
• Regularly listed 5 bedroom rates will be reduced to $5,000/week.

Scotch on the Rocks is a charming turquoise villa that sits on a small rise overlooking Sandy Bay in Ocho Rios. This oceanfront, 4+ bedroom, 5 bathroom villa is nestled in a lush tropical, orchid filled, gardens overlooking the sea.

Frangipani is a deluxe 4-bedroom luxury villa constructed on the grounds of the historic Prospect Estate. It spreads across 5000 sq.

Holiday rates available upon request only

Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque banana port village of Oracabessa. Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming’s "Golden Eye", this luxurious, gated 9-bedroom, 6 acre estate easily accommodates small and large groups of up to 18 people and is perfect for family reunions as well as weddings.

Belmont is a beautiful 4-bedroom villa set in an exotic tropical paradise on Jamaica’s magnificent north coast, against the dramatic backdrop of the majestic Blue Mountains. Utilizing a unique open-plan design with vaulted, wood-paneled ceilings and glass doors, the villa’s living area is positioned to take advantage of the fantastic views from east to west.

Located 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 sq.

Nestled in the hills above Runaway Bay on 88 acres of land lies Mt. Pleasant.

Step across the threshold of Lime-Acre Villa and enter a Jamaica long ago forgotten by time. Set on the island's largely untouched South Coast, famed for its wild natural beauty and untainted charms, Lime-Acre lies near to the fishing village of Whitehouse.

Amedis is a simple, serene, modern waterfront residence in one of the most relaxing locations on the island. Steps to the entrance elevate you as you slip around a free-floating wall to a stunning view.