Westmoreland Parish Vacation Rentals

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Crystal Waters Villas
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Experience the total vacation at Negril in one of the best locations this side of heaven

3 Bedrooms
3 Bathrooms
$400 / night (excl. fees & taxes)
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Negril Beach Villa
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A Rare Find on Seven Mile Beach in Negril

3 Bedrooms
3 Bathrooms
$980 / night (excl. fees & taxes)
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Villa Lolita - Tryall
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Villa Lolita is Tryall's newest and most fabulously equipped luxury villa!

5 Bedrooms
5 Bathrooms
$1298 / night (excl. fees & taxes)
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Eureka - Tryall
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Spectacular views and all the amenities at Tryall

3 Bedrooms
3 Bathrooms
$714 / night (excl. fees & taxes)
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Vista del Mar - Tryall Club
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Vista Del Mar sits on the top of Barnes Hill and has an majestic alley of palms leading up to this villa at the top of Tryall.

4 Bedrooms
4 Bathrooms
$786 / night (excl. fees & taxes)
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Goat Hill - Montego Bay
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Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea

3 Bedrooms
3 Bathrooms
$1000 / 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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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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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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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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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)
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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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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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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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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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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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Wild Orchid
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On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a glamorous and luxurious hideaway in the

5 Bedrooms
5 Bathrooms
$1250 / night (excl. fees & taxes)
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Afimi - Lagoons
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Four Bedroom, Beachfront Villa in Upscale Lagoons Area

4 Bedrooms
4½ Bathrooms
$1040 / night (excl. fees & taxes)
    1 – 20 Rentals