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

US$3.0 Million Enquire Now


Located on Mahogany Drive, Venticello is the “pink house” that always attracts attention. Offering four very large en suite bedrooms, an enfilade of three reception rooms and an extremely spacious as well as gracious veranda, Venticello encapsulates the charm and elegance that many associate with the Caribbean.

US$1.3 million Enquire Now


Located on Calypso Way and overlooking the 16th Fairway, Seafore is a four bedroom villa with a Lot size of 0.88 of an acre. Full refurbishment is required yet the villa does offer four quality bathrooms.  Please contact us directly for further details.

US$650,000 Enquire Now


With glorious ocean views and a wide open garden, Escalera is a very elegant 4 bedroom villa built in a classical Jamaican style. Throughout its history, the villa has never been part of the rental pool. The villa is built on three levels with two bedrooms on the upper entry level, two below and the pool terrace on the third level.

US$ 1.1 million Enquire Now


Fairwinds was designed and built by the renowned architect Robert Hartley and features Caribbean architecture with delightful whimsical highlights. The design maximizes our climate so that every room has cross breezes. Built on two levels with arresting sea views there are many interesting touches; the sitting room floor is imported American maple, the railings at the bar came from Al Capone’s speakeasy in Chicago and the bricks in the bar area are from an 18th century house in Spanish Town. There are four bedrooms, each one different and the swimming pool catches the sun throughout the day. In all, Fairwinds is a house of immense character and a Jamaican classic.

US$ 1.395 million View Villa Enquire Now

Little Hill

Little Hill is a masterpiece of understated elegance infused with Jamaica’s welcoming lifestyle. Completed in 1959 by Robert Hartley in the classic West Indian style and as the first home built at Tryall, it commands a premier location atop a 200 foot hill, providing breathtaking 360-degree views of the Caribbean Sea, surrounding hills and the acclaimed golf course. Completely renovated in 2012 and magnificently furnished, the villa is built around a 30-foot-diameter swimming pool, with extensive covered terraces throughout and gardens busting with flower and anchored by mature trees. Ideal for entertaining, Little Hill has been host to international celebrities over the years including the late Queen Elizabeth the Queen Mother who stayed here.

US$6.5 million View Villa Enquire Now

Rose Cottage

One of the largest 6 bedroom villas at Tryall, Rose Cottage is located on Mahogany Drive and has the distinction of offering 2 swimming pools – one of which is heated. It offers flexible accommodation with 4 bedrooms in the main house, a master suite above the dining pavilion and a second master suite located in a private cottage reached via a bridge over the second pool. The 3 acre garden is beautifully laid out and well maintained.

US$3.5 million View Villa Enquire Now

No Problem

No Problem offers outstanding sea views from its elevated location. With architecture that hints of Art Deco, the villa offers three bedrooms and three bathrooms together with balanced living accommodation and a swimming pool.

US$ 1.5 million View Villa Enquire Now

Mahogany Mews

A one-bedroom Great House condominium with outstanding ocean and golf course views. Please contact us directly for further details.

US$270,000 Leasehold View Villa Enquire Now

Bali Hai

Calm, quiet and serene with outstanding ocean views from an elevated vantage point, Bali Hai is the most individually unique of all Tryall villas. Surrounded by a garden of exceptional beauty with many rare plants, Bali Hai offers six bedrooms in a visually charming architectural style with gazebos and lofty reception rooms. As the name of the villa suggests, it is a remarkable bringing together of the cultures of both Bali and Jamaica.

Price on Application View Villa Enquire Now

Little Palm

With walls rendered cornflower blue, Little Palm is located on Country Club West and just a hop, skip and a jump from the beach. It is the only two-bedroom estate villa at Tryall and offers a swimming pool and large rooms throughout. It also has the distinct advantage of a one acre plot of land which affords excellent garden space as well as privacy. The villa has always been extremely popular and therefore has a successful renting history.

US$995,000 View Villa Enquire Now

Coo Yah

Coo Yah is located on Mahogany Drive between the 13th and 14th hole of the of the Tryall Golf course with a lovely sea view at the end of the fairway. Constructed on one level in authentic Caribbean style, Coo Yah offers four bedrooms and four bathrooms. The oval-shaped swimming pool catches the sun all day and the charming veranda overlooking the fairway towards the sea is of particular note.

US$ 2.5 million View Villa Enquire Now

Wheel House

Wheel House combinines all the attributes of Caribbean living with privacy and seclusion. The open floor plan and indoor garden embraces the mountain breezes whilst celebrating fabulous ocean views. Located on Copperwood Ridge, Wheelhouse is built in a split-level design inspired by classic colonial architecture. Living spaces are bright and spacious with a predominant colour scheme of various shades of white. There are 6 white painted bedrooms all of the same size and the en suite bathrooms are well presented. The tennis courts and gym are an easy stroll and a quick golf cart ride takes you down to the golf course.

US$ 1.995 million View Villa Enquire Now


Modern, light, airy and beautifully presented, Windward is one of the most successful renting villas at Tryall with an enviable revenue-generating history. The contemporary architecture of the villa is designed to maximize natural airflow and the open flow of living spaces is of particular note. There are six en suite bedrooms and a solar heated saltwater swimming pool.

$1.9 million View Villa Enquire Now


Beautifully refurbished, Etoile is a one-bedroom condominium villa offering exceptionally light, bright and airy accommodation with stunning views out to sea across to Montego Bay and with our golf course in the foreground. 

$450,000 View Villa Enquire Now

Stella Marina

With superb views across the sea towards Montego Bay and looking across the front 9 holes of the golf course, Stella Marina is a very nice one-bedroom condominium with a bedroom and ensuite marble bathroom upstairs and an open-plan sitting room and kitchen downstairs with attractive terrace outside.

$450,000 View Villa Enquire Now

Villa Lolita

Where Manhattan and Miami meets Jamaica; this is a spectacular 5-bedroom, 5-bathroom villa on an elevated plot with commanding views and both hillside and ocean breezes. Stylish, elegant and dramatic, it is a home in which to entertain. Attention to detail is meticulous and the 3.7 acre plot is beautifully landscaped. For good reason it is one of the most sought after villas at Tryall with a high annual occupancy.

$5.2 million View Villa Enquire Now