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Ma Moura at the Tryall Club | Montego Bay

This fantastic 4-bedroom, 4.5-bathroom home offers enough luxury living space to sleep up to sixteen guests and is ideally located within the Tryall Club, offering incredible views of the Caribbean Sea and overlooking the 17th green. Inside highlights include a spacious, open-plan living area with comfortable sofas and a flat-screen TV, with wide sliding doors located on all sides allowing direct access to the pool terrace and newly-added outdoor lounge terrace. Each bedroom is air-conditioned and features a security safe, as well as this, all benefit from a private en-suite bathroom with indoor and outdoor showers, with the master suite also benefiting from a deep bathtub. Outside, you will find a large circular swimming pool, a gazebo with space for alfresco dining, and an outdoor bar area with an adjacent lounge area. The home also comes with a full team of staff, allowing guests to focus on relaxation during their Caribbean vacation. Prices from $0 to $18,193 per week. Click to view more

Summertime at Silver Sands | Montego Bay

This amazing 4-bedroom, 4-bathroom villa is located within the Silver Sands Beach Club, a collection of privately-owned villas all overlooking the Caribbean Sea, and offers enough luxury living space to sleep up to eight guests comfortably. Inside highlights include a spacious, open-plan living and dining area, and private en-suite bathrooms for each bedroom. The property is accessed via the pool deck, where you will find comfortable outdoor lounge seating and alfresco dining areas under the cover of the veranda. Beside the pool you will find a row of sunloungers for guests to work on their tan, and the property also benefits from a small separate terrace accessed from the living area that is perfect for a post-meal cocktail. With a full team of staff and just a short walk to the nearest beach, this private vacation rental will serve as the ideal base for your Jamaican vacation. Prices from $3,997 to $7,000 per week Click to view more

Avalon at Tryall | Montego Bay

This amazing 4-bedroom, 4-bathroom home offers enough luxury living space to sleep up to eight guests comfortably and is ideally located within the Tryall Club. Inside highlights include an open-plan formal living area, a media room with a flat-screen TV and comfortable sofas, and en-suite bathrooms for each bedroom to maximize privacy. Two bedrooms can be found in the main house, both benefit from direct access to the veranda. The final two bedrooms are located in the guest cottage and each contains a king-size bed. Outside, you will find outdoor lounge seating, an alfresco dining area, and a private heated pool with a selection of adjacent sunloungers. This home is the perfect base for your Caribbean vacation, with the property also benefiting from an attentive team of staff and phenomenal views. Prices from $0 to $14,504 per week. Click to view more

Seaside Villa at Round Hill | Montego Bay

This fantastic four-bedroom waterfront property is ideally located at Round Hill and has access to a host of incredible amenities at both the Round Hill Club and Tryall Club included. A bridge to cross over water pools below marks a stunning feature entrance to the home as the main villa presents itself on the left-hand side. Inside the main building, you will find two comfortable living areas, a fully-equipped kitchen, a formal dining area with exquisitely carved wooden sliding walls, and two king-size bedrooms each with en-suite bathrooms and access to private gardens. The other two bedrooms also feature king-size beds and en-suite bathrooms, but are located in a standalone cottage steps away from the main villa. From the principal living area of the main building, you have access to a covered terrace with outdoor lounge seating that sits before the home�s private infinity pool, and just adjacent to the pool you will find a separate dining gazebo so you can enjoy your meals poolside while enjoying the spectacular sea views. The property also has a seaside wooden deck furnished with sunloungers and a thatched gazebo with a wet bar. Guests of this home will be treated to a fully-staffed home, with a chef, butler, housekeeper, laundress and gardener all included within the rental rate, as well as a four-seater golf cart. Prices from $25,004 to $40,005 per week. Click to view more

Tradewinds at the Tryall Club | Montego Bay

This amazing property is ideally located in Montego Bay right on the seafront. Inside you will find four comfortable, en-suite bedrooms, an open-plan living and dining area, and a media room with a curved TV and a bar, perfect for whiling away an evening while watching a movie. Outside, a veranda provides outdoor lounge seating, multiple sunloungers are scattered around the pool terrace to give plentiful options to lie and top up your tan, or you can enjoy a meal at the alfresco dining area on a patio that juts out into water to provide a beautiful, picturesque setting. The free-form infinity pool is an absolute highlight for this home, as the cyan water seems to blend seamlessly into the sea as you gaze across the horizon, while palm trees form a stunning tropical border for the feature. Adjacent, on a raised platform, sits a private hot tub which is a fantastic location to relax with a cocktail as you observe the rocking waters of the Caribbean Sea. Prices from $0 to $27,006 per week. Click for more info!

Villa Rosa | Montego Bay

Located in Montego Bay's Spring Farm neighbourhood, this beautiful villa has been designed to maximise an indoor-outdoor lifestyle. Encompassed by 3 acres of lush grounds, this home is chic, stylish and the epitome of luxury living. Within the main house, you will find an immaculate open-plan living area; guests can relax in the media room, create a cocktail at the bar or enjoy a home-cooked meal, freshly created by the in-house chef. There are 4 stunning bedrooms, which each feature incredible en-suite bathrooms, outdoor access and breathtaking sea views. Outside, you will find a large sun terrace with lounge seating and space for alfresco dining. From here, guests can access the private pool and a plethora of sun loungers. Surrounded by palm trees and exotic fauna, this secluded home provides the utmost privacy to guests and nestled within these tropical grounds is the private fitness pavilion. Here, you will find a massage and treatment room and a fully-equipped fitness suite with a yoga deck, allowing guests to fully relax and enjoy the breathtaking view. Prices from $11,900 to $20,006 per week. Click to view more

Calypso Shores on the Beach | Montego Bay

Located on a beachfront acre, this beautiful 4-bedroom home has enough space to sleep up to 8 guests in complete luxury. Recently renovated and immaculately decorated throughout, this delightful home is situated within the upscale Lagoons community in Montego Bay and offers incredible views across the calm waters. Inside offers a stylish open-plan living and dining area, a modern fully equipped kitchen and an additional family lounge. Outside you will find a private pool, a spacious verandah with lounge seating and an alfresco dining area. Furthermore, this one of a kind home features its own private beach, an array of complimentary water sports equipment and direct access into the stunning lagoon where guests will find a 75ft dock; ideal for sunbathing, alfresco dining and admiring the breathtaking sunsets across the water. Prices from $6,650 to $13,650 per week. Click for more info!

Aqua Bay at the Tryall Club | Montego Bay,

This stunning four-bedroom home is ideally located within the Tryall Club, benefiting from direct beach access and an oceanfront pool, as well as providing enough luxury living space to sleep up to eight guests comfortably. Inside highlights include multiple living areas with flat-screen TVs, a sit-down bar area with another flat-screen TV, shuffleboard and a pool table, and a home gym with an adjacent massage room benefiting from access to a private terrace. Outside, you will find a veranda with outdoor lounge seating and alfresco dining area, two swimming areas, and a selection of sunloungers for guests to work on their tan, including some submerged in the pool for added convenience. Prices from $0 to $32,004 per week. Click to view more

Caribbean Jewel | Montego Bay

Situated above the Half Moon championship golf course, this stunning 4-bedroom home has enough space to sleep up to 8 guests in luxury. Immaculately decorated, this property features cathedral ceilings, a tropical atrium and exquisite furnishings throughout. Inside you will find an immaculate open-plan living and dining area, a modern fully equipped kitchen and spacious en-suite bedrooms, which all feature access to outdoor furnished areas offering excellent sea views. Outside guests can enjoy a large verandah with an alfresco dining area, a private pool and multiple relaxing lounge areas hidden throughout the manicured tropical gardens; all overlooking the breathtaking Caribbean coast. Prices from $6,300 to $15,400 per week. Click to view more