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.
The house is superbly sited on its own hill of five and three-quarter acres and set in beautifully landscaped grounds. Little Hill commands a 360-degree view of the surrounding area from an elevation of 200 feet. There are views of the Caribbean Sea, the forest, and the club’s internationally acclaimed 18-hole championship golf course. There is a hard tennis court on the western side of the property with a covered area for spectators.
The house has been totally redecorated and renovated with new bathrooms and a kitchen in 2012. The villa has new carpets, curtains, and beds. There are flat-screen TV’s in all the bedrooms with Wi-Fi internet throughout the house.
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 position, it enjoys gentle breezes most of the year. The house is extremely well furnished with lovely and expensive sets of linens and china. There are fans in all the rooms and terraces as well as new air-conditioning units in all the rooms.
The Tryall Club membership: complimentary beach, pickle ball, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party every Monday night. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports & Reggae Night on the Beach Thursday night.
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. It's 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$160 (plus a 15% service charge) per week for each guest 16 years and over, or US$32 (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.
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$160 (plus a 15% service charge) per person per week for each guest 16 years and over, or US$32 (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.
A US$149 Damage Deposit Waiver Fee applies to your reservation. It is our goal to ensure that you have a remarkable experience at our villas. And we understand that accidents happen. Instead of a large security deposit, your reservation will include a $149 Accidental Damage Waiver fee. This will cover accidental damages of up to $2,500 that occur during your stay.
4 Bedrooms, 4 Bathrooms
Sleeps 8 Guests
- A/C in Bedrooms Only
- Private Heated Swimming Pool
- Private Tennis Court
- Two Housekeepers
- Two Gardeners
- Hair Dryers
- Molton Brown Toiletries
- Ceiling fans
- Flat screen TV's
- Air Conditioning
- Living Room
- Indoor/Outdoor Dining
- Sitting Areas
- Free Wireless Internet
- Flat-Screen TVs
- Cable Television
- iPod Docks
- Three Golf Carts
The master bedroom and bathroom is wheelchair friendly
3 King-size beds and 1 Twin-size bed
Safes in each bedroom
Heated Pool - 30' in diameter
Staff and Services
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.
Administration Fee: 7.5%
Service Charge: 15% (Tryall Membership)
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)
Discover the ultimate in luxury travel with a private villa experience in more than 52 destinations around the world. From a fully-staffed, beachfront estate in Turks & Caicos to an authentic retreat in the rolling hills of Italy, your one-of-a-kind villa vacation awaits. And now, you'll receive up to $2,000 cash back on your 2023 or 2024 getaway when you take advantage of our exclusive Cyber Week offer. Don't wait to unlock the extraordinary - secure your dream villa today.
Here's how you earn.
|Base Villa Cost||Cash Back*|
|$5,000 - $15,000||$150|
|$15,001 – $25,000||$250|
|$25,001 – $35,000||$350|
|$35,001 – $50,000||$500|
|$50,001 – $75,000||$750|
|$75,001 – $100,000||$1,000|
Book now and unlock your next villa escape.
Offer valid for new bookings made between 11/19/23 – 12/10/23 travel from 11/19/23 - 12/31/24. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. 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.
Villa information may change without notice and should be confirmed with our villa rental specialists.