4 bedrooms, 4 bathroom villa overlooking golf course and Caribbean Sea views!  2 minutes to the beach by golf cart for our lovely Fairwinds Villa!

Fairwinds is a lovely four-bedroom private villa with a fantastic view of the glittering Caribbean Sea and the renowned Tryall Club golf course. The interior has been designed meticulously to create a fantastic home away from home. Mahogany parquet floors, sunken Roman baths, cable television, surround sound and a professional chef make Fairwinds one of the best luxury villas Jamaica.

Fairwinds has a spacious living room that exudes comfort and style. Glass panels open to a spacious balcony that showcases picturesque views of the beautifully maintained golf course and the ocean blues. Cable television, sound system, DVD player, a CD and DVD library for adults and children, old-fashioned games and a well-stocked library of excellent books make the living room quite entertaining. Additionally, the living room is furnished with a computer and ADSL wireless Internet.

The expansive pool surrounded by exotic orchids and the poolside bar create a lovely picture. The swimming pool is one of the favorite spots for most guests, who can enjoy drinks at the covered poolside bar after an invigorating swim. The pool is adjacent to the verandah which is equipped with cable television, telephone, stereo system and ice maker, all placed below the dramatic stone arches. The fish-filled grotto is a unique feature of this Jamaica villa and is very popular among children, who love feeding the fish.

All the bedrooms at Fairwinds have ceiling fans and air-conditioning. The romantic, glamorous and private master bedroom is located on the ground floor, very close to the pool and bar. The room has private entrance from the lower patio and can be accessed only through the outside stairway, and the louvered walls lead to the tropical garden.  The room is furnished with a king-sized bed, cable television and DVD player. The other three bedrooms have king-size or twin beds, en-suite bathrooms, air-conditioning. Each of the four bedrooms has an attached bathroom and wall safes. The children’s room also has cable television, while the other bedrooms can be furnished with the same on request.

The villa comes with a full staff of five persons including the housekeeper, cook, gardener, laundress and additional helper, who provide excellent service, ensuring that the guests have a memorable vacation.

Lunch is generally served outdoors on the table placed under a large ficus tree, surrounded by the three-acre garden that is home to a diverse assortment of tropical flora. Candlelight dinners can be served on the terrace with a backdrop of lighted palm trees on the hillside and glittering lights from cruise ships and Montego Bay.

Fairwinds Villa is among the most child friendly villa rentals in Jamaica and provides supplementary facilities, such as booster seat, portable playpen, games, inflatable pool toys, kids videos and nannies on request.

Fairwinds is one of the villas in Jamaica that enjoys complete privacy, yet is just a few minutes away from Tryall Great House, bars and restaurants, tennis and golf pro shops, beach club, shops, water sports and lively nighttime entertainment. Villa guests have access to a complimentary golf cart for excursions to the 2,200 acre Tryall Club and Resort.

© Caribbean Treasures

Bedroom Configuration:

Master Bedroom: Kingsize bed; mirrored walls framed in mahogany latticework; 8-foot Mexican-tiled sunken tub with louvered walls open to tropical garden; television and VCR; private entrance from lower patio; glamorous, private and romantic.

Bedroom 2: Kingsize bed; en-suite bathroom with Jacuzzi tub; sea view; private outside entrance and stairs to pool.

Bedroom 3: Optional kingsize or twin beds; sea view; en-suite bathroom with marble Roman tub; private terrace, stairs to pool.

Bedroom 4: Optional kingsize or twin beds; en-suite bathroom with tub-shower combination; private outside entrance, stairs to pool. Ideal for children (door to stairs to pool can be locked) as it is on wing near Bedroom 2 ~ also fine for adults.

FLOOR PLAN: Fairwinds Villa, Tryall Club

Membership Inclusions

Tryall Membership offers first Rate facilities on its 2200 acre Resort

Conde Nast places Tryall Club on its Gold List as one of the best places to stay in the world.

  • Tryall's Golf Course measuring 6,221-yards, par 72 course is considered to be the finest in the Caribbean and is the pride of Jamaica. It attracts the game's leading players and prestigious international events including the Johnnie Walker World Championships, Mazda Champions, Jamaica Classic and Shell's Wonderful World of Golf. This world class golf course boast hillside and seaside fairways. In-house greens fees offered to the villa's guests.
  • Complimentary shuttles transport guests from the villa's front door to all locations within the resort
  • Large swimming pool at Great House
  • White sandy private beach
  • Waiter Service on beach, serving drinks/food from beach bar
  • Beauty salon, massages, reflexology treatments
  • Hobie Cat Sailing and Sunfish sailing are complimentary
  • Sea Kayaks which accommodate up to three people are also available at the beach.
  • Snorkels, masks and flippers are provided. Take a leisurely swim to the coral reef just 100 yards off this private beach
  • Tryall's watersport center can arrange for all your diving needs as well as opportunities for water-skiing and tubing. Fees may apply.
  • Gym for workout at Fitness Centre
  • Jogging trails
  • Complimentary internet room
  • Historic Great House with bar, boutiques, art gallery, fax facilities
  • Enjoy Afternoon Teas at the Great House
  • Great House Restaurant for continental and Jamaican dining if you wish to dine away from the villa, with its outdoor terrace.
  • Play tennis on 7 Nova Cushion courts, which are lit for night play.
  • 2 Brand New Clay Courts with 2 additional new ones being constructed due to its popularity
  • A well-stocked pro-shop, with an international pro, a highly-skilled team of teaching assistants and ball boys, holds regular clinics and hosts weekly tournaments.
  • Kids Club, keeping the kids happy. Children are entertained, cared for and close at hand.  The Kids' Club offers daily activities which make full use of Tryall's amenities and the expansive grounds of the estate.
  • Friendly, caring and professional babysitters are available for hire for a few hours or full-time service.

Tryall Club Temporary Membership Fee

Tryall Club Temporary Membership Fee
Tryall is a private club whose members may use all Club facilities and programs at no extra charge, with the exception of golf. Amenities include tennis, beach, water sports, the excellent gym, the Kids Club, Great House afternoon tea and various special events.
Temporary Membership Fee of 130(US$) per week for each guest 16 or older, or 30 (US$) per day per person for stays of less than 7 days (inclusive of tax).
Plan to pay your Temporary Membership Fee locally at the Front Desk in the Great House when you register. Credit cards are accepted. You will be given a temporary membership card to enable your access to all Club facilities.

Wait! Please contact us before you auto book! Our calendars are changing hourly and we want to triple check that the dates are still available and make sure that your chosen villa is suitable for you.  We want to share so many things about this villa and the booking process. We have inspected our villas personally so don’t be shy to contact us! We would like to tell you all the finer points, the highlights, the distance from the airport, the nearest grocery store, the staff, transportation on island, what your cook/chef can prepare for you, expectations for tipping the staff, make sure there are no hidden details or hidden costs….. things that may be important for your group! Speak to us! Email us all your questions! We want your vacation to run smoothly!




Internet facilities
Ceiling Fans
Coffee Maker
Fully Staffed villa
Stereo System
Cable TV
Ensuite Bathrooms


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