We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Montego Bay Villas

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $1,971 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Montego Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    Applied filters: Clear All
    1 / 36
    5 of 5 stars (2) Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    1 / 29
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 23
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    1 / 18
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea! * 5-bedroom luxury villa at the prestigious Tryall Club ~ highest Premier rating * breathtaking ocean view *... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Outdoor Dining Area
    • Housekeeping...
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Balcony
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area.<BR><BR> Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty cottage style villa... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 85
    5 of 5 stars (25) Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Housekeeping...
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    S E R E N D I P I T Y: The faculty or phenomenon of finding delightful, pleasant or valuable things not sought for, while having the wisdom to discern it. This is how we, while aimlessly exploring the island of Jamaica on an anniversary retreat, unexpectedly discovered the spectacular view at... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 20
    5 of 5 stars (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a large saltwater inlet of the Caribbean Sea which is part of the Montego Bay Marine Park. For several decades, The Wharf House has also been - and remains until today - one of the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 13
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Formerly named Viviana, Villa Annabella sits on a remarkable six private acres on a plum site at the prestigious Tryall Club. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have... View all property information
    Location Information
    Montego Bay, Saint James Parish
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 13
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 51
    5 of 5 stars (6) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Bambu Villa, a Montego Bay luxury property, is located at Tamarind Hill on the lush west side of Montego Bay. Bambu is located approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 24
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. Additional amenities include: private chef,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 27
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 29
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 1
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques. Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities. The living room opens wide to the heart of the house. A 1 300 square foot veranda... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay. * superior 4-bedroom 4-bathroom private villa at the famous Tryall Club * staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre site with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificant setting for this... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The La Casita architect and homeowner have succeeded in creating a remarkable two-bedroom villa in the stylish Spring Farm area of Rose Hall. Overlooking the sea, this is a brand new small but luxurious villa . The living room with 42" HDTV (both satellite and cable) is on the main level. This... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 14
    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Private Outdoor...
    • Shared Garden
    • Satellite TV
    • Washer
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Seaclusion is a home that has been built for a family and for families to enjoy. It offers a continuous flow of open space, lofty ceilings that circulate the air thereby rarely needing an air-conditioner to be switched on and yet a configuration of bedrooms that provide privacy as well as space to... View all property information
    Location Information
    Hopewell, Montego Bay
    Get the List
    1 / 13
    5 of 5 stars (9) Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival...along with the extensive collection of... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. * five-bedroom... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 20
    5 of 5 stars (2) Excellent
    6 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously crafted,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 34
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 9
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Garden
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The villa is a typical Jamaican design with its spacious inner courtyard and beautiful entry colonnade. There are classic vaulted ceilings, floor to ceiling mahogany louver windows and outside, plenty of lawn space for children to run around on. All bedrooms have air conditioning, ceiling fans and... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 28
    5 of 5 stars (6) Excellent
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 18
    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican mountains and Caribbean Sea beyond. The home is built on two levels and offers traditionally styled interiors with some local artwork. The home boasts seven... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis pro... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 32
    5 of 5 stars (2) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 17
    Rose Hall
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Tek Time is Jamaican patois for advice that almost all of us need. Take time to slow down and take in all that is good and beautiful around us. Living in a glamorous villa with a staff of five who pamper their guests without ever intruding makes it easy to heed that advice. From home cooked meals,... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 / 16
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Balcony
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    It’s easy to pretend you’re on your own private island at Seaclusion. But that doesn’t mean you can’t enjoy the luxury of a resort, too. Part of the exclusive Tryall Club, this luxury Jamaica vacation rental is set on two-and-a-half acres of its own oceanfront grounds that include a quiet beach... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    From the moment you enter through the gates of Cazwin Villas; your true Jamaican experience will commence. Each room is decorated to a high standard with its own private bathroom. Our roof top lounge area is one of our best features. The breakfast is prepared with love each morning & is delicious.... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 41
    4 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 19
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 15
    5 of 5 stars (1) Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay. With spectacular views of the Caribbean Sea and Tryall's famous golf course, Overlook villa lives up to its name with mesmorizing views. There are 5 wonderful bedrooms all with air conditioning for... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    JAMAICAN DREAM is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well-located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 31
    Ironshore
    3 Bedrooms, 6 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    JUS' PARADISE is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well-located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 36
    5 of 5 stars (6) Excellent
    16 Bedrooms, 16 Bathrooms, Sleeps 32 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 36
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Washer
    • Ocean Views
    • Private Outdoor...
    • Hot Tub
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Sleeps - 1-10 Spring/Summer Special at Drambuie Estate! Book Now For Travel Anytime From July 1-December 14, 2016 and Receive A Special Rental Rate! * Stay 7 Nights, Pay for 5! Drambuie Estate is offering 2 Free Nights when you book the 5 Bedroom Weekly Rate...Book 7 Nights, Get 2 Nights Free!... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 38
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. Additional amenities include: private chef, poolside shower, snorkel gear, golf available, beach club, bathrobes,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    7 Bedrooms, 11 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Seven bedrooms (four bedroom main house and three bedroom cottage) and seven en suite bathrooms. Onsite staff includes butler, cook, housekeeper, laundress and gardeners. Round Hill Membership: Complimentary beach, fitness room, two connecting heated pools for parents and children, jogging... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Balcony
    • Satellite TV
    • Parking
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 36
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Housekeeping...
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Hello, I'm Mel. Thank you for your interest in Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety come first. It also has to be cost friendly….within your budget. With that in mind let's talk about what you get. Free transportation... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    6 Bedrooms, 11 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    5 of 5 stars (5) Excellent
    Hopewell
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence. Classic black and white... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 45
    5 of 5 stars (12) Excellent
    10 Bedrooms, 7 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Mountain Views
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping...
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Winner of the Caribbean Travel & Living Awards "Best Luxury Villa of the Year" for 9 straight years! Silent Waters Villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience.... View all property information
    Location Information
    Montego Bay, Saint James Parish