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Fairwinds at the Tryall Club • Montego Bay, Jamaica Villa

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Up to 40% Off Tryall Golf

Save up to 40% off your golf getaway with a 7-Day Tryall Golf Package and receive unlimited green fees, cart fees and range use.

  • 1 Guest: $425  (savings of 25%)
  • 2 Guests: $400 per person
  • 4 Guests: $375 per person
  • 8+ Guests: $350 per person  (savings of 40%)

Valid for travel between 4/15/17-10/31/18. Golf Package can be booked at the time of villa reservation or upon arrival at the Tryall Club. Golf Package does not include taxes, gratuity and mandatory caddy fee.

About Fairwinds at the Tryall Club

Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay.

  • superior 4-bedroom 4-bathroom private villa at the famous Tryall Club
  • staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff because the staff ladies are responsible for serving drinks and meals - the quality of service will be excellent
  • private pool and covered poolside bar, wet bar, icemaker and lounge with television
  • air-conditioned bedrooms, wall safes, ceiling fans throughout
  • cable televisions in living room, bar, and all bedrooms
  • VCR and library of videos for parents and children
  • sound system with a selection of CD's and an iPod dock
  • complimentary Wi-Fi throughout and a computer is located in the living room
  • complimentary golf cart for excursions throughout the The Tryall Club resort
  • child friendly: portable playpen, booster seat, games, kids' videos, inflatable pool toys,
    nannies on request
  • 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 every Monday night. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports & Reggae Night on the Beach Thursday night.
  • Tryall Club Temporary Membership Fee (due at check-in, see paragraph below)*

Fairwinds is a beautiful four-bedroom private home with a magnificent sea view. Meticulous attention to design and comfort have resulted in a superb home away from home, Mahogany parquet floors, cable televisions and sound system, sunken Roman baths, a first-class chef ~ and all the amenities of the exclusive The Tryall Club combine to distinguish Fairwinds as one of the truly fine vacation homes of the Caribbean.

From the spacious living room, glass panels open to the upstairs dining balcony showcasing a magnificent panorama of the manicured golf course and Caribbean Sea. Here, candlelight dinners are served with the romance of lighted palm trees dotting the hillside and the sparkling lights of cruise ships and Montego Bay sparkling across the water. Guests may enjoy cable television, VCR, and a library of videos and CD's. Peruse the bookshelves or enjoy an old-fashioned game night with many selections available. Fairwinds has a second phone line for those who wish to connect to the Internet.

Outdoor stairways from the living room and three bedrooms lead to the large pool and poolside bar and lounge with icemaker, cable television, stereo system, telephone and fish-filled grotto ... all under dramatic stone arches. (Children love to feed the fish.) Lunch is typically served outside on the lower level under the protective shade of a large ficus tree. Three acres of gardens host many species of tropical flora including the orchids that surround the pool.

While private and self-contained, Fairwinds is only minutes from The Tryall's Great House, golf and tennis pro shops, bars and restaurants, shops, beach club, water sports and nighttime entertainment. The complimentary golf cart included with villa rental enables guests to explore the 2,200 acres that make up The Tryall Club.

Accommodations

Master Bedroom Downstairs on Lower Level by Bar & Pool
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.  This is the only pool level bedroom and is accessed only via outside stairway.

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.

Additional Information

Click Here for Fairwinds at Tryall Club 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 4 Agile Turf courts and 5 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 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. 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 Dues

Tryall is a private club whose members may use most Club facilities at no charge with the exception of tennis shop, ball boys, bar & restaurant, spa, grocery, motorized watersports, Nanny services and golf. Complimentary amenities include the beach, non-motorized watersports, 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 (plus 15% service charge) per week for each guest 16 years and over, or US$26 (plus 15% service charge) per day per person for stays of less than 7 days. 

Plan to pay your TMD fee at the Front Desk in the Great House when you register. They will also set up a charge account for you during your stay. If you plan to pay for your charge account in cash at the end of your stay, they will request a cash deposit. If you plan to pay for your charge account with a credit card, they will place a hold on your card to cover this amount.

Rental Rates

  • Taxes & Fees of 15% must be applied to the villa rental rate (Government Consumption Tax of 10% + Tryall Club Administration Fee of 5%) ~ See Note*
Season Bedrooms Weekly Rate
Low Season 2017
April 15 - December 20
1–4 $4,500
High Season 2018
January 6 - April 14
1–4 $8,500
Easter
March 31 - April 7
Easter week is any 7 nights that includes Easter Sunday
1–4 $8,500
Thanksgiving
November 17 - November 24
1–4 $4,500
Christmas
December 21 - December 28
1–4 $11,050
New Year's
December 29 - January 5
1–4 $11,050

25% surcharge must be applied to villa rental rate for any bookings less than a week long (effective April 4, 2015)

Damage Deposit: $500

*Note: Effective August 1st 2017, Tryall Club Administration Fee of 5% will be added to all new bookings (in addition to the Government Consumption Tax of 10%). Bookings made prior to August 1st will not be affected.

Up to 40% Off Tryall Golf

Save up to 40% off your golf getaway with a 7-Day Tryall Golf Package and receive unlimited green fees, cart fees and range use.

  • 1 Guest: $425  (savings of 25%)
  • 2 Guests: $400 per person
  • 4 Guests: $375 per person
  • 8+ Guests: $350 per person  (savings of 40%)

Valid for travel between 4/15/17-10/31/18. Golf Package can be booked at the time of villa reservation or upon arrival at the Tryall Club. Golf Package does not include taxes, gratuity and mandatory caddy fee.

Link to Calendar

Booking Calendar

Guest Reviews

  • Dear Linda,

    We had an awesome time at Fairwinds. It was beautiful and the staff was excellent! The staff at Fairwinds really made it one of the best vacation experiences that we have ever had.

    Veronica G. – July 2012

Post a Review of Fairwinds at the Tryall Club

Up to 40% Off Tryall Golf

Save up to 40% off your golf getaway with a 7-Day Tryall Golf Package and receive unlimited green fees, cart fees and range use.

  • 1 Guest: $425  (savings of 25%)
  • 2 Guests: $400 per person
  • 4 Guests: $375 per person
  • 8+ Guests: $350 per person  (savings of 40%)

Valid for travel between 4/15/17-10/31/18. Golf Package can be booked at the time of villa reservation or upon arrival at the Tryall Club. Golf Package does not include taxes, gratuity and mandatory caddy fee.

Jamaica

Jamaica Villas by Linda Smith 100 Fordham Road, Bldg. C Wilmington, MA, 01887 Tel 301.229.4300 Email info@jamaicavillas.com
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