Jamaica Villa Rentals

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Destination Highlights

Map of the Caribbean

Where is The Caribbean

Jamaica Villa Rentals

There is magic to the island of Jamaica. Wherever you go in this enchanted paradise, you will find natural beauty so stunning it will take your breath away. People are so genuinely friendly and hospitable; it will warm your heart.

Jamaica, the third largest island in the Caribbean, is home to a magnificent landscape of rolling mountains lined by endless, sensuous beaches. It is covered by lush foliage and crisscrossed by streaming rivers and cascading waterfalls.

Jamaica has rich cultural traditions, and plenty of things to do —particularly local music, art, and cuisine.  One of Jamaica’s national dishes is jerk -- whether it's jerk sausage, shrimp, goat or chicken, the flavor will spice up your night. There's one way to cool down your palate in Jamaica, the drink of choice is rum. Appleton Estate is an icon in the rum production world.

Rental villas in Jamaica are a very popular choice for accommodations. The luxury vacation rentals include a full staff including a gourmet chef who will prepare delicious Jamaican meals including fresh, locally caught fish.

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Browse 72 Jamaica vacation rentals

Bumpers Nest at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 6 bedrooms
$1,299 - 32,462 per night
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Following Seas at the Tryall Club

Montego Bay, Tryall Club, Jamaica
6 bedrooms
$2,923 - 5,682 per night
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Flower Hill

Montego Bay, Jamaica
5 or 6 bedrooms
$2,572 - 5,000 per night
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Longview Manor at Round Hill

Montego Bay, Jamaica
From 4 to 7 bedrooms
$1,786 - 4,786 per night
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Haystack at the Tryall Club

Montego Bay, Tryall Club, Jamaica
From 5 to 8 bedrooms
$1,559 - 4,611 per night
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Whispering Waters on the Beach

Discovery Bay, Jamaica
5 or 7 bedrooms
$2,215 - 4,572 per night
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Harmony Hill at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5, 6 or 7 bedrooms
$1,689 - 4,546 per night
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Destiny

Montego Bay, Jamaica
3 or 5 bedrooms
$1,429 - 4,286 per night
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Mahogany Hill at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3, 4 or 5 bedrooms
$1,172 - 4,286 per night
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Canoe Cove on the Beach

Old Fort Bay, Ocho Rios, Jamaica
5 or 7 bedrooms
$2,362 - 4,072 per night
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Fortlands Point on the Beach

Discovery Bay, Jamaica
5, 6 or 7 bedrooms
$2,286 - 3,929 per night
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Bougainvillea at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,559 - 3,897 per night
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Karma Bay at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4, 5 or 6 bedrooms
$1,299 - 3,897 per night
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Sea Salt at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 5 bedrooms
$1,299 - 3,897 per night
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Viviana at the Tryall Club

Montego Bay, Tryall Club, Jamaica
6 bedrooms
$1,948 - 3,897 per night
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Windward at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4, 5 or 6 bedrooms
$1,559 - 3,897 per night
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Windrush at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 or 6 bedrooms
$2,598 - 3,896 per night
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Greatview

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,515 - 3,858 per night
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Keela Wee on the Beach

Discovery Bay, Jamaica
4 or 6 bedrooms
$1,715 - 3,858 per night
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Makana on the Beach

Discovery Bay, Jamaica
4 or 6 bedrooms
$1,858 - 3,715 per night
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Round House at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 or 8 bedrooms
$1,351 - 3,677 per night
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Knockando at Round Hill

Montego Bay, Jamaica
3 or 5 bedrooms
$1,258 - 3,622 per night
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Sugar Bay on the Beach

Discovery Bay, Jamaica
3 or 5 bedrooms
$1,286 - 3,619 per night
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A Summer Place on the Beach

Discovery Bay, Jamaica
From 4 to 7 bedrooms
$1,572 - 3,500 per night
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Malatai on the Beach

Ocho Rios, Jamaica
From 3 to 6 bedrooms
$1,715 - 3,429 per night
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Tranquillity on the Beach

Montego Bay, Jamaica
3, 4, 5 or 7 bedrooms
$1,143 - 3,429 per night
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Hidden Bay by the Sea

Runaway Bay, Jamaica
4, 5 or 6 bedrooms
$1,143 - 3,286 per night
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Sweet Spot on the Beach

Runaway Bay, Jamaica
4, 5 or 6 bedrooms
$1,215 - 3,286 per night
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Lolita at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,689 - 3,247 per night
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Point of View at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,559 - 3,247 per night
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Great River House

Montego Bay, Jamaica
3 or 5 bedrooms
$1,000 - 3,215 per night
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Allamanda

Montego Bay, Jamaica
3 or 5 bedrooms
$1,286 - 3,000 per night
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Bambu

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,179 - 3,000 per night
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Endless Summer

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,143 - 2,922 per night
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Fairway Manor

Montego Bay, Jamaica
From 3 to 7 bedrooms
$1,010 - 2,915 per night
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Phoenix at the Tryall Club

Montego Bay, Tryall Club, Jamaica
From 4 to 7 bedrooms
$1,299 - 2,858 per night
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Noble House on the Beach

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,050 - 2,842 per night
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Pimento Hill

Montego Bay, Jamaica
From 3 to 6 bedrooms
$708 - 2,700 per night
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Cielo at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 5 bedrooms
$786 - 2,500 per night
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Kenyan Sunset Golf Villa

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,015 - 2,500 per night
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Tek Time Golf Villa on Cinnamon Hill

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,015 - 2,500 per night
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Nutmeg

Montego Bay, Jamaica
From 3 to 6 bedrooms
$929 - 2,429 per night
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Pavilion

Montego Bay, Jamaica
4 or 5 bedrooms
$829 - 2,386 per night
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Serenity on the Beach

Montego Bay, Jamaica
2, 3 or 4 bedrooms
$975 - 2,286 per night
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Vista del Mar at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3 bedrooms
$1,039 - 2,208 per night
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Goat Hill

Montego Bay, Jamaica
2 or 3 bedrooms
$786 - 2,143 per night
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Hillside House on Round Hill

Montego Bay, Jamaica
4 or 5 bedrooms
$929 - 2,143 per night
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Wild Orchid

Montego Bay, Jamaica
4 or 5 bedrooms
$1,000 - 2,072 per night
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Yellow Bird at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$786 - 2,072 per night
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Sea Island by Round Hill

Montego Bay, Jamaica
4 or 6 bedrooms
$785 - 2,000 per night
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Summertime

Montego Bay, Jamaica
From 3 to 6 bedrooms
$715 - 1,858 per night
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Drambuie Estate

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$708 - 1,858 per night
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Sunset on the Beach at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3 bedrooms
$715 - 1,858 per night
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Windsong

Montego Bay, Jamaica
4 bedrooms
$1,000 - 1,843 per night
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Calypso Shores on the Beach

Montego Bay, Jamaica
3 or 4 bedrooms
$730 - 1,832 per night
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Cliffside Cottage

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$715 - 1,786 per night
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Coral Cove

Discovery Bay, Jamaica
3, 4 or 5 bedrooms
$572 - 1,715 per night
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Emerald Seas

Ocho Rios, Jamaica
3, 4 or 5 bedrooms
$643 - 1,715 per night
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Seven Seas on the Beach

Ocho Rios, Jamaica
4 bedrooms
$1,000 - 1,672 per night
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Coconut Cottage

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$679 - 1,643 per night
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Calypso at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$452 - 1,624 per night
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Fairwinds at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$643 - 1,579 per night
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Tradewinds at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$643 - 1,579 per night
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Scotch on the Rocks

Ocho Rios, Jamaica
3, 4 or 5 bedrooms
$790 - 1,434 per night
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Almond Hill

Montego Bay, Jamaica
3 or 4 bedrooms
$679 - 1,422 per night
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Sea Haven

Discovery Bay, Jamaica
2, 3 or 4 bedrooms
$429 - 1,143 per night
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Blue Heaven

Montego Bay, Jamaica
1, 2 or 3 bedrooms
$458 - 1,000 per night
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Mirador at the Tryall Club

Montego Bay, Tryall Club, Jamaica
1 bedroom
$358 - 929 per night
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Lagoon Cottages at GoldenEye

Ocho Rios, Jamaica
1 bedroom
$620 - 925 per night
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Out of the Blue on the Beach

Treasure Beach, Jamaica
4 bedrooms
$600 - 825 per night
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Linga Awile Cottage on the Beach

Discovery Bay, Jamaica
3 bedrooms
$400 - 743 per night
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La Casita Montego Bay

Montego Bay, Jamaica
2 bedrooms
$358 - 700 per night
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