Jamaica Villas
Relax on a spectacular seven-mile beach, explore limestone cave labyrinths and cascading waterfalls, or listen to reggae music and get a taste of culture. Enjoy a luxury villa in activity-laden Montego Bay, on long stretches of white-sand beaches in Negril, among lush rainforests in Ocho Rios, or overlooking calming clear waters in Discovery Bay. Most Jamaican villas are equipped with an incredibly friendly staff, including a personal chef, who will cater to all your epicurean needs. Feast on jerk-chicken and rum punch on your balcony watching the sunset, and pamper yourself with amenities including water-sports and world-class golf courses.
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Search for Jamaica Villas
Jamaica Specials
7+ Bedroom Jamaica villas view all
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Twin Palms at Tryall Twin Palms, an amazing 7 bedroom deluxe villa offers exquisite tradewinds and breathtaking …
7 bedrooms
in Tryall
from $3,858/night -
Hanover Grange at Tryall Hanover Grange opened in 2010. It was designed and built as the Jamaican home of Theresa and …
9 bedrooms
in Tryall
from $2,150/night -
L’Dor V’Dor at Tryall Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic …
10 bedrooms
in Tryall
from $2,143/night -
Harmony Hill at Tryall One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury …
7 bedrooms
in Tryall
from $1,786/night -
Sugar Hill at Tryall Sugar Hill Villa, which consist of 7 bedrooms is situated on a gorgeous three-acre property …
7 bedrooms
in Tryall
from $1,715/night -
Belle Abri special Belle Abri (“beautiful sanctuary”) is one of the newest private homes overlooking the Half …
7 bedrooms
in Montego Bay
from $1,286/night -
Villas at Half Moon, A RockResort special For years Half Moon's Royal Villas have played "home away from home" for many …
7 bedrooms
in Half Moon
from $1,200/night -
Fairway Manor special Stunning for its massive renovation and outstanding new features.
7 bedrooms
in Montego Bay
from $940/night -
Silent Waters Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished …
8 bedrooms
in Montego Bay
see rate sheet
Show All 7+ Bedroom Jamaica Villas
6 Bedroom Jamaica villas view all
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Anticipation at Tryall Anticipation combines Caribbean architecture with European style décor privately nestled at …
6 bedrooms
in Tryall
from $2,150/night -
Rose Cottage at Tryall Rose Cottage, a six-bedroom new villa to Tryall, sits quietly yet dramatically on a plateau …
6 bedrooms
in Tryall
from $2,150/night -
Malatai on the Beach Directly on the turquoise waters of Old Fort Bay in St. Ann‘s Parish, Malatai, is a …
6 bedrooms
in Ocho Rios
from $1,715/night -
Viviana at Tryall On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is …
6 bedrooms
in Tryall
from $1,286/night -
Greatview Jamaica Greatview is one of the newest and most glamorous private homes overlooking the Half Moon golf …
6 bedrooms
in Montego Bay
from $1,272/night -
Bambu special Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious …
6 bedrooms
in Montego Bay
from $1,179/night -
Bluefields Bay Villas San Michele special This authentic home sits on the Caribbean with …
6 bedrooms
in Bluefields Bay
from $940/night -
Bluefields Bay Villas Mullion Cove special Mullion Cove set the tone and is the original …
6 bedrooms
in Bluefields Bay
from $725/night -
Highland House Rising from the hills, the seven rooftops of the Highland House cover over 7,000 square feet
6 bedrooms
in Montego Bay
rates on request
Show All 6 Bedroom Jamaica Villas
5 Bedroom Jamaica villas view all
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Flower Hill Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This …
5 bedrooms
in Montego Bay
from $2,000/night -
Trinity at Tryall Completed in January of 2007, Trinity Villa is an ultra-luxurious, 5 bedroom paradise.
5 bedrooms
in Tryall
from $1,720/night -
Bougainvillea at Tryall Completed in January 2008, Bougainvillea is one of the most stylish homes in this collection. …
5 bedrooms
in Tryall
from $1,715/night -
Infinity at Tryall Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven …
5 bedrooms
in Tryall
from $1,715/night -
Ginger Breeze at Moon Dance The largest villa on the property, Ginger Breeze is an opulent, 5 bedroom escape from everyday life.
5 bedrooms
in Moon Dance Villas
from $1,500/night -
Noble House on the Beach Noble House on the Beach is an architectural gem, unique in the Caribbean.
5 bedrooms
in Montego Bay
from $893/night -
Allamanda Brand New 8,000-square-foot private villa on 2 acres ... perfect for families!
5 bedrooms
in Montego Bay
from $858/night
Show All 5 Bedroom Jamaica Villas
4 Bedroom Jamaica villas view all
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Azure Sky at Moon Dance The finest of the Moon Dance Villas, Azure Sky is a 4 bedroom mansion overlooking the water.
4 bedrooms
in Moon Dance Villas
from $1,400/night -
Seven Seas on the Beach The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade …
4 bedrooms
in Ocho Rios
from $1,000/night -
Bluefields Bay Villas The Hermitage special Architect-designed and lauded as a prized …
4 bedrooms
in Bluefields Bay
from $900/night -
Coo Yah at Tryall “Coo yah!” is patois for “Look here!” And when you look, you find a golfer’s paradise...
4 bedrooms
in Tryall
from $865/night -
Bumpers Nest at Tryall On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and …
4 bedrooms
in Tryall
from $786/night -
Beach House Located in a lovely California-style residential neighborhood named Lagoons, the Beach House is …
4 bedrooms
in Montego Bay
from $715/night
Show All 4 Bedroom Jamaica Villas
3 Bedroom Jamaica villas view all
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Villa Plantana at Royal Plantation This supremely exclusive three-bedroom villa boasts its own separate driveway and a fairytale, …
3 bedrooms
in Ocho Rios
from $2,860/night -
Goat Hill special Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view …
3 bedrooms
in Montego Bay
from $786/night -
Bluefields Bay Villas Providence House special Providence House, our most recent acquisition, …
3 bedrooms
in Bluefields Bay
from $535/night -
Little Waters Little Waters Villa, located on the Negril clifts in Jamaica, with breathtaking views of the …
3 bedrooms
in Negril
rates on request
Show All 3 Bedroom Jamaica Villas
2 Bedroom Jamaica villas view all
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Little Palm at Tryall This enchanting 2 bedroom villa is built around a swimming pool and a tropical vine covered veranda.
2 bedrooms
in Tryall
from $572/night -
Bluefields Bay Villas Cottonwood Cottage special Our most nature-integrated villa, this home …
2 bedrooms
in Bluefields Bay
from $535/night -
Bluefields Bay Villas Milestone Cottage special Milestone Cottage has always been the …
2 bedrooms
in Bluefields Bay
from $535/night
Show All 2 Bedroom Jamaica Villas
1 Bedroom Jamaica villas view all
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Lilac Mist at Moon Dance An intimate, honeymoon villa, Lilac Mist is a 1,500 square foot escape.
1 bedroom
in Moon Dance Villas
from $600/night -
Mirador at Tryall Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides …
1 bedroom
in Tryall
from $393/night
