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Tradewinds at the Tryall Club • Montego Bay, Jamaica Villa

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About Tradewinds at the Tryall Club

This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically against the sea wall. Windsurfing here is superb.

  • 4-bedroom waterfront private villa at the famous Tryall Club 
  • full staff: chef, housekeeper, laundress, gardener
  • cable television ... DVD ... radio-cassette-CD player
  • 18' x 34' swimming pool
  • complimentary golf cart
  • complimentary DSL Internet access
  • The Tryall Club Temporary Membership Fee (see paragraph below) *
  • The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, beach parties Mon-Wed-Fri

This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea.  300 feet of waterfront form the north perimeter of the property.  The water here is excellent for swimming and snorkeling.  Sometimes the sea is as smooth as glass.  Sometimes its waves break dramatically against the sea wall.  Windsurfing here is superb.

To the east of the house is a large grassy lawn, wonderful for children's games.  The beach club, pro shop, driving range, first tee, and casual beach bar and restaurant are a three-minute walk or a one-minute golf cart ride.

In the living room is the entertainment center with cable television, sound system and library of videos and CD's.  A wet bar adjoins the living room.  Ten glass-paneled doors open to the spacious verandah and pool terrace, generously furnished with chaise lounges, tables and chairs.  Stone steps lead from the terrace directly into the water.  Most meals are served here on the breezy terrace near the sea.  In addition to the outside dining table,  Tradewinds also has an inside dining room with seating for ten under a whimsical chandelier.  One wall of the dining room opens wide to a lush garden of tall tropical plants, beautifully lighted each night.

At each day's end, the sound of waves lapping nearby lulls guests to sleep.


All four bedrooms are air conditioned.

Master Bedroom
Kingsize four-poster bed; en-suite bathroom with walk-in shower.  Television.  Sitting room with daybed, mahogany desk, lovely ocean view.  Opens to terrace.

Bedroom 2
Kingsize or twin beds at guests’ option; en-suite bath with walk-in shower.  Connects through small interior passageway to Bedroom 3. 

Bedroom 3
Kingsize or twin beds at guests' option; en-suite bathroom with tub-shower combination.  Connects through small interior passageway to Bedroom 2.  Bedrooms 2 and 3 are appropriate for families as parents and children can share this two-bedroom connecting suite of rooms. 

Bedroom 4
Kingsize or twin beds at guests' option; en-suite bathroom with walk-shower. This bedroom is in a separate octagonal cottage on the edge of the pool terrace and just 20 feet from the main house.  Six French doors and 10 louvred windows open to a wonderful ocean view.

Additional Information

Click Here to see Floor Plan.

The Tryall Club Membership

A significant amenity for guests in this villa is membership at the excellent Tryall Club.  On 2,200 acres, Tryall’s golf course is among the most beautiful in the world.  Its 18 hillside and seaside fairways have been home to the Johnnie Walker, Mazda and other PGA championship events.  The resident pro offers workshops and private lessons.   The Tryall tennis club features nine Nova Cushion courts, some lit for night play, with world-class pro’s on call.  All white attire required.

The beach is well planned for parents and children. Have lunch at the beach bar.  Work out in the well-equipped gym and compete in the new Usain Bolt Games Room at the Great House (teens love it).  Jog the marked trails. Snorkeling, kayaking, Hobie Cat and sunfish are complimentary.  Glass bottom boats, charter fishing, a boat to the reef and any captained craft attract various fees.  Enjoy weekly events like  complimentary Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.

On the hill, enjoy the historic Great House for daily 4:00 tea and sweets. Shop at the convenient commissary and chic boutique, and meet for happy hour and snacks at the casual bar.  Also at the Great House is the new Usain Bolt Games Room open all day and night for ping pong, pool, air hockey, foosball, shuffleboard, chess and checkers, board games, comfy reclining chairs and HDTV. And don’t miss the massive Tryall pool (ping pong table there too). The Tryall Club is thoughtfully designed to please toddlers, preteens, tweens, moms, dads and everyone from teens to octogenarians.

For a great write-up of the Tryall Club, see Dana Vachon's article Club Jamaica in Departures Magazine.

The Tryall Club was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world.”

*Tryall Club Temporary Membership Fee

Tryall is a private club whose members may use most Club facilities at no charge with the exception of golf, food and beverage, and spa services. Complimentary amenities include the beach, most water sports, tennis, the excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party and various special events.

The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$130 per week for each guest 16 or older, or US$25 per day per person for stays of less than 7 days.

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.


Rental Rates

  • Government Consumption Tax of 10% must be applied to the villa rental rate.
Season Bedrooms Weekly Rate
High Season
January 4 - April 17
1–4 $8,500
Low Season
April 18 - December 19
1–4 $4,500
April 4 - April 11
1–4 $8,500
November 21 - November 28
1–4 $4,500
December 19 - December 26
1–4 $11,050
New Year
December 26 - January 2
1–4 $11,050
Link to Calendar

Booking Calendar

Guest Reviews

  • Dear Linda,

    We had a great time and had to mention what a fantastic job the staff at Tradewinds did. Every meal prepared by Vincent was a winner and Gina was superb on every level -- patient, organized, welcoming and funny.

    Bill F. – Albany, NY – November 2012

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