Overlook 5BR at TC

** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

PROMO! Special Offer
CARIBBEAN NIGHTS OFFER 2027!
Enjoy up to two complimentary nights, and 10% off dinner at Ooshan during your stay.

*Offer valid on bookings made by October 1 – January 31, 2027, for travel between May 1 - October 31, 2027. Any day arrival.
*Full payment is required at booking(non-refundable). Standard Travel Advisor Commission applies. Prices are excluding local taxes & admin fee. *Temporary Membership Dues will be applied to the free nights in this promotion.

• All other Tryall Club Terms & Conditions apply.
• A 10% service charge will be added to the rental fee.

• Please inquire for more details
  “Valid for new reservations only”

OVERLOOK 5BR at the TRYALL CLUB, Montego Bay, Jamaica

Overlook Villa is a stunning hilltop retreat offering breathtaking panoramic views of the Caribbean Sea, surrounded by lush greenery, towering palms, and vibrant tropical blooms. Perfectly positioned within The Tryall Club, guests enjoy easy access—by foot or golf cart—to the club’s world-class amenities, including golf, tennis, the spa, and the private beach. Overlook offers an elevated Jamaican experience, with expansive, breezy living spaces and authentic Caribbean décor.

The heated infinity pool, with jacuzzi platforms on either side and a peaceful fountain, is the focal point of the property. Encircled by royal palms and vibrant bougainvillaea, this sunlit haven is the ideal place to rest, decompress, and take in the splendor of the island.

Your dedicated villa staff ensures an effortless stay. Work with your chef to customize menus to your preferences, and let your butler arrange the details of your day, whether you’re hitting the greens, playing tennis, or exploring the island. Dine under the stars or in the air-conditioned dining room while enjoying Wi-Fi, surround sound, and Starlink-connected SMART TVs with North American channels.

Wake up to cool Caribbean breezes, spend the day adventuring or simply lounging, then gather for a spectacular sunset and an unforgettable dinner, all in the laid-back luxury of Overlook Villa.

Can be rented as 4 and 5 Bedroom.

AMENITIES
Heated Swimming pool (deepest point 6’)
Private outdoor pool shower
Complimentary high-speed internet
Fubo satellite TV (Starlink)
Flat screen SMART television in each bedroom
Large flat screen SMART television in Living Room
SONOS music system
CD/DVD Player
Entertainment library (CD, DVD, Books)
Ceiling fans throughout
2 golf carts for personal use
Organic garden
Indoor/Outdoor Dining
Wet bar

Features
Walking distance to tennis
pickleball facilities, spa, fitness center
Commissary, games room
Kid’s Club and resort amenities
A short cart ride to the golf course
sea-side restaurants, private beach and pool facilities

STAFF
• Butler/Head of House
• Chef
• Housekeeper
• Laundress
• Gardener

** All villa rates are subject to a 10% Government Tax and a 7.5% (non-refundable) Administration Fee.

Please note that villa reservations for stays from November 2026 onward will be subject to a 10% non-refundable Administration Fee.
Additionally, reservations for stays from April 1, 2027, onward will attract a 15% Government Tax.

TEMPORARY MEMBERSHIP DUES/FEES
The Club requires all villa guests to obtain a Temporary Membership for their stay. By obtaining a Temporary Membership, you gain access to all Club facilities and amenities, ensuring a memorable experience during your stay.
The Fee Structure is as follows:
The Club requires all villa rental guests to have a temporary membership for their stay.
This is $45 per day for persons over 16 year-olds, $25 per day for 13 – 16-year-olds, and complimentary for 12 years and younger.

All Temporary Membership Fees are subject to a 15% service charge. Fees may change without notice.

Payment Options: You can choose to pre-pay the membership fees or pay them upon arrival at the Club.

BEDROOM DESCRIPTION
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

• Complimentary bathroom amenities, including hair dryers
• Safe in all bedrooms

For your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner.

• All rates quoted in USD.
• Rates are subject to change without notice
• Thanksgiving may be charged at Premium rate.
• Villa staff is exclusively curated and included in all villa rates.
  Tips can be paid in cash to the villa manager upon departure to distribute amongst the villa team, or you may place the amount on your Front Office account. When charged to your account this attracts a 3.5% surcharge charge.

CASH ADVANCE
If you need extra cash while on the property:
You can request a cash advance against your credit card at the Front Office.
Notice Required: A one-day advance notice is necessary, with a maximum advance of US$200 percouple per day.
A 7.5% surcharge will apply.