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We found 61 available villas for you.

Fairway Manor

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.

4
14
5
from $1,770.00/ per night

Allamanda

ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and nearby membership at Round Hill.

5
10
5
from $1,286.00/ per night

Almond Hill

Almond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary beautifully decorated home with french doors opening from all of the bedrooms to the garden and new bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a two-minute drive from posh Round Hill where guests enjoy complimentary resort membership.

3
8
5
from $863.00/ per night

Ambiance Sea Salt at the Tryall Club

Ambiance Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants.

4
12
5
from $1,559.00/ per night

Anticipation at Tryall

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.

4
12
5
from $1,560.00/ per night

Aqua Bay at the Tryall Club

Aqua Bay was completely renovated & refurbished in 2017 (formerly Calabash Villa). This amazing sea front property is one of the newest premier villas at The Tryall Club.

4
10
7
from $2,571.00/ per night

Avalon at Tryall

Avalon is a beautiful home nestled at the end of a lane overlooking both the valley to the east and the ocean to the north. Two cottages, each with two bedrooms sit in a lush garden filled with fruit trees and flowering shrubs. Soft comfortable colors and wooden floors flow through this home. All rooms open to the ocean view

4
8
5
from $786.00/ per night

Bali Hai at the Tryall Club

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Bali Hai is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.

5
10
5
from $1,429.00/ per night

Bambu

Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.

4
14
5
from $1,179.00/ per night

Bee Happy at the Tryall Club ~ A Two-Bedroom Great House Villa

Bee Happy, newly renovated and newly named! The home owners have done a masterful job. This staffed two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!

2
4
5
from $572.00/ per night

Blue Heaven

This lovely villa and grounds sit on a hilltop overlooking Montego Bay and beyond. Perfectly situated only 20 minutes from the airport and 15 minutes from the Tryall Club. Blue Heaven also comes with a complimentary driver on 7-night reservations.

3
6
3
from $643.00/ per night

Bougainvillea at the Tryall Club

Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.

5
10
5
from $1,754.00/ per night