Montego Bay: Vacation Rental By Owner

Showing 12 Of 12 Vacation Rentals
  • Property-1 Image 1
    Villa Select Dates for Price
    • 5 Bed
    • 5 Baths
    Montego Bay, Montego Bay

    Built in the 1940s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day... ...more

  • Property-2 Image 1
    Villa Select Dates for Price
    • 6 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    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... ...more

  • Property-3 Image 1
    Villa Select Dates for Price
    • 6 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    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... ...more

  • Property-4 Image 1
    Villa Select Dates for Price
    • 5 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    VILLA WILD ORCHID, Montego Bay, Jamaica  On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a... ...more

  • Property-5 Image 1
    Villa Select Dates for Price
    • 5 Bed
    • 5 Baths
    Montego Bay, Montego Bay

    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... ...more

  • Property-6 Image 1
    Villa Select Dates for Price
    • 6 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill... ...more

  • Property-7 Image 1
    Villa Select Dates for Price
    • 8 Bed
    • 7 Baths
    Montego Bay, Montego Bay

    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and... ...more

  • Property-8 Image 1
    Villa Select Dates for Price
    • 5 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    GREAT RIVER HOUSE, Montego Bay, Jamaica  * 5-bedroom, 5 full en-suite baths, 2 half baths, 7,500-square-foot private villa on 5 acres * excellent... ...more

  • Property-9 Image 1
    Villa Select Dates for Price
    • 6 Bed
    • 6 Baths
    Montego Bay, Montego Bay

    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... ...more

  • Property-10 Image 1
    Villa Select Dates for Price
    • 4 Bed
    • 4 Baths
    Montego Bay, Montego Bay

    VILLA WINDSONG, Montego Bay, Jamaica  Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir... ...more

  • Property-11 Image 1
    Villa Select Dates for Price
    • 5 Bed
    • 5 Baths
    • (13) Exceptional
    Montego Bay, Montego Bay

    You may rent Hillside either as a 3 bedroom, 4 bedroom or 5 bedroom villa. Rates differ based on low or high season, and number of bedrooms rented. Please... ...more

  • Property-12 Image 1
    Villa Select Dates for Price
    • 4 Bed
    • 5 Baths
    Ironshore, St. James

    Private villa in upscale neighborhood of Ironshore nestled in a tropical garden with pool. We have 4 air conditioned guest suites, each with its own private... ...more

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We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in . The most expensive month of the next 12 months is in November, where prices hit an average of $0 a night. In , prices will hit an average low of $0 per night.