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.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    RM 4,868 Average
    |||
    |||
    RM 0RM 4,000+
    Suitability
    More filters
    Travellers to Montego Bay are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    252 Matching Rentals in Montego BayView all 474 rentals
    Sort by:
    Default
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Noble House on the Beach1 / 36
    (4)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Enchanted Villas  For the holiday of a life Time1 / 18
    (3)Excellent
    10 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
    View all property information
    Location Information
    XXXXXX, Ironshore, Montego Bay
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 18
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in January of 2007, Trinity Villa is an ultra-luxurious paradise. The 4 acre estate is home to royal palms, numerous fruit trees, and indigenous flowers. Grand in luxury and in scale, Trinity is comprised of 13,000 square feet of living space under the roof, and an additional 6000 square...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Tradewinds - Tryall Club1 / 29
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views. With its charming detached bedroom cottage, great gathering spaces such as the ocean side pool deck and quarter acre lawn, Tradewinds is a...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    FAMILY REUNIONS! LUXURY! FULLY STAFFED! POOL-Golden Castle Villa 12BR1 / 87
    (1)Excellent
    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in 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...
    View all property information
    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 12 Bedrooms, 12 Bathrooms, Sleeps 24
    Make Enquiry
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Karma Bay at the Tryall Club on Jamaica is set right at the edge of the Caribbean Sea, arguably the best location on the entire island. This stunning Montego Bay estate offers six bedrooms and inviting outdoor seating areas with panoramic sunrise and sunset water views. Guests enjoy a...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
    View all property information
    Location Information
    XXXXX, Ironshore, Montego Bay
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Save time - get the best Montego Bay rentals sent straight to your email!
    Get the List
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering you a lower 4 bedroom rate out of 9 bedrooms in Summerhill villa. Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story...
    View all property information
    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedroom Villa - Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    2BR 2BT Tranquil Waterfront Villa(s), Montego Bay1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rock Villas is a private hideaway in Reading, Montego Bay, Jamaica. Come join us and discover the true meaning of relaxation combined with Jamaican hospitality at our unique retreat. Our three private villas are nestled in one acre of rocky coastline, and boast the most spectacular ocean and...
    View all property information
    Location Information
    33333, Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Camelot is a staffed two-bedroom villa at the legendary Tryall Great House. The villa is distinguished by breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors are smartly decorated. Its newest addition is a private plunge pool. Additional amenities...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Make Enquiry
    Windfall Villas... FREE TRANSPORTATION AND MAID1 / 36
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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
    JAMAICA, Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
    Make Enquiry
    Fairway Manor1 / 34
    (1)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Lolita at Tryall1 / 23
    (6)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Sauna
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Lolita at the Tryall Club on Jamaica is a stunning 14,500 square foot contemporary villa designed by a noted Chicago architect. Set on four acres in Montego Bay with breathtaking panoramic views of the Caribbean Sea, the villa offers beautiful living areas both indoors and out. Touches of...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, 12 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 5 bedrooms of this 12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in 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....
    View all property information
    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 5 Bedrooms, 12 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Phoenix on the Beach at the Tryall Club on Jamaica is a well-situated seven-bedroom estate on the island's famed north coast. Guests at this Montego Bay seaside villa will enjoy outstanding onsite amenities and complimentary membership at the exclusive Tryall Club. Arrive in style at the...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful (2) two bedrooms, (2) two bathrooms villa with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, dining room, utensils, balconies,...
    View all property information
    Location Information
    000, Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering you a lower rate for using 6 of the 9 bedrooms in Summerhill Villa. Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three...
    View all property information
    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Greatview Villa Jamaica1 / 23
    (6)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Hot Tub
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, you'll find this oasis of beautiful gardens with spectacular ocean and mountain views. Both secluded and handy to golf, sailing, beach, horseback riding and other adventures, Greatview...
    View all property information
    Location Information
    JMCJS12, Rose Hall, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Make Enquiry
    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa1 / 23
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Balcony
    • Air Conditioning
    • Parking
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios. Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Annabella - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Formerly Villa Viviana and now in new ownership, Annabella is built on two levels and surrounded by 6 acres of gardens on an elevated stretch of Mahogany Drive. The world famous Tryall Golf Course, private white sand beach, world class tennis, Restaurants, Kids Club and more of the resort’s...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Make Enquiry
    Calming Waters Riverside Villa & Yoga Retreat1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hi Calming Waters Riverside Villa and Yoga Retreat can book yoga packages along with the Villa on site yoga at the private Villa for rent it is located in the mountain valley rafting area on the Great River. A mix of modern luxury and tradition located just outside Montego Bay 18 minutes from the...
    View all property information
    Location Information
    JAMAICA, Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Endless Summer1 / 54
    (2)Very good
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: private chef, poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to the us,...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Five-Star Villa Marlin (Close To all Major Attractions)1 / 9
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Marlin is our special vacation home where we love to unwind several times per year. Since we are away most of the time, we have decided to share this enchanted place with you. We have put a lot of thought and energy in making your stay a memorable one as you experience the real Jamaica...
    View all property information
    Location Information
    N A, Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Little Palm - Tryall Club1 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ideal honeymoon hideaway! This spacious villa is built around the swimming pool with vine covered verandah. The spacious master bedroom with its king bed with separate dressing room and the guest bedroom are both air conditioned and open onto both the pool deck and an arched, covered patio....
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 8 bedrooms of this 12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in 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....
    View all property information
    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Additional amenities...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    *PLEASE ENQUIRE FOR SPECIAL RATES* 5 Bedroom Fully Staffed Villa with Ocean View1 / 26
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Allamanda Villa Jamaica, a beautiful new 8000 square foot contemporary 5 bedroom villa located on a hill side close to Roundhill on the east side of Montego Bay. Allamanda comes with one of the best chefs on the island and has stunning views of the ocean and also has complimentary...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Sugar Hill - Tryall Club1 / 24
    (1)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse. Every room boasts spectacular views of the glittering Caribbean Sea, curvaceous northwest...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Longview Manor at Round Hill on Jamaica is a stunning 7,500 estate with seven-bedrooms distributed in a main house and a separate private cottage. Located in the upscale area of Round Hill in Montego Bay, Villa Longview Manor offers panoramic views of the lush mountainside and the sparkling...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Additional amenities include:...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a two-minute drive from posh Round Hill where guests enjoy complimentary resort membership....
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rose Cottage, a six-bedroom villa in Tryall, built in 2008, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia,...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    Elysian Plain - Tryall Club1 / 19
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elysian Plain is a superior villa located at the edge of the blue Caribbean Sea on Country Club Drive. The home is aptly named 'Elysian Plain', the resting place of the Greek Gods. A spacious home villa, the interiors are tastefully furnished with a mixture of wicker and wooden pieces. The dining...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Following Seas is a one-of-a-kind vacation hideaway offering the ultimate in luxury, comfort and breathtaking décor. Newly renovated in 2007, Following Seas' casual elegance seamlessly balances original artwork with classic Jamaican architecture, inviting the outside in through large windows and...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat is a gracious sanctuary poised in a breathtaking setting that offers view of the beautiful Caribbean Sea and the 18th fairway. This lovely four-bedroom villa and honeymoon cottage offer every amenity. The master bedroom and two guest bedrooms are located in the main villa, with one...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Star Apple House, Montego Bay, Jamaica1 / 16
    (3)Average
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Star Apple House is a lovely private villa, a comfortable ' home away from home' on a hill overlooking the Caribbean Sea and the town of Montego Bay on the north coast of Jamaica. The Villa comes fully staffed, and offers superior accommodation and service for up to 6 guests. With 3 elegant...
    View all property information
    Location Information
    LOT 12, Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean View Retreat is a Spacious 2 bedrooms, 2 bathroom apartment with ocean view, 24 hours security and 2 swimming pools. Free access to Secrets hotel beach and resort located right across the street. Many restaurant are close, such as the Yacht club bar and Pier 1. Extremely quiet area ideal...
    View all property information
    Location Information
    0000, Ironshore, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mirador at the Tryall Club on Jamaica is a chic one-bedroom apartment with stunning views of the world-class golf course and the deep blue waters of the Caribbean Sea. The villa is set in a prime location within the exclusive Tryall Club just a minutes stroll from the Great House, which...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by one of Jamaica's best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views. The main Veranda extends to more...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Hummingbird House at the Tryall Club on Jamaica is a spectacular 14,000 square foot estate on four beautiful acres. This newly refurbished seven-bedroom villa features traditional English Colonial styling and outstanding interior design. Take advantage of the onsite heliport, then drive...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Hot Tub
    • Parking
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Cielo at the Tryall Club on Jamaica is indeed a little slice of heaven and sky as the name implies. Perched on a gentle island hillside overlooking the Tryall Golf Course and the blue waters of the Caribbean Sea, Villa Cielo is layed out with three wings plus a cottage, making it the ideal...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    BEAUTIIFUL MOUNTAIN VIEW APARTMENT - EXCELLENT LOCATION, CLOSE TO EVERYTHING.1 / 28
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful (3) three bedrooms, (3.5) bathrooms Apartment with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, Wifi, dining room, utensils,...
    View all property information
    Location Information
    000, Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Private villa, breathtaking views, pool, wi-fi, AC, full staff, sleeps 10-121 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **We are fairly new to the FlipKey/TripAdvisor platform. Ask about our listing's 100% 5-star reviews on other vacation rental platforms** Point of View Villa & Spa is a newly renovated 4 bedroom, 3.5 bathroom villa nestled in the hills of Montego Bay with expansive ocean views from every bedroom...
    View all property information
    Location Information
    READING, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Washer
    • Ocean Views
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea View Room with direct access to pool and private entrance. Room is ensuite, with one Queen Bed, built in wardrobe, dressing table, side tables and sofa bed. Room has access to lounge, kitchen, dining and games area. The Villa has a beautiful sea view with a swimming pool overlooking a front...
    View all property information
    Location Information
    M1, Ironshore, Montego Bay
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seaspray is a deluxe oceanfront villa that is within a short walk of Tryall's Beach Club. The villa features a shaded courtyard entrance and stylish and traditional interiors that offer ocean views. The living room offers upholstered sofas and picture windows that overlook the sea. The adjoining...
    View all property information
    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    List your property
    Owner log in