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
    €1,329 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 holiday rental today, and have the perfect trip.
    Applied filters: Clear All
    1 / 21
    5 of 5 stars (31) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 28
    5 of 5 stars (6) Excellent
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    1 / 20
    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Those who have read "Rebecca" by Daphne du Maurier wistfully imagine themselves being at Manderley, running through the rooms, out of the doors, through the garden and into the sea. Seaclusion offers a twenty-first century experience of being able to do just this but in an environment that is... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Parking
    • DVD Player
    • Satellite TV
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Cliffside Cottage on Jamaica is a luxurious five-bedroom home in desirable Montego Bay that affords every amenity for a memorable tropical vacation. The name says it all to describe this glorious location where the villa is perched overlooking panoramic vistas of the blue Caribbean Sea. Enjoy... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 29
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • DVD Player
    • Terrace
    • Internet Access
    • Balcony
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Coconut Cottage on Jamaica is an inviting five-bedroom cottage set on a gentle hillside overlooking the Caribbean Sea. Traditional Colonial design blends with modern amenities to produce a fairytale villa situated on the site of the former Round Hill plantation. Villa Coconut Cottage features... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 7
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Flanking the tropical forest and affording the utmost in privacy, Villa 22A exudes the classic elegance that was part of founder John Pringles original vision. Each bedroom boasts its own bathroom and living space, and may be closed off and air-conditioned for comfort. An open common area spills... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 28
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Terrace
    • Internet Access
    • Satellite TV
    • Patio
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Mahogany Hill at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and the blue waters of the Caribbean Sea. This stunning five-bedroom villa is a medley of distinctive architectural detailing and outstanding amenities surrounded by lush... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 13
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • DVD Player
    • Terrace
    • Balcony
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Fairwinds at the Tryall Club on Jamaica is a stunning private home that blends beautifully with the lush natural surroundings of Montego Bay. Guests will enjoy a well-designed layout with all the special touches that make for a memorable island vacation. Arrive in style at the onsite helipad... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Parking
    • Hot Tub
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Wild Orchid on Jamaica is a unique and gorgeous property set on an amazing 220 acres of a former banana plantation. This five bedroom Montego Bay hideaway features stately Georgian architecture and lushly landscaped grounds that run from the mountains to the sea. Enjoy jaw dropping views of... View all property information
    Location Information
    Hopewell, Montego Bay
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Parking
    • Internet Access
    • Balcony
    • Satellite TV
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Almond Hill on Jamaica is a gorgeous Montego Bay estate within the upscale Round Hill resort. This lovely private home on the site of a former coconut plantation was designed by a prince and recently renovated to include all the modern conveniences you have come to expect. Guests at Villa... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 32
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Balcony
    • Patio
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Bumper's Nest at the Tryall Club on Jamaica is an extraordinary private home surrounded by tropical vegetation of the hillside within view of the blue Caribbean Sea. Designed by a distinguished architect, this Montego Bay estate is a bright and airy residence that exudes the upbeat charm of... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 32
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Balcony
    • Parking
    • Terrace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Noble House on the Beach on Jamaica is an architectural gem that raises the bar for elegance and style. This magnificent five-bedroom waterfront estate is a series of pavilions with peaked roofs separated by charming bridges and water gardens for privacy. Enjoy an expansive 15,000 square feet... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 5
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Step back to Round Hills roots with Villa 22 a beautiful, quaint hideaway with sprawling views of the Caribbean. This villas design evokes the original style and ambiance of Round Hill from the 1950s, with open-air verandahs and crisp white linens, mahogany furnishings and a feel of elegant... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 15
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Grill
    • Terrace
    • Balcony
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Great River House on Jamaica is set on five beautiful acres surrounded by manicured lawns with stunning views of the Caribbean Sea. Guests will enjoy five luxurious en-suite bedrooms and 7,500 acres of living space with everything you need for a memorable tropical vacation. Pass through the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 24
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Terrace
    • DVD Player
    • Balcony
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Yellowbird at the Tryall Club on Jamaica is a well-situated Montego Bay home overlooking the deep blue waters of the Caribbean Sea. This four-bedroom villa features modern furniture with upbeat island colors offset with dark wood trim on shuttered windows that provide Old World Jamaican... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Balcony
    • Terrace
    • Parking
    • Hot Tub
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    1 / 34
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Parking
    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Bambu on Jamaica is an elegant six-bedroom Montego Bay estate with breathtaking panoramic views of the Caribbean Sea, making it the ideal choice for discriminating vacationers. Enjoy 10,000 square feet of living space on 8.5 acres featuring well-designed West Indian architecture along with... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 22
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Terrace
    • Internet Access
    • Grill
    • DVD Player
    • Balcony
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Harmony Hill at the Tryall Club on Jamaica is an elegant seven-bedroom estate with the ambiance of an intimate boutique hotel. This very private Montego Bay property blends classic Jamaican styling with all the amenities you desire for a carefree getaway. Enjoy the services of a full staff to... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 19
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Balcony
    • Internet Access
    • Hot Tub
    • Parking
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Pimento Hill on Jamaica is a distinctive Montego Bay private home with a storied history. Built for a French Count and Countess in an era when Jamaica was the prime destination for the jet set, the villa hosted notables including Ian Fleming, the Kennedys and Noel Coward. A letter from Queen... View all property information
    Location Information
    Hopewell, Montego Bay
    Get the List
    1 / 37
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Someday Soon is near the hub of the Tryall property, along Ackee Walk. Its location commands sweeping views of the ocean and the house is positioned so that there is not another villa in sight. ¨The villa features Jamaican influenced architecture and furnishings with a wonderful collection of... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Terrace
    • Grill
    • Balcony
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Windsong on Jamaica is an open and airy Montego Bay home designed by a noted architect to capture cooling tradewinds and offer spectacular views of the Caribbean Sea. This lovely private home is situated on parklike grounds with lush tropical landscaping including colorful hibiscus,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Internet Access
    • Satellite TV
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A feeling of joy greets you as you enter Casuarina, with its lush ferns, vibrant decor and lovely views of the Tryall property and azure Caribbean ocean.Casuarina is a great fit for families, couples or executive retreats, the villas design and location give the impression that you have this estate... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Tradewinds at the Tryall Club on Jamaica is an island-style Montego Bay home perched right at the edge of the turquoise waters of the Caribbean Sea. The villa features 300 feet of waterfront on the desirable northern coast of the island. Two lush acres of tropical vegetation form the backdrop... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 26
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Patio
    • Balcony
    • DVD Player
    • Satellite TV
    • Parking
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Tranquillity Jamaica offers more than 6,300 square feet of living space with six luxurious bedrooms right at the edge of the gorgeous Caribbean Sea. Villa Tranquillity is designed for soothing relaxation as the name suggests. Unplug and unwind in landscaped, parklike environment lush with... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 41
    5 Bedrooms, 14 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • 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 JMDWD14
    1 / 13
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Hot Tub
    • Terrace
    • Parking
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Coo Yah at the Tryall Club on Jamaica is a golfers paradise offering a prime location on the Tryall Clubs 13th and 14th greens in Montego Bay. Arrive by helicopter at the onsite heliport and find the tastefully decorated villa with furnishings and an upbeat color scheme that reflect the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Balcony
    • DVD Player
    • Hot Tub
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Allamanda on Jamaica is an impressive five-bedroom estate designed for indoor/outdoor living. Guests will enjoy every amenity for a pampered tropical vacation, including a full staff and membership at two nearby private clubs. This 8,000 square foot private villa is set on two glorious acres,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 25
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • DVD Player
    • Parking
    • Satellite TV
    • Balcony
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Pinnacle at the Tryall Club on Jamaica is a lovely Montego Bay home overlooking the azure waters of the Caribbean Sea. The villa is well-situated within the upscale Tryall Club overlooking the historical Great House with scenic views of the manicured golf championship course. Villa Pinnacle... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Parking
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Bougainvillea at the Tryall Club on Jamaica is a spectacular five-bedroom Montego Bay vacation home with gorgeous views of the sparkling Caribbean Sea. Guests at this premiere private club have the advantage of an array of onsite amenities including tennis, events and water sports. Spend the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sweeping views of the changing hues of the sea, gentle waves lapping against the reef and pleasant trade winds fanning the trees all combine to create a tranquil respite at Seaspray. This delightful four bedroom villa set in an idyllic cove at the edge of the water, is just a stones throw from the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 16
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • DVD Player
    • Internet Access
    • Satellite TV
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Janus on Round Hill on Jamaica, built by the Princess of Lichtenstein, is a luxurious estate on seven beautiful acres in desirable Montego Bay. Homes in this upscale Round Hill gated community host celebrity entrepreneurs, Academy Award winning directors and well-known movie stars. Villa... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 12
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Close to the main lobby, beach and pool yet secluded for privacy, Villa 24 elevates the classic cottage design while staying true to the original vision of Round Hill. This two bedroom villa features en suite bathrooms with one with a stunning outdoor shower, open-air living spaces and bedrooms... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 6
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Few experiences can rival the spellbinding views from Clive House from the pool deck to the patios, bedrooms to verandas as well as the terrace dining. It is the perfect setting to enjoy the majestic views of the green fairways, vibrant flowers, lush gardens as well as the azure waters of the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 35
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Internet Access
    • Satellite TV
    • Balcony
    • Hot Tub
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean Sea. Arrive in style on the convenient onsite helipad and discover a full staff including the services of a personal chef, a butler, housekeepers and a laundress. The interior of... View all property information
    Location Information
    Hopewell, Montego Bay
    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 JMDWD14
    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Staying true to the original cottage design, Villa 4 marries the elegance of yesteryear with the comfort of modern amenities to make you feel right at home. Hidden like a treasure amongst tropical foliage, the Villa is secluded for privacy. This Classic Villa provides the perfect getaway for small... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 32
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Knockando at Round Hill in Montego Bay is a gorgeous island estate built by the visionary John Pringle who created the luxurious retreat of Round Hill. Guests at the villa will have all the best of Jamaica at their fingertips, with complimentary amenities including membership at the Round... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 12
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3... View all property information
    Location Information
    Hopewell, Montego Bay 11111
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Sauna
    • Satellite TV
    • Grill
    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Terrace
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In Arthurian legend, Avalon is where King Arthur sword Excalibur was forged and where he was taken to recover from his wounds after the battle of Camlann. It was reputed to be an island of extraordinary and ethereal beauty, abundant with flowering and fruiting trees. It is entirely apt therefore... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 29
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Grill
    • Satellite TV
    • Terrace
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Sea Salt at the Tryall Club on Jamaica is an exquisite five-bedroom mansion with an expansive 11,000 square feet of living space on five beautiful acres. Discover classic Jamaican architecture and beautiful finishings to provide the perfect backdrop for your memorable Montego Bay vacation.... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 27
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 26
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Internet Access
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Goat Hill on Jamaica is set in a prime Montego Bay location with unobstructed views of the turquoise waters of the Caribbean Sea. Enjoy cooling tradewinds and the natural beauty of the island from this outstanding architectural achievement. Villa Goat Hill is composed of a grouping of... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 15
    Hopewell
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Terrace
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    1 / 7
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Wheel House is one of the Tryall Clubs best kept secrets combining all the attributes of Caribbean living with privacy and seclusion. The open floor plan and indoor garden embraces the mountain breezes whilst celebrating the fabulous ocean and countryside views. Located on Copperwood Ridge,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Combining subdued luxury and effortless chic with stunning views and world-class service, Villa 13 provides a cozy and beautiful retreat for your party. This Classic Villa features four bedrooms, two dual masters in the main house with king beds, connecting doors, their own living spaces and en... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Balcony
    • DVD Player
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Rose Cottage at the Tryall Club on Jamaica is a stylish premiere estate with traditional Jamaican styling. This luxurious Montego Bay six-bedroom villa offers outstanding views of the lush mountainside and the crystalline Caribbean Sea. Enjoy beautifully landscaped grounds that offer... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 19
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Terrace
    • Satellite TV
    • DVD Player
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Summertime on Jamaica is a grand Montego Bay Colonial manor set on five lovely acres overlooking the Caribbean Sea. Nestled in landscaped grounds replete with hibiscus, bougainvillea and palm trees, this gorgeous six-bedroom estate offers 6,000 square feet of living space with every amenity... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 6
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Perched high on the hill with dual views of both Round Hills bay and Montego Bay, Villa 15 is a charming, multi-level secluded hideaway perfect for a small family or two couples. This Villa combines whitewashed walls with tropical accents throughout, complete with large open-air patios, a sparkling... View all property information
    Location Information
    Hopewell, Montego Bay