The Tryall Club offers a unique portfolio of fully staffed, private villas in Montego Bay Jamaica ranging from one-bedroom condominiums for couples, luxury oceanfront beach houses and expansive, beautifully presented villas scattered amongst the hills with breathtaking views. Informally luxurious and imbued with the spirit of Jamaican hospitality, our villas are the home-away-from-home for families, multi-generational families and groups of friends.
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
If you are looking for privacy, tranquility, a view of the sea and gorgeous gardens then look no further. This very special home has enchanted many not just for its warmth and comfort but for the caring team of staff that work here.
4 January - 17 April 2023 | $12,650 |
18 April - 15 December 2023 | $6,325 |
16 December – 23 December 2023 | $12,650 |
24 December 2023 - 2 January 2024 | $16,675 |
There are villas and then there is Harmony Hill. This breathtakingly stunning villa simply boasts one of the finest locations at Tryall. Ocean panorama views at every angle fuse naturally with seven acres of immaculately landscaped gardens, manicured lawns, nature trail and organic garden. Enhanced by a focus on mind and body and its dedication to a world class hospitality experience…..it is for good reason that the “Hill” enjoys an enviable repeat factor from its most discerning guests.
4 January - 17 April 2023 | $36,900 |
18 April - 15 December 2023 | $25,000 |
16 December – 23 December 2023 | $46,500 |
24 December 2023 - 2 January 2024 | $46,500 |
An immaculate two-bedroom Great House bungalow, Bye the Way offers panoramic ocean views from its stunning 67 feet veranda and the luxury of a private beautifully landscaped garden. Inside expect exceptional comfort and attention to detail.
4 January - 17 April 2023 | $7,730 |
18 April - 15 December 2023 | $3,640 |
16 December – 23 December 2023 | $10,910 |
24 December 2023 - 2 January 2024 | $10,910 |
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 |
Occupying a commanding position on Garden Hill, this sensational villa is becoming an iconic landmark. Without doubt, its most outstanding feature is the breathtaking unobstructed view of the ocean that will take your eyes west toward Lucea and east to the twinkling lights of Montego Bay. This most desirable of views can be enjoyed from all bedrooms, living spaces and the magnificent 2000 sq ft swimming pool. 2,000 sq.ft. Perfect for families or friends wishing to celebrate in style.
4 January - 17 April 2023 | $33,500 |
18 April - 15 December 2023 | $23,500 |
16 December – 23 December 2023 | NA |
24 December 2023 - 2 January 2024 | $44,000 |
Surrounded by a lovely garden and with a super view of the cobalt ocean, Blue Bird is a Tryall classic offering spacious airy accommodation that epitomizes living in the tropics.
4 January - 17 April 2023 | $10,300 |
18 April - 15 December 2023 | $5,300 |
16 December – 23 December 2023 | $10,300 |
24 December 2023 - 2 January 2024 | $13,800 |
Three Little Birds is a newly renovated four-bedroom villa with a warm and inviting feel, inclusive of every amenity you may need. Located high on the hillside of Copperwood Ridge it enjoys fabulous sea and golf course views and is a perfect location for easy access to all of Tryall Club’s amenities including beach pool access, golf, and tennis.
4 January - 17 April 2023 | $16,500 |
18 April - 15 December 2023 | $9,800 |
16 December – 23 December 2023 | $16,500 |
24 December 2023 - 2 January 2024 | $22,500 |
Elegant, refined and superbly situated, Mirador is a hideaway for two offering outstanding ocean and golf course views with a high degree of privacy.
4 January - 17 April 2023 | $3,500 |
18 April - 15 December 2023 | $2,500 |
16 December – 23 December 2023 | NA |
24 December 2023 - 2 January 2024 | $6,500 |
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 |
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 |
With superb sea views, sleek modern design and a fabulous art collection, Haystack is the perfect villa for a couples getaway or for family travel of all ages.
4 January - 17 April 2023 | $57,000 |
18 April - 15 December 2023 | $44,000 |
16 December – 23 December 2023 | $90,000 |
24 December 2023 - 2 January 2024 | $90,000 |
Skyline is a very smart and well presented one bedroom villa offering splendid ocean views from both balcony and terrace.
4 January - 17 April 2023 | $4,060 |
18 April - 15 December 2023 | $2,980 |
16 December – 23 December 2023 | $4,060 |
24 December 2023 - 2 January 2024 | $7,300 |
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 |
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 |
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 |
Peace, tranquility, glorious sea views, beautiful gardens and an emphasis on comfort are all hallmarks of this superb luxury villa.
4 January - 17 April 2023 | $22,898 |
18 April - 15 December 2023 | $14,054 |
16 December – 23 December 2023 | $22,898 |
24 December 2023 - 2 January 2024 | $31,227 |
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 the most beautiful villas at Tryall; stylish design, stunning views, a glorious garden and a world-class team of staff.
4 January - 17 April 2023 | $28,000 |
18 April - 15 December 2023 | $18,000 |
16 December – 23 December 2023 | $28,000 |
24 December 2023 - 2 January 2024 | $34,500 |
With an ocean panorama that is nothing short of awe-inspiring, this grand ten-bedroom villa, is the largest at Tryall. With large airy rooms exuding sophisticated style, a terrific infinity pool, a cascading garden waterfall, children’s playground and the choice of outdoor or indoor air-conditioned living make this a one-of-a-kind villa
4 January - 17 April 2023 | $40,153 |
18 April - 15 December 2023 | $25,165 |
16 December – 23 December 2023 | $40,153 |
24 December 2023 - 2 January 2024 | $53,541 |
A beautiful location on the ocean with two private sand beaches and extensive seafront verandas that take full advantage of the splendid ocean views make Phoenix one of the most sought after villas at Tryall.
4 January - 17 April 2023 | $32,000 |
18 April - 15 December 2023 | $24,000 |
16 December – 23 December 2023 | NA |
24 December 2023 - 2 January 2024 | NA |
With over 2500 square feet of living space, Moments is a two bedroom villa suite and offers spectacular views and expansive private verandas.
4 January - 17 April 2023 | $6,500 |
18 April - 15 December 2023 | $3,500 |
16 December – 23 December 2023 | NA |
24 December 2023 - 2 January 2024 | $9,730 |
Poinciana is an exquisite 2-bedroom Great House Villa with a private plunge pool on a quiet corner of its spacious 67 feet terrace and with far reaching views across the sea to Montego Bay.
4 January - 17 April 2023 | $8,300 |
18 April - 15 December 2023 | $4,000 |
16 December – 23 December 2023 | $8,300 |
24 December 2023 - 2 January 2024 | $12,000 |
With one of the most panoramic ocean views in all of The Tryall Club and a meticulous attention to detail and design, guests staying at the 7-bedroom Hummingbird House are often so captivated that they book it again before completing their current vacation.
4 January - 17 April 2023 | $33,000 |
18 April - 15 December 2023 | $23,000 |
16 December – 23 December 2023 | $33,000 |
24 December 2023 - 2 January 2024 | $43,000 |
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 |
This lovely villa is private and secluded with the most magnificent ocean views from its hilltop setting. Of high quality throughout, the experience of staying here is always memorable, enhanced by the excellent villa staff.
4 January - 17 April 2023 | $19,000 |
18 April - 15 December 2023 | $12,500 |
16 December – 23 December 2023 | $19,000 |
24 December 2023 - 2 January 2024 | $25,000 |
Delightfully whimsical with wonderful ocean and golf course views, Round House offers classical Jamaican and American style with plenty of space and exuberant gardens.
4 January - 17 April 2023 | $19,276 |
18 April - 15 December 2023 | $15,900 |
16 December – 23 December 2023 | $19,276 |
24 December 2023 - 2 January 2024 | $25,058 |
Legacy Villa is a colonial style two-bedroom home offering endless vistas from its 75′ covered veranda across lush gardens and the golf course to the shimmering sea. As night falls, watch the moon rise over the hills and be captivated by the distant, twinkling lights of Montego Bay.
4 January - 17 April 2023 | $8,300 |
18 April - 15 December 2023 | $4,345 |
16 December – 23 December 2023 | $8,300 |
24 December 2023 - 2 January 2024 | $12,000 |
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 |
Sugar Hill is a stunning 8- bedroom, luxury island home, ideally suited to multi-generational families or a group of friends. It is privately perched atop a lush 3-acre property overlooking the glittering sea and the Hanover hills.
4 January - 17 April 2023 | $32,000 |
18 April - 15 December 2023 | $22,000 |
16 December – 23 December 2023 | $32,000 |
24 December 2023 - 2 January 2024 | $46,000 |
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 |
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.
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