Overlook

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—including a butler, private chef, housekeeper, laundress, and gardener—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.

5 bedrooms
10 guests
5 Household staff
Luxury, 3 – 5 Bedroom Villas
Hillside

Special Offer REQUEST NOW VIEW GALLERY

AMENITIES AND SERVICES

Ac

Private terrace

Fully equipped kitchen

Wifi

Flatscreen tv

Sound system

Private swimming pool

Outdoor shower

Indoor outdoor dining areas

Golf carts

Head of House-Butler
Chef
Housekeeper
Laundress
Gardener

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.

A short golf cart ride or walk to The Great House restaurant, gym, reception, commissary, games room, library, tennis courts, pickleball, kids club, and nanny service, and the environment office. A short golf cart ride to the luxury spa, beach, beach club, watersports facility, beach grill, championship golf course, commissary, and tour attractions desk.

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Bedroom 1:

King

Bedroom 2:

King

Bedroom 3:

King

Bedroom 4:

King or Twin

Bedroom 5:

King or Twin

WEEKLY RATES

Date

5 BED

4 BED

Jan 3^rd –Mar 6^th

$ 25,410

$ 23,777

Mar 7^th–Mar 27^th

$ 27,951

$ 23,777

Mar 28^th –Apr 24^th

$ 25,410

$ 23,777

Apr 25^th–Jul 24^th

$ 16,551

$ 15,620

Jul 25^th–Oct 30^th

$ 14,300

$ 14,218

Oct 31^st–Nov 20^th

$ 16,511

$ 15,620

Nov 21^st–Nov 28^th

$ 27,951

Nov 29^th–Dec 11^th

$ 16,551

$ 15,620

Dec 12^th–Dec 18^th

$ 29,766

$ 25,410

Dec 19^th–Jan 3^rd

$ 35,574

Date

5 BED

4 BED

Jan 3^rd–Feb 12^th

$ 26,700

$ 25,000

Feb 13^th–Feb 19^th

$ 29,350

$ 27,500

Feb 20^th–Mar 5^th

$ 26,700

$ 25,000

Mar 6^th–Apr 2^nd

$ 32,050

$ 30,000

Apr 3^rd–Apr 23^rd

$ 26,700

$ 25,000

Apr 24^th–Jul 23^rd

$ 17,400

$ 16,450

Jul 24^th–Oct 29^th

$ 15,050

$ 14,950

Oct 30^th–Nov 19^th

$ 17,350

$ 16,450

Nov 20^th–Nov 26^th

$ 29,350

Nov 27^th–Dec 10^th

$ 17,400

$ 16,450

Dec 11^th–Dec 17^th

$ 26,700

$ 25,000

Dec 18^th–Dec 26^th

$ 38,700

$ 36,250

Dec 27^th–Jan 2^nd

$ 38,700

$ 36,250

All villa rates are subject to a 7.5% (non-refundable) Administration Fee and a 10% Government Tax (increasing to 15% for stays from April 1st, 2027).

The Club requires all villa rental guests to have a temporary membership for their stay. Rates, inclusive of tax and service charge, are:

Adults (17 years and older): $45 per day

Teenagers (13 – 16 years): $25 per day

Children (12 and younger): Complimentary

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ADDITIONAL INFORMATION

Exclusions: Food and beverage costs are not included in the villa rate.
Shopping List: Guests will collaborate with their villa team to prepare a shopping list before arrival or upon check-in.
Billing: All food and beverage charges will be added to your final bill.
Estimated Costs: As a guideline, please budget approximately US$75 per person per day for in-villa food.
Dining Options: Guests also have the option to dine at one of the resort’s restaurants.
Guest Charges Agreement Form (sent to you from Guest Services prior to arrival)
Completion Required: You must complete the Guest Charges Agreement Form, providing the names of all guests for whom you will be covering charges during your stay.
Credit Card Authorization: A physical copy of your credit card will be required upon check-in for a pre-authorization of US$150 per person per day.

Golf Cart Rental: If a golf cart is not included in your villa rate, it can be rented for US$45 per day, plus 30% taxes, totalling US$58.50 per day.
Highchairs, Cribs, and Rollaway Beds: These items can be rented for US$11 per day each.

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 per couple per day.
A 7.5% surcharge will apply.

Cost (round trip):
US$120 for 1–4 persons
US$30 for each additional adult (12 years and over)
US$16 for children aged 4–11
Children 3 years and under travel free

Additional Charges:
If you request a stop to shop, an additional fee of US$35 will apply.
Car and booster seats are available for rental at US$30 round trip.
A 3.5% surcharge applies if charged to your Front Desk account. However, you may pay your driver in cash to avoid this fee.

Rates:
Daytime (5:00 a.m. – 10:00 p.m.)
US$12.00 per hour for 1 child
US$15.00 per hour for 2 children

Nighttime (10:00 p.m. – 5:00 a.m.)
US$12.00 per hour for 1 child
US$15.00 per hour for 2 children

A minimum booking of 3 hours is required for nanny services. If care is needed for 3 or more children, an additional nanny is required.

If a nanny stays between 10:00 p.m. and 5:00 a.m., an additional US$50 per night will apply.

Nannies must be compensated for transportation: US$10 after 10:00 p.m., US$20 after midnight.

After 10:00 p.m., nannies must be paid for at least 3 hours, even if they work fewer hours.

Rates for nanny services are doubled on public holidays.

A 3.5% surcharge applies if charged to your Front Desk account.

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Overlook

AMENITIES AND SERVICES

WEEKLY RATES

ADDITIONAL INFORMATION

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VILLA AVAILABILITY

Overlook

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