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Coconut Cottage | Montego Bay

This fantastic 5-bedroom, 5.5-bathroom home is ideally located, just a short distance from Round Hill, and offers enough luxury living space to sleep up to ten guests in the utmost comfort. Inside highlights include a spacious, open-plan living area, a fully-equipped kitchen, and a home fitness center with a range of top-of-the-range equipment. Three bedrooms can be found in the property's main house, with the remaining two bedrooms located in a separate guest cottage and benefit from interconnectivity - perfect for children. Outside the main house, you will find a veranda running the length of the building, offering covered outdoor lounge seating and an alfresco dining area, ideal for enjoying the view with your evening meal. Descending a small flight of stairs will bring you to the property's private swimming pool, bordered by an array of sunloungers for guests to work on their tan. Guests of this home will benefit from access to a range of complimentary amenities at the nearby Round Hill. Prices from $12,600 to $19,950 per week. Click to view more

Villa Christina | Montego Bay

This beautiful Tuscan-inspired estate offers 10,000 interior square feet of living space to sleep up to ten guests comfortably across five en-suite bedrooms, as well as benefiting from complimentary membership at both Rose Hall and Half Moon Beach Club (for stays of seven nights or longer). Inside highlights include an array of incredible in-home entertainment options, including a game room with a pool table, a private spa/home gym with a steam room and plunge pool, and a private hot tub on the master bedroom's private balcony. Outside, you will find outdoor lounge seating, alfresco dining areas, and a private infinity-edge swimming pool with a waterfall. With a full team of staff and resort-style amenities, this villa is an idyllic base for a Caribbean vacation. Prices from $14,497 to $25,998 per week. Click to view more

Sea Glass at Tryall Club | Montego Bay

This beautiful 6-bedroom, 7.5-bathroom home offers enough luxury living space to sleep up to twelve guests comfortably and benefits from a fantastic location within the Tryall Club. Inside highlights include an open-plan living area, a game room with a pool table, table tennis and a large flat-screen TVs, and private en-suite bathrooms for each bedroom ensure maximum privacy, with each also featuring a private balcony to allow incredible views throughout. Outside, you will find a private sloped swimming pool, a private hot tub, and an array of sunloungers for guests to work on their tans. The property is even fully staffed, meaning that guests can spend all of their time relaxing. Once per week the team will organize a 'Jamaica Day' where guests will be treated to Jamaican food, entertainment, and lessons in Patois. Prices from $0 to $28,504 per week. Click to view more

Longview Villa on Round Hill | Montego Bay

This delightful 7-bedroom estate offers enough luxury living space to sleep up to fourteen guests comfortably and benefits from a fantastic location, occupying almost four acres of private land inside the Round Hill resort and providing incredible ocean views. Inside highlights include a spacious, open-plan living area, a 450 sqft master suite with access to a walled garden, and a fully-equipped kitchen. Four bedrooms can be found in the main house, with the remaining three located in a separate guest cottage. Outside, you will find an expansive terrace with a private swimming pool, a bar area, various outdoor seating options, and a large formal dining table found under the cover of the veranda. For those hoping to keep active during their stay, the property features a private home gym and a tennis court. The property features a full team of staff, allowing guests to focus their time on relaxation. Guests will also benefit from access to the top-class amenities on offer at both Round Hill and The Tryall Club during their stay. Prices from $23,506 to $36,001 per week. Click to view more

Phoenix on the Beach at the Tryall Club | Montego Bay

This unique seven-bedroom offers enough luxury living space to sleep up to fourteen guests comfortably and enjoys a fantastic position, located directly on its own private stretch of beachfront. At the heart of the property is a large circular swimming pool that acts as a beautiful centerpiece and is accessible from most bedrooms as a result of the home's wraparound architecture. Inside highlights include two spacious, open-plan living areas, an interior garden that provides a beautiful ambiance for meals inside the dining pavilion, and private en-suite bathrooms for each bedroom. Outside you will find a sea-facing veranda with an alfresco dining area and outdoor lounge seating, perfect for taking in the majestic views. The pool terrace features an array of comfortable sunloungers for guests to work on their tan, and a mirrored wet bar is found adjacent to the pool. The gardener will place lounge chairs on your private beach each morning, and the butler will serve lunch here at your request. With a full team of staff, incredible location, and access to the amenities at the Tryall Club, this stunning property will act as the ideal base for your Caribbean vacation. Price from $0 to $30,002 per week. Click to view more

Coach House at Good Hope | Montego Bay

Situated in the heart of the beautiful 18th century historic Good Hope Plantation, this country style villa features 7 contemporary bedrooms, all with ceiling fans, air conditioning & en-suite bathrooms. Recently renovated with stylish new interiors and the addition of a 50-foot infinity edge pool & an open air dining terrace. Prices from $8,750 to $15,001 per week. Click to view more

Round House at the Tryall Club | Montego Bay

Located in Montego Bay, hidden within lush tropical gardens, this beautiful one of a kind villa uses sweeping spiral staircases and balconies to connect its multi-level living, dining and sleeping areas. With 7 bedrooms and 10 bathrooms, this family-friendly home has enough space to sleep up to 14 guests comfortably. Inside you will find an open-plan living area with a wet bar, a TV lounge and immaculate bedrooms, which all benefit from outdoor access and exquisite views. On the upper level, guests will find an amazing round dining gazebo and adjacent to this, a curved balcony with a spacious outdoor lounge area offering unparalleled views of the Caribbean Sea. Outside also features a large private pool, luxury sunloungers and plenty of relaxing seating areas overlooking the breathtaking surrounds. Click to view more

Bali Hai at the Tryall Club | Montego Bay

Situated in Montego Bay, this architecturally distinctive property is surrounded by lush, tropical gardens and boasts unparalleled views across the Caribbean Sea. Split over 3 levels, this 5-bedroom villa can sleep up to 10 guests in luxury; the building�s unique design helps to create a significant sense of privacy and space throughout the home. Inside features multiple living and dining areas across each floor, a modern fully equipped kitchen and spacious bedrooms offering stunning views across the surrounding area. The palatial garden has also been designed over different levels, maximising space and offering breathtaking views at every turn. The upper level terrace features parallel gazebos, one for dining; the other with a casual bar and lounge area. On the lower levels you will find two different swimming pools, a children's paddle pool and a poolside bar, all overlooking the beautiful coastline. Click to view more

Everything Nice by the Sea | Montego Bay

Situated within walking distance to the Hard Rock Beach Resort, this beautiful waterfront property sleeps up to 10 guests in complete luxury. Chic and modern, this impressive home features contemporary interiors and stylish furnishings throughout. Inside features a bright open-plan living and dining area, a fully equipped kitchen and a family media room. This stunning home also benefits from a large first floor terrace with a plethora of relaxing lounge seating; from here guests can enjoy excellent views of Montego Bay. There are 5 en-suite bedrooms, 4 of which feature private balconies - perfect for a peaceful morning coffee overlooking the tranquil water. Outside you will find an infinity-edge pool with sunken loungers, a poolside gazebo with a BBQ and a spacious verandah with a wet bar. From the pool terrace, guests can access a private sandy lido, where you can sunbathe by the lagoon, enjoy an evening meal alfresco or just relax and enjoy the incredible view. Prices start from $12,950 to $21,700 per week. Click to view more

Following Seas at the Tryall Club | Montego Bay

This incredible villa is fantastically located, occupying one of the highest points within the Tryall Club and offering amazing sea views. Inside, you will find enough luxury living space to sleep up to twelve guests comfortably within six bedrooms across two buildings. The first four bedrooms are found in the main house, with two located in a separate guest cottage, and all six offer private en-suite bathrooms. Inside highlights include spacious, open-plan living areas, a separate media cottage equipped with a large flat-screen TV and a comfortable sectional sofa, and a home fitness room with a range of equipment. Outside, you will two private swimming pools (one infinity-edge pool and one plunge pool), a private hot tub, and multiple outdoor lounge areas and spaces for alfresco dining, perfect for making the most of the beautiful Caribbean climate. Guests of this home will enjoy access to the fantastic amenities on offer at the Tryall Club. Click to view more

Anticipation at Tryall | Montego Bay

This lovely 6-bedroom, 6.5-bathroom home is ideally located within the Tryall Club, offering fantastic sea views and enough luxury living space to sleep up to twelve guests comfortably. Each bedroom benefits from a private en-suite bathroom for increased privacy, as well as a private balcony facing the water to ensure that each guests can wake up with a view. Outside, an expansive terrace provides plenty of outdoor lounge seating to allow guests to make the most of the Caribbean climate, with a curved infinity-edge swimming pool available to cool off when it gets too hot. This is perfect for enjoying an evening cocktail while beholding the wonderful natural surroundings. Guests of this home will benefit from access to the amenities at the Tryall Club, and a full team of staff will make sure that your Caribbean vacation is as comfortable and relaxing as possible. Click to view more