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Sugar Hill at Tryall Vacation Rental

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.

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. Seven of the bedrooms open to semi-private covered sitting areas. All eight bedrooms include personal safes, flat screen TV’s and iPod players.

The 4-bedroom Main Villa is 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.

The 4-bedroom Guest Cottage is located nearby, downhill from the main house. All four cottage rooms are air-conditioned and have wonderful cross breezes. The three ground-level bedrooms open to a long shaded porch overlooking the pool and grounds. 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.

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. (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. 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 the 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 afternoon tea and a magnificent view from the terrace. Shop at the commissary and boutique, meet for happy hour at the bar, and browse a wealth of Jamaican, Haitian and Cuban works and souvenirs in the Gallery of West Indian Art. And don’t miss the massive Tryall pool!

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).

Membership Fee

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 Temporary Membership Dues 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.

Tryall Club Front Desk will 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 (recommended hold amount is US$150 per adult per day).

Bedroom Details
  • Main Villa:
  • 2 Master suites each with mahogany four-poster king bed, each with connecting alcove studies, one has outdoor shower and tropical garden
  • 1 guest bedroom with flexible twin beds that convert to king
  • 1 guest bedroom with mahogany four-poster king bed
  • Cottage:
  • 1 upstairs suite with king bed
  • 3 downstairs bedrooms each with flexible twin beds that convert to king
Bathroom Details
  • All eight en-suite bathrooms are modern and smartly designed in Italian Travertine, glass and granite
  • 4 Complimentary Golf Carts (for use within Tryall Club)
  • Air-Conditioning
  • Audio Headphones for hearing impaired
  • Authentic Wood-Burning Pizza Oven
  • Bocce Ball on back lawn
  • Bread Maker
  • Children's Area with Games, Arts & Crafts
  • Complimentary Crib and Crib Linens
  • Complimentary Wi-Fi
  • Computer with Printer/Copier/Scanner
  • Flat Screen TV's
  • Foosball in Games Room
  • Games Room, air-conditioned
  • Gym, private, air-conditioned
  • Hot Tub (max. 6 adults)
  • Indoor/Outdoor Dining
  • iPod Dock
  • Outdoor Gas Grill
  • Pasta Maker
  • Pool Table convertible to Ping Pong Table in Games Room
  • Pottery Studio (Private lessons can be arranged. Supervision required)
  • Rooftop Sky Loft in the Sugar Tower
  • Soda Machine
  • Spacious Pool Deck with Chaises
  • Vonage Phone System
  • Wet bar with Fridge and Ice Maker
  • Wheelchair accessible
Beach Details
  • 5-minute golf cart ride to Tryall Club Beach
Pool Details
  • Heated Pool
  • 22’x44’ (depths of 3-8’)
  • Tiled in Aqua Glass
Staff and Services
  • Cook
  • Butler
  • Housekeeper
  • Laundress (laundry done daily)
  • 2 Gardeners
Staff and Services (at additional cost)
  • Nanny services are available, excellent and reasonable
Location Details
  • 12 Miles from Montego Bay airport
  • The beach, golf course, tennis courts, spa, shops and Great House, are just a 5-minute golf cart ride away.
Villa Notes
  • Children are welcome
  • The Hummingbird Kids Club at The Tryall Club is open every day.
  • Sugar Hill is committed to protecting our beautiful environment and conserving energy. Smoking is NOT permitted in the villa and guesthouse.
Jamaica Villa Notes
  • Most Jamaican rental villas come with a full staff, consisting of cook, maid, and laundress. A private cook will prepare breakfast, lunch, and dinner -- meals that you choose based on your own personal tastes.
  • A prepaid refundable security/damage deposit is required by most Jamaican Villas usually $500 - $1000 per stay. Please inquire with your Villa Specialist for exact amounts at time of booking.
Additional Villa Notes
  • A typical grocery budget is $55-$65 per adult per day and $25 per day for children. This may vary up or down depending on market prices and menus.
Travel DatesDates BedroomsBd  /Night /Nt
Now to Apr 14, 2018 4
$ 2,571  2159 $ 3299 $ 3273  2539 £ 1902

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Now to Apr 14, 2018 5
$ 3,000  2520 $ 3850 $ 3819  2962 £ 2220

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Now to Apr 14, 2018 6
$ 3,429  2880 $ 4401 $ 4365  3386 £ 2537

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Now to Apr 14, 2018 7
$ 3,857  3239 $ 4950 $ 4910  3808 £ 2854

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Now to Apr 14, 2018 8
$ 4,143  3480 $ 5317 $ 5274  4091 £ 3066

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Apr 15, 2018 to Nov 16, 2018 4
$ 1,500  1260 $ 1925 $ 1910  1481 £ 1110

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Apr 15, 2018 to Nov 16, 2018 5
$ 1,786  1500 $ 2292 $ 2274  1764 £ 1322

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Apr 15, 2018 to Nov 16, 2018 6
$ 2,071  1739 $ 2658 $ 2636  2045 £ 1532

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Apr 15, 2018 to Nov 16, 2018 7
$ 2,357  1980 $ 3025 $ 3001  2327 £ 1744

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Apr 15, 2018 to Nov 16, 2018 8
$ 2,643  2220 $ 3392 $ 3365  2610 £ 1956

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Nov 17, 2018 to Nov 24, 2018
$ 3,857  3239 $ 4950 $ 4910  3808 £ 2854

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Nov 25, 2018 to Dec 19, 2018 4
$ 1,500  1260 $ 1925 $ 1910  1481 £ 1110

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Nov 25, 2018 to Dec 19, 2018 5
$ 1,786  1500 $ 2292 $ 2274  1764 £ 1322

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Nov 25, 2018 to Dec 19, 2018 6
$ 2,071  1739 $ 2658 $ 2636  2045 £ 1532

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Nov 25, 2018 to Dec 19, 2018 7
$ 2,357  1980 $ 3025 $ 3001  2327 £ 1744

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Nov 25, 2018 to Dec 19, 2018 8
$ 2,643  2220 $ 3392 $ 3365  2610 £ 1956

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Dec 20, 2018 to Jan 4, 2019
Christmas/New Year's
$ 5,520  4636 $ 7084 $ 7027  5451 £ 4085

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Taxes/Fees of 15% must be applied to the villa rental rate (Government Consumption Tax of 10% + Tryall Club Administration Fee of 5%)
5% service charge applies for holiday weeks.  Any 7 night rental that includes Easter Sunday (April 1, 2018) will be invoiced at the full occupancy, Easter holiday rate.

Security Deposit: $1,500

Important! Non-USD rates above based on approximate currency conversion. Please confirm rate and currency with your Villa Specialist at time of booking.

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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.

Friends and Family Sale: Up to $5,000 in Destination Dollars »

Family reunion? Milestone birthday? Girlfriends’ getaway? No matter the occasion, there’s nothing quite like traveling with the people you love, and a sure-fire way to make any trip the best it can be is with your choice of added services, amenities, and more – it’s on us! Book your dream getaway now and we'll give you up to $5,000 in Destination Dollars to spend during your stay. Add a chef to prepare meals in your villa, or airport transfers to take the stress out of your arrival. And, choose from a variety of incredible activities: a private catamaran in Barbados, a natural pool safari in Aruba, rum tours in the Dominican Republic, and much more.

Use your Destination Dollars for just about anything during your stay, including:

  • Airport Fast Track Service
  • Boat Charters
  • Cooking Classes
  • Food & Wine Pre-Stocking
  • Guided Local Excursions
  • In-Villa Massages
  • Personal Driver
  • Private Chef
  • Rental Car

Once your dream getaway is booked, your included personal concierge can coordinate and schedule virtually any aspect of your villa vacation.

This offer ends January 26, 2018 — book now while our best villas are still available!

Offer valid for new bookings only made between 1/15/18 - 1/26/18 for travel from 1/15/18 - 12/31/18. Destination Dollars of up to $5,000. Amount is based on the base villa cost only and security deposits, concierge services, booking fees, tax and services are not included in calculating the Destination Dollar amount. Valid for select pre-paid services only. Mention promo code FRIENDS-18 at the time of booking. Service offered is subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details. 

Jamaica Travel Guide

Out of Many, One People

One of the Caribbean’s most popular villa destinations, Jamaica has something for everyone and every occasion. Many venture to Jamaica to tan and relax on the breathtaking beaches, while others come to enjoy the plethora of activities. Avid snorkelers and scuba divers can discover the beautiful coral reefs and exotic marine life. Coffee lovers will take pleasure in the delicious home-grown coffee from the famous Jamaican Blue Mountains, which are also ideal for hiking and horseback riding. Sightseers will want to climb the world-famous 600-foot-high Dunn's River Falls, and bird-lovers will enjoy the Rocklands Feeding Station, home to Jamaica’s 27 native species. Those who want to see beautiful sunsets should partake in the Jamaican tradition and head over to the famous Rick’s Cafe in Negril, where visitors will not only see magnificent sunset views, but also watch brave cliff-jumpers dive into the crystal-clear water.

A villa vacation in Jamaica is unique in that many of our villas come with a full staff (chef, butler, housekeeper and laundress) included. The friendly staff will treat you with their “No problem, mon” service, where everything you desire is at your beck and call.

Learn more about Jamaica »

Villa information may change without notice and should be confirmed with our villa rental specialists.

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