Family & Friends villas are tailored to accommodate medium-sized family groups, and larger groups of friends on a getaway. With 3, 4, or 5 bedrooms, these villas offer sufficient space for guests to enjoytogether or separately as they choose. A spectacular feature of these villas is the inclusion of private pools. Getting around the Club is made easy with golf carts available for guests' convenience.
Each of our villas is fully staffed with delightful and professional team to look after you throughout your stay. Services include breakfast, lunch & dinner each day, housekeeping, laundry and of course knowledgeable insight to help you make the most of your stay! Not included in the rate is the food and drink, but we will do the shopping for you once we know what you would like.
Discover the epitome of Caribbean sophistication, opulence and breathtaking vistas of Oceana, a true masterpiece located amidst nature’s grandeur atop Garden Hill at The Tryall Club. Oceana, built from the ground up, is simply awe-inspiring. With wide-angled views of the Caribbean Sea, the city lights of Montego Bay to the east, and the island’s westerly views, the scenic offering from this private villa will exceed expectations.
| 4 January - 17 April 2023 | NA |
| 18 April - 15 December 2023 | NA |
| 16 December – 23 December 2023 | NA |
| 24 December 2023 - 2 January 2024 | NA |
Bella Vista villa is a Jamaican celebration. Architecturally designed and built by Jamaicans…for its Jamaican owner, it opens up with the reminiscent grandeur and elegance of a Jamaican Great House with the comfort and warm hospitality of the people of the island. Conspicuously perched upon five (5) acres of beautifully landscaped grounds, details considering its environment were not spared and so, it is the tropical sunlight that powers the energy efficient led lighting, hot water, and saltwater pools.
| 4 January - 17 April 2023 | $30,000 |
| 18 April - 15 December 2023 | $24,000 |
| 16 December – 23 December 2023 | $50,000 |
| 24 December 2023 - 2 January 2024 | $50,000 |
From a prominent position on Barnes Hill, Yellowbird is a classically elegant Jamaican house built to bring the outside in and with lovely sea views across the pretty gardens.
| 4 January - 17 April 2023 | $12,800 |
| 18 April - 15 December 2023 | $6,800 |
| 16 December – 23 December 2023 | $12,800 |
| 24 December 2023 - 2 January 2024 | $16,800 |
With a 200 feet oceanfront location and surrounded by a mature garden, the setting of White Owl can only be described as breathtaking. From the delightful ocean hideaway spots to the absolutely charming interiors, this is a villa for true escapists who love nothing more than the sound of the wind and the waves.
| 4 January - 17 April 2023 | $15,515 |
| 18 April - 15 December 2023 | $11,235 |
| 16 December – 23 December 2023 | $20,330 |
| 24 December 2023 - 2 January 2024 | $20,330 |
For those who are not prepared to compromise, Villa Lolita is a striking example of 21st century architecture and with an interior that marries glamour with sophisticated style.
| 4 January - 17 April 2023 | $23,001 |
| 18 April - 15 December 2023 | $15,004 |
| 16 December – 23 December 2023 | $25,302 |
| 24 December 2023 - 2 January 2024 | $35,206 |
With one of the most enviable locations at Tryall atop Barnes Hill, Vista Del Mar is a Jamaican Classic offering charm and spectacular views.
| 4 January - 17 April 2023 | $15,515 |
| 18 April - 15 December 2023 | $10,500 |
| 16 December – 23 December 2023 | $25,000 |
| 24 December 2023 - 2 January 2024 | $25,000 |
Trinity is a recently renovated luxury villa that boasts breathtaking views, features two expansive swimming pools, offers opulent furnishings and accessories, incorporates a Sonos music system throughout, and is staffed by a team of professionally trained individuals dedicated to ensuring your vacation is unforgettable.
| 4 January - 17 April 2023 | $26,000 |
| 18 April - 15 December 2023 | $18,000 |
| 16 December – 23 December 2023 | $26,000 |
| 24 December 2023 - 2 January 2024 | $40,000 |
One of just a handful of Tryall villas which has its own private beach, Tradewinds On The Sea has the most spectacular sea views complemented with an interior style that is the epitome of modern beachfront living.
| 4 January - 17 April 2023 | $19,500 |
| 18 April - 15 December 2023 | $14,500 |
| 16 December – 23 December 2023 | $19,500 |
| 24 December 2023 - 2 January 2024 | $31,000 |
Sunset is an exceptional contemporary style five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love stylish waterside living.
| 4 January - 17 April 2023 | $25,000 |
| 18 April - 15 December 2023 | $17,000 |
| 16 December – 23 December 2023 | $25,000 |
| 24 December 2023 - 2 January 2024 | $38,000 |
Located right on the oceanfront, Sunrise enjoys its own private sandy beach, a fabulous laid-back atmosphere and a breezy open-plan layout.
| 4 January - 17 April 2023 | $14,000 |
| 18 April - 15 December 2023 | $9,000 |
| 16 December – 23 December 2023 | $14,500 |
| 24 December 2023 - 2 January 2024 | $18,000 |
This is without doubt the finest oceanfront location at Tryall. If a private beach, the choice of two pools, a spa, extensive gardens, a private cinema and rooms that open to the sight and sound of the waves are top of your list, then Stella by the Sea ticks all the boxes.
| 4 January - 17 April 2023 | $27,500 |
| 18 April - 15 December 2023 | $22,770 |
| 16 December – 23 December 2023 | $75,000 |
| 24 December 2023 - 2 January 2024 | $75,000 |
A gorgeous villa of outstanding quality, Someday Soon is unique in that every bathroom has an indoor as well as outdoor shower. The collection of Jamaican art is stunning, the pool faces the ocean view and a highly productive kitchen garden ensures the freshest of produce.
| 4 January - 17 April 2023 | $20,500 |
| 18 April - 15 December 2023 | $14,500 |
| 16 December – 23 December 2023 | $20,500 |
| 24 December 2023 - 2 January 2024 | $28,000 |
Sweeping views of the changing hues of the sea, gentle waves lapping against the reef and pleasant trade winds fanning the trees all combine to create a tranquil respite at Seaspray.
| 4 January - 17 April 2023 | $18,000 |
| 18 April - 15 December 2023 | $12,000 |
| 16 December – 23 December 2023 | $18,000 |
| 24 December 2023 - 2 January 2024 | $26,000 |
Sugar Magnolia has a certain Old World charm with a funky and ecclectic touch of Jamaican culture having been recently renovated.
| 4 January - 17 April 2023 | $18,000 |
| 18 April - 15 December 2023 | $13,000 |
| 16 December – 23 December 2023 | $18,000 |
| 24 December 2023 - 2 January 2024 | $24,000 |
Right on the ocean edge with mesmerizing views across the sea towards Montego Bay, this is a charming, breezy villa that represents terrific value for money.
| 4 January - 17 April 2023 | $15,000 |
| 18 April - 15 December 2023 | $10,000 |
| 16 December – 23 December 2023 | $15,000 |
| 24 December 2023 - 2 January 2024 | $22,000 |
Retreat enjoys a gorgeous setting with views of the beach and sea. It sits along the 18th fairway and is a stone’s throw from the Club’s private beach.
| 4 January - 17 April 2023 | $12,000 |
| 18 April - 15 December 2023 | $8,000 |
| 16 December – 23 December 2023 | $14,000 |
| 24 December 2023 - 2 January 2024 | $18,000 |
The very essence of cottage living right on the oceanfront, this gorgeous home brings the outside in bathing the rooms with natural light and those irresistible ocean blues.
| 4 January - 17 April 2023 | $17,500 |
| 18 April - 15 December 2023 | $13,000 |
| 16 December – 23 December 2023 | $17,500 |
| 24 December 2023 - 2 January 2024 | $30,000 |
Offering what is undoubtedly the most magnificent ocean view in Tryall from a commanding position atop Garden Hill; Quinntessential is one of the finest private homes in Jamaica where meticulous attention to detail and designers flourish result in the epitome of sophisticated living without compromise.
| 4 January - 17 April 2023 | $24,750 |
| 18 April - 15 December 2023 | $19,750 |
| 16 December – 23 December 2023 | NA |
| 24 December 2023 - 2 January 2024 | $38,250 |
There are views – but then there are the views from Point of View. A sweeping west to east ocean panorama and to the south, forest-clad undulating hills and valleys that are nothing short of bewitching.
| 4 January - 17 April 2023 | $23,500 |
| 18 April - 15 December 2023 | $19,000 |
| 16 December – 23 December 2023 | $23,500 |
| 24 December 2023 - 2 January 2024 | $37,000 |
This gorgeous villa has it all; incomparable ocean views, exquisite architecture, stunning interiors and a villa staff that deliver a level of hospitality that is nothing short of world class.
| 4 January - 17 April 2023 | $21,500 |
| 18 April - 15 December 2023 | $18,500 |
| 16 December – 23 December 2023 | $30,000 |
| 24 December 2023 - 2 January 2024 | $35,000 |
No Problem with its vibrant use of blue and white has sweeping views of the Caribbean Sea and surrounding countryside.
| 4 January - 17 April 2023 | $10,725 |
| 18 April - 15 December 2023 | $6,050 |
| 16 December – 23 December 2023 | $10,725 |
| 24 December 2023 - 2 January 2024 | $14,300 |
Located high on Barnes Hill Ridge, the much-loved No le Hace has fabulous unobstructed ocean views and an ambiance that is distinctly Jamaican.
| 4 January - 17 April 2023 | $14,850 |
| 18 April - 15 December 2023 | $9,900 |
| 16 December – 23 December 2023 | NA |
| 24 December 2023 - 2 January 2024 | $19,800 |
Location, location, location – amazing sea views, stylish accommodation, a world-class team of staff – attributes that put Overlook into a class of its own.
| 4 January - 17 April 2023 | $19,650 |
| 18 April - 15 December 2023 | $11,750 |
| 16 December – 23 December 2023 | $24,600 |
| 24 December 2023 - 2 January 2024 | $24,600 |
Beloved by many, Ma Moura is a romantic, exceptionally charming villa perched high on a hill with gorgeous sea views, lovingly tended gardens and an interior that is blessed with a wonderful collection of art and some amusing wood-crafted sculptures.
| 4 January - 17 April 2023 | $15,000 |
| 18 April - 15 December 2023 | $11,000 |
| 16 December – 23 December 2023 | NA |
| 24 December 2023 - 2 January 2024 | $25,000 |
Without 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.
| 4 January - 17 April 2023 | $21,000 |
| 18 April - 15 December 2023 | $15,000 |
| 16 December – 23 December 2023 | $21,000 |
| 24 December 2023 - 2 January 2024 | $30,000 |
A glamorous villa and renowned for its spectacular infinity pool, this is a villa where a designers eye for detail combines with sophisticated luxury living.
| 4 January - 17 April 2023 | $27,500 |
| 18 April - 15 December 2023 | $17,500 |
| 16 December – 23 December 2023 | NA |
| 24 December 2023 - 2 January 2024 | $34,000 |
Built on a hill and surrounded by mature specimen trees, Folly enjoys arresting ocean views and encapsulates the classical Jamaican style of living.
| 4 January - 17 April 2023 | $9,010 |
| 18 April - 15 December 2023 | $4,770 |
| 16 December – 23 December 2023 | $9,010 |
| 24 December 2023 - 2 January 2024 | $11,713 |
Surrounded by a tropical garden, Fairwinds offers excellent sea views, imaginatively designed gardens and a charming laid back Jamaican style.
| 4 January - 17 April 2023 | $9,350 |
| 18 April - 15 December 2023 | $4,950 |
| 16 December – 23 December 2023 | $9,350 |
| 24 December 2023 - 2 January 2024 | $12,155 |
This very special villa not only offers sweeping sea views but enjoys a very private location surrounded by a garden full of meticulously cared for specimen flowers. Beloved by many guests and with a high repeat factor the elegant interiors are a testament to Jamaican master craftsmanship.
| 4 January - 17 April 2023 | $14,873 |
| 18 April - 15 December 2023 | $9,732 |
| 16 December – 23 December 2023 | $14,873 |
| 24 December 2023 - 2 January 2024 | $19,464 |
This spacious five bedroom villa has a magical location and sits literally at the edge of the clear blue Caribbean Sea, with panoramic views stretching from east to west, as far as the eyes can see.
| 4 January - 17 April 2023 | $19,800 |
| 18 April - 15 December 2023 | $11,000 |
| 16 December – 23 December 2023 | $19,800 |
| 24 December 2023 - 2 January 2024 | $23,100 |
All rates are subject to a 10% Government Tax and a 5% (non-refundable) Administration Fee. The Club requires all guests to become members during their stay via a Temporary Membership Fee. For guests who stay for five to seven days, the Temporary Membership Dues are US $160 plus a 15% service charge. Children between the ages of 13 and 15 pay at a discounted rate of 50% plus a 15% service charge. For children 12 years of age and younger, our Temporary Membership Dues are complimentary. The fee is USD $32 per day plus a 15% service charge for guests ages 16 and older who stay for one to four days. This can be either prepaid or upon arrival at the Club.
THE RATES FOR ALL ESTATE VILLAS INCLUDE FULL STAFF COMPLEMENT.
If you would like to speak to someone regarding your requirements please call our Villa Services team on 1 (800) 238 5290 or email reservation@tryallclub.com
