Little Hill at Tryall

Caribbean / Jamaica / Montego Bay

Little Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.

up to 4
Bedrooms
up to 8
Guests
4
Bathrooms
from 5
Min. Nights

Overview

Without a doubt one of the most elegant and exquisitely furnished villas at Tryall, Little Hill occupies a private 5-acre hill and offers exceptional privacy and charm with lovely sea views. Immaculate gardens include many fruit trees and the circular swimming pool is surrounded by a very pretty veranda courtyard. It is the only villa to have a private tennis court. 

Little Hill was built in 1959 by the acclaimed architect Robert Hartley. It is built in the classic West Indies style around a 30-foot diameter swimming pool with extensive covered terraces throughout.

The house is superbly situated on its own hill of five and three-quarter acres and is surrounded by beautiful grounds. There are striking 360-degree views of the surrounding area from an elevation of 200 feet. There are views of the sea, the forest, and the internationally acclaimed golf course. It is also the only villa at Tryall to offer a private tennis court.

Little Hill has solid mahogany doors and floors throughout and is the perfect house for entertaining with seating for twenty-four on a hundred-foot-long terrace and because of its elevated position, it enjoys gentle breezes throughout the year. The house is extremely well furnished and has particularly fine linens and china.

All five bedrooms have en-suite bathrooms, good cupboard space, and safes. The master bedroom and bathroom are wheelchair-friendly. There are fans in all rooms, and air conditioning units. Each bedroom has a flat-screen television, and there is Wi-Fi with internet throughout the house.

The villa is entered through double mahogany doors to a two-level entrance hall with a fine eighteenth-century cut stone floor and stone staircase leading to the main areas of the villa. The focal point is the cathedral-ceilinged living room furnished in blue and white leading to the bar and card room, all with beautiful parquet floors. On the west side of the villa, there is a covered terrace 100 feet long which affords one of the main sitting areas outside the bar and card room. On the east side of the villa, the long covered terrace provides several seating areas and is a popular area for entertaining around the pool. There is also a powder room, flower room, and music center in this area. Little Hill provides three complimentary golf carts for use while at the Tryall Club.

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.  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 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 safely and courteously 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

 


Amenities

4 Bedrooms, 4 Bathrooms

Sleeps 8 Guests

  • A/C in Bedrooms Only
  • Private Heated Swimming Pool
  • Private Tennis Court
  • Butler
  • Chef
  • Two Housekeepers
  • Laundress
  • Two Gardeners
  • Hair Dryers
  • Molton Brown Toiletries
  • Ceiling fans
  • Flat screen TV's
  • Safes
  • Air Conditioning
  • Living Room
  • Indoor/Outdoor Dining
  • Sitting Areas
  • Bar
  • Free Wireless Internet
  • Flat-Screen TVs
  • Cable Television
  • iPod Docks
  • Three Golf Carts

Details

Bedroom Details

Bedroom 1: King-size bed with en-suite bathroom
Bedroom 2: King-size bed with en-suite bathroom
Bedroom 3: King-size bed with en-suite bathroom
Bedroom 4: King-size bed with en-suite bathroom
Bedroom 5: Two twin-sized beds (can convert to king-size) with en-suite bathroom

Pool Details

Heated Pool - 30' in diameter

Staff and Services

Cook
Butler
Two maids
Laundress
Three gardeners

Villa Notes

This villa is an open-air property, the bedrooms are the only rooms that have air conditioning
This house is not recommended for children who cannot swim, unless accompanied by adults at all times.


Rates and Availability

Tax Service Charge Details*
Government Consumption Tax: 10%
Administration Fee: 7.5% (non-refundable)
Security Deposit Details
A security deposit may be collected upon arrival at Tryall Club. In the event of damage, we will reimburse you for any amount up to US$3,000, as covered under our Accidental Damage Waiver, which is available for US$199.
Accidental Damage Waiver
A $199 Accidental Damage Waiver applies to every reservation.
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)

Rate Policies
Please add a $130  (plus a 15% service charge) per week resort fee for all guests 16 and over.
Surcharge for festive bookings
5% surcharge for festive bookings

Exclusive Offers

Book by April 6th, 2025, and unlock a $250 Concierge Credit—yours to spend on unforgettable experiences, from private chef dinners to exclusive island excursions. Don’t miss this limited-time opportunity to elevate your villa escape!


Offer valid for new bookings made now – 4/6/25 for travel from now – 12/20/25. Valid for select pre-paid services only 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. Minimum spend of $5,000 applies. 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.

Location

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