Jamaican Villa Rentals (Caribbean)

San Michele is a luxurious Jamaican villa rental enveloped by natural vistas of mountains and sea. This unique home has a private island you can reach by footbridge where you can spend countless hours truly “on” the sea.

Set on 4 acres of beachfront land, The Hermitage is a luxury Jamaican rental villa with two spacious master bedroom suites and two smaller bedrooms that sleeps 8. The pool is surrounded by an expansive cobblestone patio, studded with tropical greenery and set with lounge chairs.

Step back into a more gracious place in time with a stay at Mullion Cove on Bluefields Bay. Abundant tropical flowers bloom in the garden of this Jamaican villa rental, where you can enjoy leisurely candlelit meals prepared by a chef, conscientious and careful service, and fresh-pressed laundry stacked into mahogany armoires.

Rising from the tropical canopy, the clapboard facade of Providence House sits above the shores of Bluefields Bay. Named for Captain Bligh’s ship, you can feel the ocean breeze and hear the gentle lap of the waves throughout this waterfront villa in Jamaica.

You’ll fall in love with Cottonwood Cottage, a charming Jamaican villa rental on four beachfront acres. Dense tropical foliage has been fully preserved, so guests enjoy full sun and also shaded seating under “tree umbrellas” on Bluefields Beach.

Pretty yellow-hued Milestone Cottage has always been the honeymoon favorite, although its two bedrooms are also popular for small families. This Jamaican rental villa on Bluefields Bay features a cliffside plunge pool with underwater seats – the perfect place for soaking up the Caribbean sun.

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.

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. Keep in shape on vacation in the well equipped air conditioned gym; enjoy a game of tennis on your own private night-lit court; or paddle the crystal waters of Discovery Bay in one of the complimentary kayaks provided for your use.

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 outside the villa and in.

LIMITED TIME PROMOTION: Complimentary Night: Receive 1 complimentary night in every 7-nights booked. This promotion is applicable to all new bookings until further notice.

LIMITED TIME PROMOTION: Complimentary Night: Stay 7 nights for the price of 6. This promotion is applicable to 2013 travel dates excluding Holiday weeks.

Keela Wee Villa, named after the beach paradise of the legendary "Phantom", is located on a private coral cove. The yellow stone villa overlooks the crystal clear Discovery Bay and Keela Wee's own private white sand beach.

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.

The flawless, horseshoe-shaped inlet of Discovery Bay marks the very spot where Christopher Columbus first laid eyes upon Jamaica and proclaimed it the fairest isle he had ever seen. Nestled on a prime stretch of this historic bay, Sundown Villa personifies the exquisite beauty that Columbus so admired.

Comfortable and unpretentious, Sea Grapes feels like home the moment you arrive. This charming 3-bedroom villa with separate 2-bedroom cottage is located beachfront on exclusive Fortlands Road in Discovery Bay.

LIMITED TIME PROMOTIONS: Complimentary Nights:

• Receive 1 complimentary night on all stays of 7 nights or longer
• Receive 2 complimentary night on all stays of 14 nights or longer
• This promotion is applicable to January 3 – April 14, 2013 travel

• Regularly listed Winter rates will be reduced to $500/night. This promotion is applicable to bookings made within 10 days of arrival for travel between December 16 - Apr 15.

Seven Seas is a 5,000 sq. ft.

Hanover Grange is set in its own grounds which also include sculpture from the collection. The villa produces its own food from a garden which is run according to strict organic principles.

Silent Waters villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience. Nestled in the hills of Jamaica, overlooking pristine forests and the spectacular turquoise waters of Montego Bay sits this truly remarkable private Jamaica resort property.

Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service. Enjoying one of the finest views in the entire Tryall Club, the property is nestled on 7 acres of tropical splendor, over 350 feet above sea level.

Brilliant views of the Caribbean Sea set the backdrop for the largest private villa at the world-famous Tryall Club. This 12,000 sq ft villa, styled in British Colonial architecture, has 8 charming bedrooms, 3 of which are master suites.

Sugar Hill is situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club. There is a spacious four-bedroom villa and three-bedroom guesthouse.

This contemporary 6-bedroom villa is an elegant mix of Caribbean architecture and European style with modern amenities and technology that will please even the most discriminating tastes.

As you enter the luxuriously appointed living room with its soaring cathedral ceiling, you are immediately presented with Anticipation's spectacular view.

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.

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

Mahogany Hill is a beautiful 3 level, 5 bedroom deluxe villa situated on eleven acres of land that overlooks the world famous Tryall Golf Club, the ocean and Montego Bay in the distance. Ingenious architectural design combines Asia, Africa, and Caribbean influence to fashion a truly spectacular villa.

Rose Cottage, is a 6-bedroom villa that sits quietly yet dramatically within the world-renowned Tryall Club, on a plateau affording exceptional mountain and ocean views. Designed by Nancy D.

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. Designed by the prestigious international architect Thomas Reed, Trinity Villa is an ultra-luxurious paradise.

On 6 beautifully landscaped acres, Villa Viviana sits in a serene and enchanting location at the world-famous Tryall Club. This beautiful villa offers the finest balance of sophisticated luxury and private comfort: elegant and cozy, majestic and inviting.

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.

Infinity is a spectacular 5-bedroom recent addition to the Tryall Club family of villas. The property's spacious rooms and open living spaces represent the finest traditions of Jamaican architecture.

It's been said, "There's no place like home." After visiting Sea Salt, you may choose to differ.

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.

Named Villa of the Year in 2009, Lolita is a remarkable architectural achievement designed by noted Chicago architect Tom Reed. A 14,500 sq.

This stunning seven bedroom villa was completed in 2006, built to take advantage of its prestigious Spring Farm neighborhood of Montego Bay and the extensive landscaped grounds include an infinity edged pool, a Jacuzzi, and tennis court overlooking the ocean. With a full staff of 5 to take care of your every need- all you have to do is sit back and enjoy.

Inside, the house is a perfect blend of beauty with comfort. The guiding hand of Greatview’s creator and the commitment of its staff are evident in the upscale décor and careful attention to detail.

Situated directly on the Caribbean Sea, steps from the first tee, beach club and beach bar, Phoenix is ideally located to take advantage of all The Tryall Club has to offer. The large, open, airy rooms and verandas are quintessentially Jamaican in feel and function.

Karma Bay is a unique fusion of Asia-Caribbean styles on a spectacular waterfront location in the historic Tryall Club. The villa is a series of pavilions with separate living room/dining room and bedrooms, all connected by covered walkways lined with spectacular art and landscaping.

No Le Hace is located at the Tryall Club, an exclusive Caribbean destination with club-like atmosphere, spread out over a lush 2,200-acre property on the quiet, pristine north coast of Jamaica. It contains five bedrooms.

Refurbishment Note: Please note that this villa will be undergoing refurbishments. Please enquire with one of our Villa Specialists for further details.