Overlook at Tryall

Caribbean / Jamaica / Montego Bay

Built on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.

up to 5
Bedrooms
up to 10
Guests
5
Bathrooms
Min. Nights Upon Request

Overview

Designed to afford a one-hundred-and-eighty-degree view of the golf course and the Caribbean Sea from all of its rooms, its pool deck, and its one-hundred-foot-long veranda; it is fitted with all of the modern amenities. It was decorated by a noted interior designer to combine the best of contemporary and native furnishings and art in a distinctly Jamaican flavor. The expansive Great Room, with its 25-foot-high peaked roof, houses a fifty-inch plasma television and a state-of-the-art sound system that plays throughout the villa. All five of its bedroom suites are air-conditioned as is the dining room, which opens to the pool.

It's three master and two deluxe suites have luxurious en suite bathrooms (with glass-enclosed showers) and plasma televisions and DVD players. Each master suite has its own distinctive appeal. The Ridge Suite contains a sumptuous bathroom with a Jacuzzi tub as well as a private veranda; the Palm Suite contains a romantic nine-foot shower for two; and the Pool Cottage, in addition to its high octagonal ceiling, sits across a small bridge-like island astride the pool “overlooking” the sea.

The villa’s fifty-foot heated swimming pool is framed by mature royal palms and is surrounded by a large deck bathed in sunshine throughout the day.

An experienced staff of five provides complete, friendly, and efficient service. Guests are provided with two new complimentary golf carts. The 8,000-square-foot villa is also equipped with an emergency generator and an auxiliary water supply.

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.  It's 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 pros on call.  All white attire is 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 a complimentary Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.

*Tryall Club Temporary Membership Dues

The Tryall Club is a private club where members may use most facilities at no charge except for the tennis shop, ball boys, bar & restaurant, spa, motorized watersports, nanny services, and golf.  Complimentary amenities include the beach, non-motorized watersports, tennis, the fitness room, 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 Dues cost of US$170 (plus a 15% service charge) per week for each guest 16 years and over, or US$34 (plus a 15% service charge) per day per person for stays of less than 7 days. Children between the ages of 13 and 15 are at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, the Temporary Membership Dues are complimentary.  

Plan to pay your TMD fee at the Front Desk in the Great House when you register (see below).

Please note: There may be occasions when some or all the facilities for the hotel may be closed for membership guest services due to a private hotel event. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.

REGISTRATION

When your driver brings you to Tryall, you will check in at the front desk.  You will be asked for your passport as a means of identification.  You will sign a waiver & need to provide a driving license for the use of the complimentary golf carts provided at the villa as well as any additional golf carts you may wish to rent.

The Tryall Club can set up an account for your stay.  A credit card is required at check-in and a credit hold will be placed until check-out for budgetary items & signing privileges (i.e., groceries, restaurant dining, golf, and activities).  The calculated amount for the credit hold is approximately US$150 per bedroom per night.  If you plan to make payment for your Folio Account in cash, they will request a cash deposit.  If you plan to make payment by credit card, they will place a hold on your credit card. 

The Tryall Club will charge your credit card or take a cash payment for the Temporary Membership Dues of US$170 (plus a 15% service charge) per person per week for each guest 16 years and over, or US$34 (plus 15% service charge) per person per day for stays of less than 7 days; a discount of 50% (plus the 15% service charge) applies to children who are ages 13-15 years old.  Children 12 years and younger are complimentary.  

Golf Cart Waiver & Indemnification

If you would like to use the golf carts supplied by the villa, you will be asked to sign a golf cart damage waiver form on arrival.

You agree to always operate the golf cart in a safe and courteous manner at The Tryall Club. You agree to be responsible for any or all damages and replacement costs if you use the golf cart during your stay.  You also agree to the following rules:

  • Golf Cart Operator must be a minimum of 18 years of age and must have a valid Driver’s License.
  • Golf Carts must be operated properly. Horseplay, racing, or other misuse of the golf cart will not be tolerated.  Golf Carts must remain within the gates of the resort and are not permitted outside the gates.
  • Passengers must always be seated when the cart is in motion. Feet/legs, arms, and the entire body must remain inside the cart.
  • Report any malfunctions or cart problems to management immediately.

Features

5 Bedrooms, 5 Bathrooms

Sleeps 10 People

Flat screen TV's

A/C in Bedrooms Only

Fifty-Foot Heated Pool

Gardener

Laundress

Housekeeper

Chef

Butler

Hair Dryers

Air Conditioning

Cable TV

Room Safes

Free Wireless Internet

Music System

Free On-Property Shuttle Service

Three Golf Carts

Organic Garden

Cable Programming

Flat-Screen TV

Veranda

Indoor/Outdoor Dining

Great Room


Details

Bedroom Details

Bedroom 1: King size bed, en-suite bathroom, plasma television, and DVD player
Bedroom 2: King size bed, en-suite bathroom, plasma television, and DVD player
Bedroom 3: King size bed, en-suite bathroom, plasma television, and DVD player
Bedroom 4: Twin beds, en-suite bathroom, plasma television, and DVD player
Bedroom 5: Twin beds, en-suite bathroom, plasma television, and DVD player
The two deluxe bedrooms are connected making them perfect for families with children, nannies and babysitters.

Pool Details

The fifty-foot heated swimming pool is framed by mature royal palms and is surrounded by a large deck
Adjacent to the pool is an outdoor shower

Staff and Services

Chef
HOH/ Butler
Laundress
Housekeeper
Gardener

Villa Notes

This villa is an open-air property, the bedrooms are the only rooms that have air conditioning
Children are welcomed


Rates

Travel Dates Bedrooms Min. Night Stay Nightly Rates

High Season: 7-night minimum stay required

Mid-Season: 7-night minimum stay required

Low Season: 5-night minimum stay required

Easter Week: 7-night minimum stay required

Thanksgiving Week: 7-night, full house rate required (rate is available upon request

Festive Season: 14-night minimum stay required (7 nights for Festive may be requested and will need approval from the homeowner)

*Rates are subject to change without notice. Please check with your villa specialist to confirm.

December 14, 2024 - January 03, 2025
Includes Festive Season
4 14 $4,143 *
December 14, 2024 - January 03, 2025
Includes Festive Season
5 14 $4,143 *
January 04, 2025 - February 28, 2025
High Season
4 7 $3,088 *
January 04, 2025 - February 28, 2025
High Season
5 7 $3,300 *
March 01, 2025 - March 28, 2025
Spring Break - Rates are not available
4 0 $3,088 *
March 01, 2025 - March 28, 2025
Spring Break
5 7 $3,630 *
March 29, 2025 - April 25, 2025
High Season
4 7 $3,088 *
March 29, 2025 - April 25, 2025
High Season
5 7 $3,300 *
April 26, 2025 - July 25, 2025
Mid-Season
4 7 $2,150 *
April 26, 2025 - July 25, 2025
Mid-Season
5 7 $2,029 *
July 26, 2025 - October 31, 2025
Low Season
4 5 $1,847 *
July 26, 2025 - October 31, 2025
Low Season
5 5 $1,858 *
November 01, 2025 - November 21, 2025
Mid-Season
4 7 $2,150 *
November 01, 2025 - November 21, 2025
Mid-Season
5 7 $2,029 *
November 22, 2025 - November 28, 2025
Thanksgiving Holiday
4 7 $3,088 *
November 22, 2025 - November 28, 2025
Thanksgiving Holiday
5 7 $3,630 *
November 29, 2025 - December 12, 2025
Mid-Season
4 7 $2,150 *
November 29, 2025 - December 12, 2025
Mid-Season
5 7 $2,029 *
December 13, 2025 - December 19, 2025
High Season
4 7 $3,866 *
December 13, 2025 - December 19, 2025
High Season
5 7 $3,300 *
December 20, 2025 - January 02, 2026
Festive Season
4 14 $4,558 *
December 20, 2025 - January 02, 2026
Festive Season
5 14 $4,620 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Check In Times

Check in: 03:00 PM - Check out: 11:00 AM

Tax Service Charge Details *

Government Consumption Tax: 10%
Administration Fee: 7.5%

Security Deposit Details

A security deposit may be collected upon arrival at Tryall Club. If damage does occur, Jamaica Villas will reimburse you for any amount not exceeding US$2,500 covered under our Accidental Damage Waiver of US$149.

Minimum Stay Details

High Season: 7-night minimum stay required

Mid-Season: 7-night minimum stay required

Low Season: 5-night minimum stay required

Easter Week: 7-night minimum stay required

Thanksgiving Week: 7-night, full house rate required (rate is available upon request

Festive Season: 14-night minimum stay required (7 nights for Festive may be requested and will need approval from the homeowner)

Accidental Damage Waiver

A $149 Accidental Damage Waiver applies to every reservation.

Calendar

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Location

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