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.

Villas in Montego Bay, Jamaica

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
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Price
    per night
    |||
    |||
    $0
    $1,538 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Travellers to Montego Bay are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $7,233
    / Week
    View Details
    View Details
    1 / 29
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    From
    $1,515
    / Night
    View Details
    View Details
    1 / 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $5,373
    / Week
    View Details
    View Details
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $6,199
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    From
    $9,644
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade winds day and night. The east view captures the sunrise, Montego Bay and the Great River ~ the west view is an equally lovely vista toward Round Hill, the... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $7,577
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful. * deluxe 4-bedroom private villa at the famous Tryall Club * excellent for families * large... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $6,199
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 19
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    From
    $6,888
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea.... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $8,955
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 22
    4 of 5 stars (7) Very good
    Ironshore
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    From
    $152
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Grill
    • Patio
    • Children's Pool
    • Porch
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Sunny side of Montego Bay a stone's throw from the ocean and within walking distance of a large shopping complex (with grocery store, restaurants, sports bar, souvenir shops, and casinos). High speed WIFI, cable, DVD/CD player, fully equipped kitchen, dining room, large BBQ, 3 bedrooms (all... View all property information
    Location Information
    Ironshore, Montego Bay 00000
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $10,020
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 14
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    From
    $8,767
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    “Coo yah!” is patois for “Look here!” And when you look, you find a golfer’s paradise. * deluxe 4-bedroom villa at the famous Tryall Club * 66’ heated private pool * extremely private location overlooking the 13th green and 14th tee and the Caribbean Sea * staff of 5: cook,... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    From
    $10,884
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful. EXTRAORDINARY NEW HALF MOON GOLF, TENNIS & BEACH... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 20
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $8,610
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 20
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $3,444
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Mirador is a stylish one-bedroom apartment... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    From
    $46,152
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 / 15
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    From
    $8,197
    / Week
    View Details
    View Details
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thomas House is a spacious, beautiful, fully staffed 7-bedroom/71/2-bathroom private hillside villa located in the exclusive Spring Farm area. Overlooking the Caribbean Sea this villa provides the both spectacular views and privacy. Thomas House is located on the east side of Montego Bay,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 31
    5 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    From
    $3,050
    / Night
    View Details
    View Details
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Kenyan Sunset Golf Villa is designed for families and golfers. It sits on two acres bordering the famous White Witch golf course and has direct walk-on access to the 4th tee, virtually in your own backyard. The White Witch 4th hole is playable by Kenyan Sunset Golf Villa guests prior to starters... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $7,577
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Perched atop glamorous, private Round Hill, Summerland is a fully staffed private home sited for its dramatic view over the sea. The east verandah captures views of the sunrise, the deep blue Caribbean Sea, and later the magical lights of Montego Bay twinkling across the sea. The view is simply... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    From
    $884
    / Night
    View Details
    View Details
    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coconut Cottage is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    Get the List
    1 / 20
    5 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
    From
    $12,055
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a glamorous and luxurious hideaway in the tropics. * 5-bedroom/5-bath private villa on 220 private acres * 7,000 square feet of indoor and outdoor living space * 20' x... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    12 Bedrooms, 15 Bathrooms, Sleeps 24 | Quick View
    From
    $4,960
    / Night
    Payment Protection
    View Details
    View Details
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    In the heart of exotic Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic Cinnamon Hill Golf Course, this sprawling new villa provides breath-taking views of the... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 29
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
    From
    $3,148
    / Night
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Belle Abri Jamaica villa is a Luxurious mansion with 7 bedrooms, 9 bathrooms, own Tennis Court Infinity Pool and Spa!Resort Membership to Half Moon Resort for all guests staying at Belle Abri Villa. (AVAILABLE ONLY TO NOVEMBER 30, 2015) Half Moon Resort Membership Benefits: One of Jamaica's most... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 16
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $10,332
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Drive through the impressive entrance gates with their tall stone columns to enter this unique and lovely home, beloved by the families who return year after year. * 6,000-square-foot deluxe villa on 7 private acres overlooking the Caribbean Sea * 6 air-conditioned bedrooms, each with... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $9,644
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cielo means 'sky' and 'heaven' and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and 'heaven' gets even better! * Great for families * Flat-screen tv's in every room * Wifi internet access... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 28
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $8,955
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Porch
    • Patio
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coconut Cottage is part of the original Round Hill Estate and is located on the lush 'Jamaican Riviera' side of Montego Bay. The villa has a spacious 3 bedroom main house with pool and a lovely, romantically secluded, 2 bedroom cottage for a total of 5 bedrooms. Situated to take advantage of the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 30
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
    From
    $17,042
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice. * contemporary... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $1,102
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambience of Jamaica with... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 15
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $11,710
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nutmeg is a newly renovated, charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm ~ just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches. EXTRAORDINARY NEW HALF MOON GOLF, TENNIS & BEACH MEMBERSHIP FOR NUTMEG GUESTS! *... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    20 Bedrooms, 16 Bathrooms, Sleeps 40 | Quick View
    From
    $83
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Grill
    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Luxurious rooms for vacation rentals, inclusive of A/C, Hot & Cold Water, Cable TV, Scenic Views and exceptional customer service. At Villa Casa De Fe, you are guaranteed the best of everything .We also provide car rental and tour services,also FREE! airport pick up and drop off. 5 mins from... View all property information
    Location Information
    Montego Bay, Saint James Parish T3H5L2
    1 / 17
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    From
    $12,399
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ALLAMANDA is a brilliant new contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby membership at Round Hill. 8,000-square-foot private villa on 2 acres ... perfect for families!! * 5-bedroom/4.5-bathroom private villa in Great River... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $12,399
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Set on five acres of gently sloping land with sea view and surrounded by manicured lawns, today’s Great River House is the product of a massive renovation in 2008. * 5-bedroom, 5 full en-suite baths, 2 half baths, 7,500-square-foot private villa on 5 acres * excellent gated... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 31
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $13,432
    / Week
    View Details
    View Details
    Amenities & Details
    • Mountain Views
    • Private Outdoor...
    • Hot Tub
    • Patio
    • Waterfront
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west side of Montego Bay. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 31
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $10,332
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 19
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $8,266
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $14,465
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located at the highest point on one of the largest individual tracts of land on Round Hill, Janus is one of the most stylish additions to this collection. A stunning four-bedroom villa, Janus has been totally renovated … designed to be extraordinarily comfortable and chic. * stunning... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 12
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $19,976
    / Week
    View Details
    View Details
    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Five bedroom, five bathroom private villa on 220 private acres. 7,000 square feet of indoor and outdoor living space. 20' x 40' private pool. Tennis court lit for night play. Five cable televisions in all bedrooms. 42'' LCD cable television with Direct TV, VCR, DVD in living room. Bose music... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 25
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $1,278
    / Night
    View Details
    View Details
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When Round Hill was only an undeveloped lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the vision to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 38
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $12,399
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. * deluxe 9,000-square-foot mansion overlooking a 400-acre championship golf course * 5 minutes from 3 golf courses GOLF RATES & INFO * 4 bedrooms/4... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $16,281
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 00000
    1 / 25
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $16,908
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Montego Bay, Saint James Parish 00000
    1 / 29
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $15,029
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completed in January 2008, 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. In classic Caribbean Georgian style, Bougainvillea offers 8,000 square feet... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    From
    $20,665
    / Week
    View Details
    View Details
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 / 25
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
    From
    $12,330
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 00000
    1 / 16
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $33,816
    / Week
    View Details
    View Details
    Amenities & Details
    • Patio
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $16,908
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy. * deluxe 10,000-square-foot 5-bedroom private villa at... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 26
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $18,787
    / Week
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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. * glamorous... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 28
    7 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
    From
    $7,054
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 31
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    From
    $12,399
    / Week
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000
    1 / 24
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
    From
    $18,786
    / Week
    View Details
    View Details
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. 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... View all property information
    Location Information
    Montego Bay, Saint James Parish 00000