Low Season Rates Starting At $1,679.00 a night
5000 sqft
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

, Montego Bay, Jamaica

Overlook is an exceptional home with a perfect location offering commanding views and proximity to the many facilities of the Tryall Club. It is ideally suited to both families and groups of friends who seek optimum levels of hospitality.

Overlook sits on the upper elevation of Copperwood Ridge and is within easy walking distance of the Great House, gym and tennis courts, massage center, and a short ride by the villa’s complimentary golf carts to the legendary Tryall Golf course and the beach.

It affords 180-degree views of the Caribbean Sea and golf course from all of its rooms, its pool deck, and the one-hundred-foot-long veranda. Built-in classical Caribbean style, Overlook has a contemporary feel with an open and airy floor plan.

There are three master suites and two deluxe guest suites. Each master suite has a king-size bed and its own distinctive appeal. The Overlook Suite contains a sumptuous bathroom with a Jacuzzi tub, glass enclosed shower as well as a private and comfortable veranda; the Palm Suite contains a romantic nine-foot shower for two and the Pool Cottage is reached by crossing a small bridge over the pool. The two deluxe suites each have two twin beds which can be converted to king-size beds. The rooms can be internally connected making them perfect for families with children, nannies, and babysitters. They each have an en suite bathroom containing a tub and a glass-enclosed shower.

The comfortable veranda and wraparound pool deck are great gathering places cooled by offshore breezes. The great room is equipped with a sound system and a 50” flat screen television. You may choose to dine indoors or at the poolside under the stars. The swimming pool, with Jacuzzi platforms on each side, is fed by a fountain in the shallow end where an umbrella and chairs are situated within the pool. It is surrounded by magnificent palm trees and planters filled with beautiful bougainvilleas.

Can be rented as 4  Bedroom.

• Heated swimming pool – deepest point 6 feet
• Private balconies
• Indoor/Outdoor Dining
• Large flat screen TV in Living Room
• Free wireless internet
• Cable television in all bedrooms
• Safes & Hair dryers
• Organic garden
• Music system
• 3 golf carts
• Free on-property shuttle service

• Short golf cart ride to golf, beach
• Walking distance to tennis
• Massage center
• Fitness center & boutique
• Tryall market & game room
• Kid’s Club

• Butler
• Chef
• Housekeeper
• Laundress
• Gardener

Bedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, 
Bedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, 
Bedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower
Bedroom 4 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower
Bedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower

Tryall Club Temporary Membership Dues
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. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.
King Size
King Size
King Size
Single/Twin Size
Single/Twin Size
Single/Twin Size
Single/Twin Size

Onsite Services:

  • Massage
  • Chef
  • Housekeeper
  • Staff

Local Features:

  • Fitness Center


  • Game Room
  • Satellite/Cable TV
  • Netflix


  • Car Recommended


  • Shuffleboard


  • Hair Dryer
  • Internet
  • Washer
  • Parking
  • Air Conditioning
  • Safe
  • En-Suite Bathrooms
  • Shower
  • Dining Table


  • Luxury
  • Family
  • Sports/Activities
  • Tourist Attractions
  • Adventure


  • Golf Cart


  • Outdoor Dining
  • Terrace
  • Porch / Veranda
  • Lawn / Garden


  • Outdoor Pool
  • Private Pool
  • Heated Pool

Attractions & Activities:

  • Kayaking
  • Swimming
  • Tennis Court
  • Golf Course
  • Beach
  • Sports Golf



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  • All rates quoted in USD.
  • Please inquire for per bedroom rates for less than maximum occupancy.
  • Rates are subject to change without notice
  • Thanksgiving may be charged at a higher rate

Fee Amount
Damage Waiver Fee $79.00
Tax 10%
Service Fee 5%

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