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St. James Vacation Home Rentals

Below you'll find some of the best St. James home rentals in St. James available online. We try to compile the best of St. James vacation home rental opportunities we can find on the internet. If you are interested in any of these resorts, please contact the resort owners directly with any questions, for ordering free brochures or booking. The list is updated frequently so visit often.
Property Picture Property Name Highlight Price

Fairwinds at Tryall - Montego Bay, Jamaica, W.I. Fairwinds at Tryall - Montego Bay, Jamaica, W.I. Among the most glamorous of Jamaican villas, Fairwinds will delight the most discerning vacationer. The villa is supplied with full household staff.

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USD 710 - 1740 Per day

Folly at Tryall - Montego Bay, Jamaica, W.I. Folly at Tryall - Montego Bay, Jamaica, W.I. Villa Folly is a beautiful four-bedroom property, planted with specimen trees, and commanding a dramatic view of the Caribbean Sea...The villa is supplied with full household staff.

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USD 710 - 1740 Per day

Goat Hill - Montego Bay, Jamaica, W.I. Goat Hill - Montego Bay, Jamaica, W.I. Goat Hill is located to benefit from the spectacular view of the Caribbean Sea day and night and the most favorable tradewinds. The villa is supplied with full household staff.

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USD 643 - 2072 Per day

Graceville - Montego Bay, Jamaica, W.I. Graceville - Montego Bay, Jamaica, W.I. From the moment you enter the majestic three story building you are consumed with a sense of true West Indian style. The villa is supplied with full household staff.

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USD 790 - 1020 Per day

Greatview - Montego Bay, Jamaica, W.I. Greatview is the newest and most glamorous private home overlooking the Half Moon golf course, Ritz Carlton and vast vista of Caribbean Sea. The villa is supplied with full household staff.

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USD 1143 - 2429 Per day

Hanover House - Montego Bay, Jamaica, W.I. Hanover House - Montego Bay, Jamaica, W.I. Hanover House is among the most architecturally distinctive private homes in Jamaica. The villa is supplied with full household staff.

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USD 643 - 2172 Per day

Haystack at Tryall - Montego Bay, Jamaica, W.I. Haystack at Tryall - Montego Bay, Jamaica, W.I. An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. The villa is supplied with full household staff.

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USD 3380 Per day

Heron Cove & Rum Punch at Tryall - Montego Bay, Jamaica, W.I. Heron Cove & Rum Punch at Tryall - Montego Bay, Jamaica, W.I. Heron Cove is dramatically situated on a lush two-acre property overlooking the sea with a perfect vantage point for sunset viewing. The villa is supplied with full household staff.

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USD 785 - 2750 Per day

Hillside Cottage at Round Hill - Montego Bay, Jamaica, W.I. Hillside Cottage at Round Hill - Montego Bay, Jamaica, W.I. ...privately tucked into the east side of Round Hill, away and apart from all others, yet literally minutes from the amenities of the famous resort...The villa is supplied with full household staff.

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USD 858 - 1358 Per day

Island House at Tryall - Montego Bay, Jamaica, W.I. Island House at Tryall - Montego Bay, Jamaica, W.I. The delightfully refurbished Island House remains true to the essence of its name. The villa is supplied with full household staff.

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USD 785 - 2045 Per day

Knokando at Round Hill - Montego Bay, Jamaica, W.I. distinguished by one of the most breathtaking views in the Caribbean... The villa is supplied with full household staff.

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USD 786 - 2929 Per day

Ladywood Main House - Montego Bay, Jamaica, W.I. Ladywood Main House - Montego Bay, Jamaica, W.I. This spacious villa has a 4 bed/3 bath main house and a 2 bed/2 bath cottage. The villa is supplied with full household staff.

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USD 400 - 1200 Per day

Ladywood Villa - Montego Bay, Jamaica, W.I. Ladywood Villa - Montego Bay, Jamaica, W.I. Set on a hillside, amid lush tropical gardens, overlooking the beautifully manicured Half Moon golf course & the Caribbean Sea...The villa is supplied with full household staff.

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USD 400 - 1400 Per day

Linger Longer at Tryall - Montego Bay, Jamaica, W.I. Linger Longer at Tryall - Montego Bay, Jamaica, W.I. Linger Longer is an exceptional three-bedroom villa with a winning view of the 13th hole of Tryall Club’s golf course and of the Caribbean Sea. The villa is supplied with full household staff.

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USD 630 - 1535 Per day

Little Hill at Tryall - Montego Bay, Jamaica, W.I. Little Hill at Tryall - Montego Bay, Jamaica, W.I. 5 Bedroom Villa - Little Hill - Rating: Deluxe Little Hill provides the ultimate in refined luxury. The villa is supplied with full household staff.

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USD 1143 - 2786 Per day

Longview at Round Hill - Montego Bay, Jamaica, W.I. From acres of beautifully landscaped and terraced grounds, Longview commands sweeping views of the Caribbean Sea and blue-green mountain range. The villa is supplied with full household staff.

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USD 1429 - 2929 Per day

Ma Moura at Tryall - Montego Bay, Jamaica, W.I. Ma Moura at Tryall - Montego Bay, Jamaica, W.I. Ma’ Moura is cared for by an award- winning staff who dedicate themselves to fulfilling vacation dreams. The villa is supplied with full household staff.

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USD 710 - 2280 Per day

Mahogany Hill at Tryall - Montego Bay, Jamaica, W.I. Mahogany Hill at Tryall - Montego Bay, Jamaica, W.I. A visit to Mahogany Hill awakens the realization that you have finally landed in paradise. The villa is supplied with full household staff.

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USD 1100 - 2750 Per day

Merryland at Tryall - Montego Bay, Jamaica, W.I. Merryland at Tryall - Montego Bay, Jamaica, W.I. One of the finest villas at Tryall Club...The villa is supplied with full household staff.

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USD 865 - 2280 Per day

No Le Hace at Tryall - Montego Bay, Jamaica, W.I. No Le Hace at Tryall - Montego Bay, Jamaica, W.I. Breathtaking views from No Le Hace will be etched in your mind forever. The villa is supplied with full household staff.

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USD 865 - 2280 Per day

No Problem at Tryall - Montego Bay, Jamaica, W.I. No Problem at Tryall - Montego Bay, Jamaica, W.I. Commanding excellent views of the Caribbean Sea and Tryall Club’s golf course, No Problem is a cozy two-storey villa. The villa is supplied with full household staff.

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USD 630 - 1535 Per day

Noble House - Montego Bay, Jamaica, W.I. Noble House - Montego Bay, Jamaica, W.I. A paradigm of elegance and style, Noble House is an architectural gem, unique in the Caribbean. The villa is supplied with full household staff.

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USD 858 - 2322 Per day

Ocean Crest - Montego Bay, Jamaica, W.I. Ocean Crest - Montego Bay, Jamaica, W.I. Ocean Crest is a large mansion with 8 bedrooms and 8 ensuite bathrooms. The villa is supplied with full household staff.

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USD 786 - 929 Per day

Pineapple House at Tryall - Montego Bay, Jamaica, W.I. Pineapple House at Tryall - Montego Bay, Jamaica, W.I. Pineapple House is now one of the finest luxury villas at Tryall...The villa is supplied with full household staff.

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USD 865 - 2280 Per day

Pinnacle at Tryall - Montego Bay, Jamaica, W.I. Pinnacle at Tryall - Montego Bay, Jamaica, W.I. Pinnacle is a charming open-air Caribbean-style villa overlooking the historic Tryall Great House, golf course and the sea.

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USD 630 - 1535 Per day

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