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Sugar Hill at the Tryall Club • Montego Bay, Jamaica Villa

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About Sugar Hill at the Tryall Club

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!

  • 8 air-conditioned bedrooms, 8 en-suite bathrooms in Main Villa plus Guest Cottage
  • 4 complimentary golf carts (for use within Tryall Club)
  • wheelchair accessible main house; audio headphones for hearing impaired
  • staff of six:  excellent cook, butler, housekeeper, two gardeners and laundress (laundry done daily)
  • 22’ x 44’ heated pool tiled in aqua glass – depths of 3’ to 8’
  • spacious pool deck with sufficient chaises for large groups
  • 6-person hot tub
  • child friendly; complimentary crib and crib linens, nannies available
  • complimentary WiFi throughout
  • Vonage phone system
  • computer, printer, copier, scanner
  • televisions throughout, sound system, iPod docks
  • indoor and outdoor dining
  • wet bar with fridge and icemaker
  • rooftop sky loft for sunbathing, star gazing, moon gazing, sunsets and cigars
  • authentic wood-burning pizza oven (pizza night every week)
  • outdoor gas grill
  • breadmaker, pasta maker, soda machine
  • air-conditioned recreation room with foosball and pool table convertible to ping pong
  • children's area with games, arts and crafts
  • bocce ball on back lawn
  • air-conditioned gym: Hoist Fitness System, Diamondback bicycle, TRUE treadmill, Hoist multiweight bench 5-30 lbs, 2 fitness balls, 1-stepper, mats, 2 Tiko weight balls, bands, Bosu ball

Sugar Hill is a glamorous eight-bedroom villa on a lush three-acre site breathtaking with views of the Tryall Club, Caribbean Sea and long coast line. Designed for large groups and families, it features four bedrooms in the Main Villa and four more in the Guest Cottage. The Main Villa is richly furnished in hand-carved Jamaican mahogany and colorful fabrics.  Relaxed, luxurious and inviting, it features an exceptional collection of Jamaican fine art, a personal shell collection and a great selection of books, games and music.  A few steps down the hill is the more casual four-bedroom Guest Cottage with three smaller but very attractive bedrooms and one very private suite with spectacular views from high atop the Cottage

Sugar Hill is a manicured tropical paradise with an abundant variety of stunning palms, gorgeous flowering plants and a thriving orchard of fruit trees:  banana, plantain, mango, papaya, ackee, June plum, Otahiti apple, custard apple, sweet sap, sour sap, guava and breadfruit trees. Shaded hammocks are amidst the grounds.  The gardeners gather ripe coconuts every day and the butler offers fresh coconut water to guests (known to be a panacea for many ills from weak hearts to hangovers). Exceptional meals are prepared according to your individual tastes and dietary needs. An abundant organic garden yields fresh herbs and vegetables which Cook Marica uses daily. Tour the garden and pick your own vegetables! 

Under a tall rafter-and-beam ceiling, the air-conditioned Living Room is spacious and comfortable.  Among its thoughtful features are a game table, flat screen TV, surround-sound stereo, CD/DVD/iPod player, karaoke machine and guest computer.  Nearby is the large air-conditioned formal dining room with long custom-designed mahogany table and chairs. Wide doors open to the balcony and an adjoining second dining area, al fresco under a delightful flowering trellis.

At the highest point of the villa is a rooftop hand-cut stone lookout.  Here is a unique perch for morning coffee, sunbathing, a romantic dinner, sunset cocktails, and a must for star-and-moon gazing.  Take your camera!


  • All eight air-conditioned bedrooms have stunning views and connect to private en-suite bathrooms, modern and smartly designed in Italian Travertine, glass and granite.
  • All eight bedrooms include personal safes, flat screen TV’s and iPod players.
  • Seven bedrooms open to semi-private covered sitting areas.


Wheelchair accessible on one-floor plan. Each of the four bedrooms, living and dining areas in the main villa open to the long verandah that fronts the entire home. The panorama of manicured gardens, pool and Caribbean Sea is breathtaking.


Master Bedroom 1
Mahogany hand-carved four-poster kingsize bed, double-sink vanity, walk-in shower, deep Jacuzzi tub, bidet, private outdoor garden shower. Connecting alcove office has his'n'hers desks, computer and printer. Suite opens to private gazebo-style verandah with chaises and lovely views.

Bedroom 2 - adjacent to Master Bedroom 1
Optional kingsize or twin beds, full bath with walk-in shower. Opens to main balcony verandah.


Master Bedroom 2
Mahogany hand-carved four-poster kingsize bed, double-sink vanity, bidet, large walk-in shower. Connecting alcove has desk and twin daybed for an additional guest.  Suite opens to covered semi-private verandah with wrap-around balcony, chaises and a gorgeous view of the Caribbean coastline.

Bedroom 4 - adjacent to Master Bedroom 2
Mahogany hand-carved four-poster kingsize bed, full bath with double vanity, bidet, walk-in shower. Opens to main balcony verandah.


4-bedroom Cottage located nearby, downhill from main house, recently renovated

Bedrooms 5-8

  • All Cottage rooms are air-conditioned and have wonderful cross breezes.
  • Three ground-level bedrooms offer optional kingsize or twin beds. Two have small balconies.
  • All three ground-level bedrooms open to a long shaded porch overlooking the pool and grounds.
  • All four Cottage bedrooms connect to en-suite bathrooms of glass, granite and Travertine marble.
  • The fourth bedroom is extraordinary: upstairs and literally in the treetops! This very private large suite is a hideaway on high. From its wide balcony, the prize view is a dramatic expanse of the northwest coastline, the Caribbean Sea to the distant horizon and unforgettable sunsets.

Additional Information

Click Here for Floor Plan of Main Villa

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. (Starting August 1, 2017 some Tryall Club golf services may be subject to a 15% service charge, including green fees, golf cart rentals, shoe and club rentals).

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 Golf Course Note:  The front 9 holes of the golf course will be closed from May 13 - October 16, 2017 for extensive renovation. The recently renovated back 9 holes of the golf course will remain open all summer. Members & guests who wish to play 18 holes between May 13th and Oct 16th can play the back 9 holes twice. Multiple tee box options will be available in order to give a different feel to the golf course. The driving range will remain open as normal. All green fees during this period will be charged at our 9 hole rates regardless of whether the golfer plays 9 or 18 holes. Normal cart and caddy fees will apply. (Starting August 1, 2017 some Tryall Club golf services may be subject to a 15% service charge, including green fees, golf cart rentals, shoe and club rentals).

*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. Starting August 1, 2017 this Temporary Membership Fee is subject to a 15% service charge per Tryall Club.

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 $10,500
Low Season 2017
April 15 - December 20
5 $12,500
Low Season 2017
April 15 - December 20
6 $14,500
Low Season 2017
April 15 - December 20
7 $16,500
Low Season 2017
April 15 - December 20
8 $18,500
High Season 2018
January 6 - April 14
1–4 $18,000
High Season 2018
January 6 - April 14
5 $21,000
High Season 2018
January 6 - April 14
6 $24,000
High Season 2018
January 6 - April 14
7 $27,000
High Season 2018
January 6 - April 14
8 $29,000
March 31 - April 7
1–8 $29,000
November 18 - November 25
1–8 $27,000
December 21 - December 28
1–8 $35,000
New Year's
December 29 - January 5
1–8 $35,000

Sleeps 16 people. Additional children may be approved on request.

Damage Deposit: $1,500

*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.

Link to Calendar

Booking Calendar

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