Search Results

For villas with All bedrooms
Anticipation

An absolutely gorgeous villa; modern, bright, airy and with a stunning contemporary finish that is blessed with magnificent ocean views that are hard to beat.

Price per week
4 January – 17 April 2020 $24,150
18 April – 18 December 2020 $16,380
19 December 2020 – 1 January 2021 $35,700

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Aqua Bay

Located right on the oceanfront at the western end of the Club, Aqua Bay redefines the concept of ocean style. Reflecting the ambiance of the sea throughout, this handsome villa boasts not only a splendid zero-edge heated pool with spa but two swimming holes on the coastal strip fed with sea water and a white sand elevated beach.

Price per week
4 January – 17 April 2020 $22,000
18 April – 18 December 2020 $18,000
19 December 2020 – 1 January 2021 $32,000

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Avalon

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.

Price per week
4 January – 17 April 2020 $11,000
18 April – 18 December 2020 $5,500
19 December 2020 – 1 January 2021 $14,500

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Bali Hai

Quiet and serene and set on a hill with far-reaching ocean views and surrounded by a truly remarkable garden, Bai Hai is loved by its guests as it allows them to relax, reflect, rejuvenate and recharge. A masterful bringing together of the artistic beauty of Bali with a spirited sense of fun that is uniquely Jamaican, Bali Hai is nothing short of unique. 

Price per week
4 January – 17 April 2020 $17,500
18 April – 18 December 2020 $10,000
19 December 2020 – 1 January 2021 $33,000

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Bougainvillea House

Peace, tranquility, glorious sea views, beautiful gardens and an emphasis on comfort are all hallmarks of this superb luxury villa.

Price per week
4 January – 17 April 2020 $20,000
18 April – 18 December 2020 $12,275
19 December 2020 – 1 January 2021 $27,275

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Bumper’s Nest

Utterly delightful, Bumper's Nest is a celebration of the ultimate in Caribbean villa living. Tantalizing views of the sea and Montego Bay in the distance, a stunning master bedroom cottage and exquisite interiors make this one of the most prized villas at Tryall.

Price per week
4 January – 17 April 2020 $25,455
18 April – 18 December 2020 $15,910
19 December 2020 – 1 January 2021 $31,820

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Bye the Way

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.

Price per week
4 January – 17 April 2020 $7,730
18 April – 18 December 2020 $3,640
19 December 2020 – 1 January 2021 $10,910

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Camelot

This two-bedroom colonial style villa offers wonderful sea views from the 67 feet veranda which has a private plunge pool and spacious welcoming interiors that provide a high level of comfort.

Price per week
4 January – 17 April 2020 $7,730
18 April – 18 December 2020 $3,640
19 December 2020 – 1 January 2021 $10,910

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Captain’s Choice

Stylish and intimate, one-bedroom Captain's Choice captivates with its mesmerizing ocean views across the ocean to Montego Bay.

Price per week
4 January – 17 April 2020 $3,500
18 April – 18 December 2020 $2,500
19 December 2020 – 1 January 2021 $6,500

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Casuarina

Casuarina is a hidden gem and one of the loveliest villas at Tryall. The ocean views are breathtaking whilst inside there is a magical charm created by a very clever combination of flower-filled gardens, furniture designed for total comfort and stunning contemporary bathrooms.

Price per week
4 January – 17 April 2020 $13,640
18 April – 18 December 2020 $9,095
19 December 2020 – 1 January 2021 $18,190

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Cielo

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.

Price per week
4 January – 17 April 2020 $15,000
18 April – 18 December 2020 $10,000
19 December 2020 – 1 January 2021 $20,000

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Create Abundance

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

Price per week
4 January – 17 April 2020 $37,880
18 April – 18 December 2020 $23,740
19 December 2020 – 1 January 2021 $50,510

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dragonfly

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 100 feet swimming pool. Perfect for families or friends wishing to celebrate in style.

Price per week
4 January – 17 April 2020 $32,000
18 April – 18 December 2020 $22,500
19 December 2020 – 1 January 2021 $42,000

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Elysian Plain

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.

Price per week
4 January – 17 April 2020 $14,850
18 April – 18 December 2020 $7,700
19 December 2020 – 1 January 2021 $19,250

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Etoile

A beautifully presented one-bedroom villa with outstanding ocean views looking east towards Montego Bay. 

Price per week
4 January – 17 April 2020 $3,500
18 April – 18 December 2020 $2,500
19 December 2020 – 1 January 2021 $6,500

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Eureka

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.

Price per week
4 January – 17 April 2020 $13,900
18 April – 18 December 2020 $9,095
19 December 2020 – 1 January 2021 $18,190

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Fairwinds

Surrounded by a tropical garden, Fairwinds offers excellent sea views, imaginatively designed gardens and a charming laid back Jamaican style.

Price per week
4 January – 17 April 2020 $8,500
18 April – 18 December 2020 $4,500
19 December 2020 – 1 January 2021 $11,050

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Following Seas

A beautiful villa with phenomenal sea views, meticulous attention to detail, exquisite gardens, a fabulous private gym and the most extraordinary lounge deck overlooking a rain forest.

Price per week
4 January – 17 April 2020 $26,278
18 April – 18 December 2020 $15,910
19 December 2020 – 1 January 2021 $39,780

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Folly

Built on a hill and surrounded by mature specimen trees, Folly enjoys arresting ocean views and encapsulates the classical Jamaican style of living.

Price per week
4 January – 17 April 2020 $8,500
18 April – 18 December 2020 $4,500
19 December 2020 – 1 January 2021 $11,050

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Hanover Grange

One of the most striking villas at Tryall and a villa that is perfect for large families and groups of friends seeking freedom, space and contemporary design.

Price per week
4 January – 17 April 2020 $37,500
18 April – 18 December 2020 $21,364
19 December 2020 – 1 January 2021 $45,455

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Harmony Hill

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.

Price per week
4 January – 17 April 2020 $32,550
18 April – 18 December 2020 $23,100
19 December 2020 – 1 January 2021 $41,475

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Haystack

With superb sea views, masses of space and a fabulous art collection, Haystack is the perfect villa for multi-generational family travel or a group of friends with a raft of facilities designed to appeal to all ages.

Price per week
4 January – 17 April 2020 $39,000
18 April – 18 December 2020 $27,000
19 December 2020 – 1 January 2021 $67,000

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Hummingbird House

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.

Price per week
4 January – 17 April 2020 $31,000
18 April – 18 December 2020 $22,000
19 December 2020 – 1 January 2021 $39,000

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Infinity

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.

Price per week
4 January – 17 April 2020 $22,275
18 April – 18 December 2020 $14,640
19 December 2020 – 1 January 2021 $28,000

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Jubilation

Gorgeous lofty rooms, volumes of space, terrific sea views and a huge pool all make Jubilation a one of a kind experience.

Price per week
4 January – 17 April 2020 $22,730
18 April – 18 December 2020 $13,640
19 December 2020 – 1 January 2021 $31,820

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Karma Bay

For a taste of paradise where the waves lap the shore and the trade winds caress the palm trees, Karma Bay has all the attributes that make for an unforgettable experience. With six private bedrooms, this magnificent waterfront villa melds influences from Asia and the Caribbean together with vibrant colours and an emphasis on luxury living.

Price per week
4 January – 17 April 2020 $25,955
18 April – 18 December 2020 $15,500
19 December 2020 – 1 January 2021 $30,500

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Legacy Villa

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.

Price per week
4 January – 17 April 2020 $7,730
18 April – 18 December 2020 $3,640
19 December 2020 – 1 January 2021 $10,910

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Little Hill

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.

Price per week
4 January – 17 April 2020 $13,640
18 April – 18 December 2020 $9,095
19 December 2020 – 1 January 2021 $18,185

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Little Palm

Tryall's only two bedroom estate villa, Little Palm with its cornflower blue elevations and spacious rooms is a secret oasis nestled amidst an acre of garden. It is but a hop, skip and a jump to the beach or short walk to the golf course

Price per week
4 January – 17 April 2020 $7,275
18 April – 18 December 2020 $4,095
19 December 2020 – 1 January 2021 $11,820

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Ma Moura

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.

Price per week
4 January – 17 April 2020 $13,640
18 April – 18 December 2020 $9,095
19 December 2020 – 1 January 2021 $18,190

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Mahogany Mews

Close to the hub of the Tryall Club, Mahogany Mews is an elegant one-bedroom villa suite with superb sea views across the bay towards Montego Bay

Price per week
4 January – 17 April 2020 NA
18 April – 18 December 2020 NA
19 December 2020 – 1 January 2021 NA

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Mirador

Elegant, refined and superbly situated, Mirador is a hideaway for two offering outstanding ocean and golf course views with a high degree of privacy.

Price per week
4 January – 17 April 2020 $3,500
18 April – 18 December 2020 $2,500
19 December 2020 – 1 January 2021 $6,500

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No Le Hace

Located high on Barnes Hill Ridge, the much-loved No le Hace has fabulous unobstructed ocean views and an ambiance that is distinctly Jamaican.

Price per week
4 January – 17 April 2020 $13,500
18 April – 18 December 2020 $9,000
19 December 2020 – 1 January 2021 $18,000

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No Problem

No Problem with its vibrant use of blue and white has sweeping views of the Caribbean Sea and surrounding countryside.

Price per week
4 January – 17 April 2020 $8,500
18 April – 18 December 2020 $4,500
19 December 2020 – 1 January 2021 $11,000

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One Love

One Love is a delightful one-bedroom villa suite full of character and charm with stunning ocean views.

Price per week
4 January – 17 April 2020 $3,500
18 April – 18 December 2020 $2,500
19 December 2020 – 1 January 2021 $6,500

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Overlook

Location, location, location - amazing sea views, stylish accommodation, a world-class team of staff - attributes that put Overlook into a class of its own.

Price per week
4 January – 17 April 2020 $18,185
18 April – 18 December 2020 $10,910
19 December 2020 – 1 January 2021 $22,730

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Phoenix

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.

Price per week
4 January – 17 April 2020 $29,000
18 April – 18 December 2020 $22,000
19 December 2020 – 1 January 2021 NA

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Pineapple House

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.

Price per week
4 January – 17 April 2020 $18,000
18 April – 18 December 2020 $13,500
19 December 2020 – 1 January 2021 $30,000

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Poinciana

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.

Price per week
4 January – 17 April 2020 $7,730
18 April – 18 December 2020 $3,640
19 December 2020 – 1 January 2021 $10,910

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Point of View

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.

Price per week
4 January – 17 April 2020 $22,500
18 April – 18 December 2020 $18,000
19 December 2020 – 1 January 2021 $36,000

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Quinntessential

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.

Price per week
4 January – 17 April 2020 $22,500
18 April – 18 December 2020 $18,000
19 December 2020 – 1 January 2021 $37,500

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Reef House

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.

Price per week
4 January – 17 April 2020 $15,400
18 April – 18 December 2020 $12,000
19 December 2020 – 1 January 2021 $20,500

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Retreat

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.

Price per week
4 January – 17 April 2020 $10,000
18 April – 18 December 2020 $5,000
19 December 2020 – 1 January 2021 $13,000

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Reveille by the Sea

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.

Price per week
4 January – 17 April 2020 $10,000
18 April – 18 December 2020 $5,000
19 December 2020 – 1 January 2021 $13,000

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Rose Cottage

A beautiful home with a wonderful flow of open space, two swimming pools, very large bedrooms, superb bathrooms and ocean as well as hillside views

Price per week
4 January – 17 April 2020 $22,730
18 April – 18 December 2020 $16,365
19 December 2020 – 1 January 2021 $31,820

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Round House

Delightfully whimsical with wonderful ocean and golf course views, Round House offers classical Jamaican and American style with plenty of space and exuberant gardens.

Price per week
4 January – 17 April 2020 $18,185
18 April – 18 December 2020 $15,000
19 December 2020 – 1 January 2021 $23,640

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Sea Glass

Surrounded by a 6 acre garden with great sea views, this striking much sought-after 6 bedroom villa offers privacy and seclusion with great comfort and a skilled team of staff.

Price per week
4 January – 17 April 2020 $21,735
18 April – 18 December 2020 $14,075
19 December 2020 – 1 January 2021 $28,500

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Sea Salt

One of the most beautiful villas at Tryall; stylish design, stunning views, a glorious garden and a world-class team of staff.

Price per week
4 January – 17 April 2020 $25,092
18 April – 18 December 2020 $16,368
19 December 2020 – 1 January 2021 $32,730

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Seaspray

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.

Price per week
4 January – 17 April 2020 $11,000
18 April – 18 December 2020 $5,500
19 December 2020 – 1 January 2021 $14,500

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Serenity

A beautifully charming cottage surrounded by expansive gardens and with lovely sea views, Serenity offers intimacy married with tranquility.

Price per week
4 January – 17 April 2020 $8,500
18 April – 18 December 2020 $4,775
19 December 2020 – 1 January 2021 $11,000

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Someday Soon

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.

Price per week
4 January – 17 April 2020 $19,500
18 April – 18 December 2020 $14,500
19 December 2020 – 1 January 2021 $27,275

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Stella by the Sea

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.

Price per week
4 January – 17 April 2020 NA
18 April – 18 December 2020 $18,000
19 December 2020 – 1 January 2021 NA

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Stella Marina

Stella Marina is a very smart and well presented one bedroom villa offering splendid ocean views from both balcony and terrace.

Price per week
4 January – 17 April 2020 $3,500
18 April – 18 December 2020 $2,500
19 December 2020 – 1 January 2021 $6,500

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Sugar Hill

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.

Price per week
4 January – 17 April 2020 $27,275
18 April – 18 December 2020 $20,000
19 December 2020 – 1 January 2021 $41,819

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Sundance

A spectacular villa surrounded by a vast expanse of sweeping gardens with the sea in the distance. Add to this one of the loveliest veranda's at Tryall and interiors that are a byword for indulgent comfort.

Price per week
4 January – 17 April 2020 $29,000
18 April – 18 December 2020 $22,000
19 December 2020 – 1 January 2021 $39,000

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Sunrise

Located right on the oceanfront, Sunrise enjoys its own private sandy beach, a fabulous laid-back atmosphere and a breezy open-plan layout.

Price per week
4 January – 17 April 2020 $11,000
18 April – 18 December 2020 $5,500
19 December 2020 – 1 January 2021 $14,500

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Sunset

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.

Price per week
4 January – 17 April 2020 $22,275
18 April – 18 December 2020 $15,000
19 December 2020 – 1 January 2021 $32,000

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The Charles and The Earl

With over 2500 square feet of living space, The Charles, The Earl is a two bedroom villa suite and offers spectacular views and expansive private verandas.

Price per week
4 January – 17 April 2020 $6,000
18 April – 18 December 2020 $3,000
19 December 2020 – 1 January 2021 $9,730

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Tradewinds On The Sea

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.

Price per week
4 January – 17 April 2020 $17,990
18 April – 18 December 2020 $12,900
19 December 2020 – 1 January 2021 $26,000

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Trinity Villa

Trinity is a sprawling paradise boasting extraordinary views, two full sized swimming pools and more than a hint of glamour.

Price per week
4 January – 17 April 2020 $24,000
18 April – 18 December 2020 $16,000
19 December 2020 – 1 January 2021 $38,000

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Twin Palms

A magnificent villa and perfect for those for whom there is no compromise. The 60 mile ocean panorama is spectacular and the level of comfort is nothing short of sumptuous. 

Price per week
4 January – 17 April 2020 $32,000
18 April – 18 December 2020 $22,500
19 December 2020 – 1 January 2021 NA

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Villa Lolita

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.

Price per week
4 January – 17 April 2020 $20,910
18 April – 18 December 2020 $13,640
19 December 2020 – 1 January 2021 $29,095

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Villa Stella

A great villa true to the spirit of Jamaican architecture; fabulous sea views, large heated swimming pool, Jacuzzi, deep shaded verandas and masses of indoor and outdoor living space.

Price per week
4 January – 17 April 2020 $18,185
18 April – 18 December 2020 $10,910
19 December 2020 – 1 January 2021 $27,276

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Vista Del Mar

With one of the most enviable locations at Tryall atop Barnes Hill, Vista del Mar is a beautiful Jamaican classic offering space, charm and spectacular views.

Price per week
4 January – 17 April 2020 $10,910
18 April – 18 December 2020 $7,275
19 December 2020 – 1 January 2021 $15,455

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Wheel House

Wheel House is one of the Tryall Club’s most popular villas combining all the attributes of Caribbean living with privacy, terrific sea views and refreshing bright and airy living accommodation.

Price per week
4 January – 17 April 2020 $13,650
18 April – 18 December 2020 $7,300
19 December 2020 – 1 January 2021 $16,370

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White Owl

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.

Price per week
4 January – 17 April 2020 $13,640
18 April – 18 December 2020 $9,095
19 December 2020 – 1 January 2021 $18,000

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Windrush

A handsome villa that exudes quality commanding excellent ocean views and with an interior that is a byword for comfort

Price per week
4 January – 17 April 2020 $22,730
18 April – 18 December 2020 $18,182
19 December 2020 – 1 January 2021 $27,275

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Windward

Airy, very stylish and with a stunning fusion of antique and contemporary, Windward is the perfect family villa with wide entertaining spaces, full Sonos throughout, a large garden for children to play in including a football area and a build quality that is quite simply exceptional.

Price per week
4 January – 17 April 2020 $20,455
18 April – 18 December 2020 $11,365
19 December 2020 – 1 January 2021 $27,275

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Yellowbird

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.

Price per week
4 January – 17 April 2020 $11,000
18 April – 18 December 2020 $5,500
19 December 2020 – 1 January 2021 $14,500

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Zion Hill

From its splendid location 300 ft above sea level, this luxurious 5 bedroom villa offers magnificent unobstructed views of the ocean and comes with its own private spa and Turkish Bath as well as a cinema.

Price per week
4 January – 17 April 2020 $31,500
18 April – 18 December 2020 $25,200
19 December 2020 – 1 January 2021 $50,400

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