Montego Bay Vacation Rentals

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Sea Island
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Sea Island villa is sheer luxury. 6 bedrooms, 6 bathrooms. Total new renovations makes Sea Island one of the most luxurious villas in Jamaica!

6 Bedrooms
6 Bathrooms
$1071 / night (excl. fees & taxes)
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Villa Rosa - Spring Farm
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VILLA ROSA is stunning! Here is our newest modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of

5 Bedrooms
6½ Bathrooms
$1700 / night (excl. fees & taxes)
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Nutmeg
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A massive inside-outside renovation in 2006 has created a lovely, tasteful, comfortable vacation villa named Nutmeg in the upscale residential neighbo

5 Bedrooms
5 Bathrooms
$1214 / night (excl. fees & taxes)
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Belle Abri
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Luxurious 12,000 ft² Villa in Spring Farm overlooking Half Moon & the Caribbean

7 Bedrooms
7 Bathrooms
$2286 / night (excl. fees & taxes)
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Fairway Manor
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Stunning for its massive renovation and outstanding new features.

7 Bedrooms
9 Bathrooms
$2000 / night (excl. fees & taxes)
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Cliffside Cottage
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Perched on a lush, green hillside above the Caribbean, Cliffside Cottage has stunning views of Montego Bay.

5 Bedrooms
5 Bathrooms
$857 / night (excl. fees & taxes)
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Tek Time - Rose Hall Estate
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TEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that's good and beautiful around us.

5 Bedrooms
5 Bathrooms
$1767 / night (excl. fees & taxes)
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Kenyan Sunset - Rose Hall
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Glamorous 8,000 ft² 5-bedroom private golf villa on 2 acres with separate 2-bedroom guest cottage!

5 Bedrooms
7 Bathrooms
$1542 / night (excl. fees & taxes)
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Jus' Paradise - Rose Hall
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JUS' PARADISE is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall.

3 Bedrooms
3 Bathrooms
$1100 / night (excl. fees & taxes)
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Golden Catle - Rose Hall
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In the heart of exotic Montego Bay, Jamaica lies Golden Castle - your fantasy escape

10 Bedrooms
10 Bathrooms
$3570 / night (excl. fees & taxes)
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Blue Heavn
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A 3 Bedroom villa perched on a peaceful hill, Blue Heaven is named for its breathtaking panorama of the sea and its calm, relaxing ambiance

3 Bedrooms
2½ Bathrooms
$643 / night (excl. fees & taxes)
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Pimento Hill
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Glamorous 9,000 ft² private estate on six landscaped acres overlooking the sea

6 Bedrooms
6 Bathrooms
$11858 / night (excl. fees & taxes)
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Longview Manor - Round Hill
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Large comfortable verandahs ~ one facing east, the other west ~ are vantage points for memorable sunrises and sunsets.

7 Bedrooms
7 Bathrooms
$2571 / night (excl. fees & taxes)
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Knockando - Round Hill
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More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he n

5 Bedrooms
5½ Bathrooms
$1257 / night (excl. fees & taxes)
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Janus - Round Hill
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Located at the highest point on one of the largest individual tracts of land on Round Hill, Janus is one of the most stylish additions to this collect

4 Bedrooms
4 Bathrooms
$2071 / night (excl. fees & taxes)
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Jamaican Dream - Rose Hall
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An aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall.

4 Bedrooms
4 Bathrooms
$1000 / night (excl. fees & taxes)
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Summerland - Round Hill
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Summerland is a fully staffed private home sited for its dramatic view over the sea. The view is simply mesmerizing day and night

4 Bedrooms
4 Bathrooms
$857 / night (excl. fees & taxes)
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Almond Hill
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Four Bedroom Villa with Round Hill & Tryall Membership

4 Bedrooms
4 Bathrooms
$965 / night (excl. fees & taxes)
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Coconut Cottage - Round Hill Estate
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COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate.

5 Bedrooms
5 Bathrooms
$929 / night (excl. fees & taxes)
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Bambu
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A grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers

6 Bedrooms
6 Bathrooms
$1800 / night (excl. fees & taxes)
    21 – 40 Rentals