Montego Bay: Vacation Rental By Owner

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

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

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

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... ...more

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

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

- 3 minutes from Montego Bay airport - 5 minutes from Margaritaville - Gaming activities - 24 hour security - private roads - minutes away... ...more

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

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

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

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

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

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

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