Little Hill 5BR 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
STAY & PLAY GOLF PACKAGES 2026–2027
Championship golf meets Caribbean villa luxury
4–7 night packages from $1,900 per person

Packages valid in low season from April 25th - Nov 20th 2026 and high season from Nov 21* - April 24* 2026/27. Any day arrival applies to new bookings from April 25th to Nov 20th, 2026, only. Blackout dates include US Thanksgiving, Presidents’ Week, Christmas, New Year and Spring Break.
Prices include all local taxes, administrative fees, and the 10% service charge for villa staff. Alcoholic beverages and shrimp, lobster, speciality seafood, and selected meats are not included. Same-day replay rounds: complimentary green fee; just pay cart & caddy fees for the 2nd round. Caddy gratuity is not included.

** Full payment is required at the time of booking (non-refundable).
Terms & Conditions apply. * Supplemental St & 6th nightly rates are available.
Reserve your Stay & Play Golf Package today by messaging us.

LITTLE HILL 5BR at the TRYALL CLUB, Montego Bay, Jamaica

Little Hill is one of Tryall’s most elegant and exquisitely furnished villas, set on a five-acre hilltop with breathtaking Caribbean sea views. The immaculate gardens feature lush tropical landscaping and fruit trees, while a circular swimming pool sits at the heart of a charming veranda courtyard. It is also the only villa at Tryall with a private tennis court.

Designed 1959 by renowned architect Robert Hartley, Little Hill embodies the classic West Indies style. It is built around a 30-foot-diameter pool with expansive covered terraces throughout. At 200 feet above sea level, the villa boasts spectacular 360-degree views of the ocean, tropical forests, and Tryall’s world-class golf course.

With solid mahogany doors and floors, this villa is perfect for entertaining. Its 100-foot-long terrace offers seating for 24 guests. Thanks to its elevated position, it enjoys refreshing ocean breezes year-round. Every detail has been considered, from fine linens and china to thoughtfully curated furnishings.

All five bedrooms feature en-suite bathrooms, ample closet space, and safes. The primary suite and bathroom are wheelchair-accessible. Each bedroom has a flat-screen TV, air conditioning, and ceiling fans, while Wi-Fi is available throughout the villa.

Little Hill’s grand entrance opens into a two-level foyer with an 18th-century cut stone floor. The cathedral-ceiling living room, stylish bar, and card room lead to expansive terraces on both sides—ideal for outdoor relaxation and entertaining.

Your dedicated staff includes a chef, butler, housekeeper, laundress, and two gardeners, ensuring an unforgettable stay. Guests enjoy two complimentary golf carts for easy access to all Tryall Club amenities.

This villa has 5 bedrooms and this is the 4-bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group

AMENITIES
• Heated swimming pool – deepest point 10 feet
• 3 Carts, Safes, iPod docks
• Molton Brown toiletries
• Free Wireless internet
• Cable television, Flat screen TVs
• Indoor/Outdoor Dining
• En-suite bathroom, Hair dryers
• Private tennis court

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

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

• All rates quoted in USD.
• Rates are subject to change without notice
• 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.