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Bumper's Nest at the Tryall Club | Montego Bay

Situated within 3 acres of lush tropical land, this 6-bedroom home is located within the upscale Tryall Club resort. Beautifully decorated throughout, this luxurious villa has enough space to sleep up to 12 guests and is entirely powered by solar energy. Inside features a huge open-plan living and dining room, with 18 french doors opening out to the stunning furnished verandah, where you will find luxury seating and an alfresco dining area. Within the main house there is also a family lounge, a fully equipped kitchen and 4 immaculate bedrooms, each with access to a private outdoor seating area. In the adjacent guest cottage you will find 2 more en-suite bedrooms, a home gym and an additional living room. Within the grounds, guests will find a large private pool, a wet bar, multiple alfresco dining areas and a plethora of lounge seating, all surrounded by expansive manicured gardens with outstanding views of the Caribbean Sea and the mountains beyond. Click to view more

Fairway Manor | Montego Bay

Overlooking the famous Half Moon golf course, with incredible views of the Caribbean Sea, this newly renovated villa is located in the desirable Montego Bay region. Immaculately decorated throughout, this 7-bedroom home sleeps up to 14 guests in style. Inside features a spacious open-plan living and dining area, a fully equipped kitchen, a home gym and a games room. Upstairs you will find an additional family lounge with access to a furnished balcony; from here guests can enjoy panoramic views and breathtaking sunsets across the tranquil sea. Outside features an infinity-style pool with a poolside gazebo, a hot tub and a plethora of sunloungers. This desirable home also benefits from a verandah with lounge seating, an alfresco dining area and a private tennis court, all set within beautiful landscaped gardens. Click to view more

Janus on Round Hill | Montego Bay

This incredible 8-bedroom, 8-bathroom home offers enough luxury living space to sleep up to sixteen guests comfortably and is ideally located at the highest point on one of the largest individual tracts of land on Round Hill, offering fantastic sea views. This luxury rental, built by the Princess of Liechtenstein, combines fantastic resort-style amenities with the convenience and seclusion of your own private home. Highlights include a spacious, open-plan living area, a fully-equipped kitchen, and a delightful pool terrace with a private pool and plenty of space for working on your tan on the multitude of sunloungers. Down the hill, you will find a private tennis pavilion equipped with game tables, a foosball table and a dart board, ensuring that there is something to keep everyone entertained. Aside from the pavilion, the property also benefits from a private tennis court. Guests of this home will also benefit from the amenities on offer at both Round Hill and the Tryall Club. Click to view more

Silent Waters | Montego Bay

Situated high on a mountain top, in the secure gated community of Great River Private, this incredible home overlooks the beautiful Montego Bay. Located on an 18 acre site and made up of 12 separate buildings, this residence sleeps up to 16 guests in complete luxury. Each of the 5 bedrooms is located in an individual detached building, with each suite offering breathtaking views, outdoor access and complete seclusion. The whole property is surrounded by colourful gardens, with lily ponds and turquoise pools separating each different living space, assuring the utmost privacy. Immaculately decorated throughout, the main house features an extensive open-plan living and dining area, which opens out to an impressive marble terrace, an infinity pool and a secluded sunning area, all overlooking the beautiful Caribbean Sea. Across the terrace, the beautiful pool wraps around the breakfast gazebo and the dining pavilion, leading up to the open-air bar and relaxing lounge area. This luxurious home also benefits from a private tennis court, a helicopter pad and access to the Tryall Club amenities. Click to view more

Greatview | Montego Bay

Situated on a hilltop, overlooking the Half Moon golf course and the incredible Caribbean Sea, this elegant home mixes beauty with comfort. With a combination of contemporary architecture and rich antique furnishings, this home is immaculately decorated throughout. Inside the main house you will find an open-plan living and dining area, which opens out to a spacious verandah with relaxing lounge seating and space for alfresco dining. Split over 3 levels, this luxurious home also features a cosy family snug, a fully equipped gym and 5 beautiful bedrooms, which all benefit from an en-suite bathroom, outdoor access and exquisite views of the tranquil sea. Bedrooms 6, 7 and 8 are located within the guest cottage, which is just downhill from the main house. This secluded hideaway also benefits from its own living room, kitchenette and private balcony, perfect for enjoying breakfast in the morning sun. Outside, surrounded by sunloungers and tropical fauna, you will find an infinity-edge pool which flows as a waterfall into the hot tub on the lower lawn. Here, guests can relax and dine alfresco whilst enjoying the breathtaking panoramic views. Click to view more

Sugar Hill at the Tryall Club | Montego Bay

Set within 3 acres of lush tropical gardens, this beautiful 8-bedroom, 8-bathroom property has enough space for up to 16 guests and offers spectacular sea views. Designed for large groups, the villa is immaculately furnished, with hand-carved Jamaican mahogany, rich fabrics and fine art throughout. This family-friendly home features a luxurious open-plan living room which leads out onto a spacious verandah with further lounge seating and plenty of space for alfresco dining; the verandah fronts the entire home and offers spectacular panoramic views of the Caribbean Sea. Inside guests will also find a formal dining area, a games room, a fully-equipped home gym and 4 comfortable bedrooms, all with access to the furnished verandah outside. The 4 additional bedrooms can be found within the recently renovated guest cottage, which is situated just downhill from the main house and also offers incredible views of the coastline. Outside, guests will discover a manicured tropical paradise; the extensive gardens feature stunning palms, flowering plants and a thriving orchard with shaded hammocks hidden throughout. At the centre of it all, you will find a large private pool and a relaxing jacuzzi, surrounded by luxury sunloungers and colourful flower trails. Click to view more

Haystack at the Tryall Club | Montego Bay

This incredible 10-bedroom, 10-bathroom property offers 15000 square feet of interior luxury living space to sleep up to twenty guests comfortably, as well as benefiting from a fantastic location, offering beautiful sea views. Inside highlights include a private home gym, a game room with table tennis and a foosball table, and multiple spacious living areas. The main house contains eight bedrooms across three stories, with a single bedroom located on the lowest level and benefiting from direct access to the pool terrace and its own private patio. On the middle level, you will find five bedrooms each with access to a private balcony. The top floor features the final two bedrooms in the main house, separated by a casual TV room. The remaining two bedrooms are located in the guest cottage. Outside, you will find a covered veranda with outdoor lounge seating and an alfresco dining area. Stepping from beneath the cover, enter onto an expansive terrace with a large private swimming pool, an array of sunloungers, and further outdoor lounge seating. To one side of the pool, there is also a private bar area within a gazebo. With a full team of staff and access to the fantastic amenities of the Tryall Club, this property is the perfect base for a Jamaican vacation. Click to view more

Villa Amana | Montego Bay

This stunning 10-bedroom, 10-bathroom villa is ideally within the Tryall Club at Montego Bay. Offering two levels of luxury living space, this incredible property offers enough space to sleep up to twenty guests. Inside highlights include a spacious, open-plan living area, a home office, and large bedrooms with four-poster beds all benefiting from an en-suite bathroom to maximize privacy. Outside, the main balcony can accommodate fifty people, making it an ideal spot for a cocktail people. On the lower level, you will find a superb infinity-edge pool, complete with a poolside bar and offering phenomenal sea views. Children at this home will love the property's playground with swings and a slide, and a pool table on the upper veranda will prove a hit with youngsters and adults alike. The home also benefits from its own basketball court and a full team of staff, and guests will also have access to all of the fantastic amenities on offer at the Tryall Club, including the fitness center and communal pool. Click to view more

Windsong | Montego Bay

Situated just minutes from the desirable Round Hill resort, this luxurious villa is located on a site designed to benefit from stunning views both day and night. Guests of this home are able to enjoy amazing sunrise and sunset views, as well as the most favourable trade winds. Surrounded by extensive gardens full of tropical fruit trees, colourful flowers and decorative fountains, this home is beautifully designed and features a remarkable art and sculpture collection throughout. Inside you will find a spacious open-plan living area, a formal dining room and a fully equipped kitchen. There are 4 immaculate bedrooms, each benefiting from an en-suite bathroom, private outdoor access and breathtaking sea views. Outside on the verandah you will find plenty of relaxing lounge seating and an alfresco dining area overlooking both the private pool and the incredible surrounds. Click to view more

Yellowbird at the Tryall Club | Montego Bay

Located in the world-famous Tryall Club, this luxury hilltop villa overlooks the Tryall golf course and the beautiful Caribbean Sea. An ideal property for families, this villa sleeps up to 8 guests comfortably. Warm and welcoming, with traditional furnishings and dark wood shutters throughout, this lovely home is full of character and Old World charm. Inside you will find a spacious open-plan living and dining area, a fully equipped kitchen and 4 en-suite bedrooms; 3 of these have access to the beautiful gardens, which are bursting with tropical flowers. Outside features a large verandah with lounge seating and an open-air dining area; both overlooking the private pool. Here, cooled by the light tradewinds, guests can truly relax and enjoy the breathtaking sea views. Click to view more

Ambiance Sea Salt at the Tryall Club | Montego Bay

Located within 5-acres of manicured gardens, full of native trees and tropical flowering plants, this secluded villa truly brings the outside in. With enough space to accommodate 10 guests, inside features multiple open-plan living and dining spaces, all connected by landscaped walkways. There are 5 immaculate en-suite bedrooms, which all benefit from outdoor access. Outside, spacious verandahs open out to the extensive garden, where you will find a large private pool, surrounded by luxury sunloungers. From here, guests can switch off, relax and enjoy the exquisite sea view. Click to view more