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Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Bambu

Jamaica / Montego Bay
from $1,179.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Calypso Shores

Jamaica / Montego Bay
from $850.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Cliffside Cottage

Jamaica / Montego Bay
from $643.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 6 Bathrooms

Great River House

Jamaica / Montego Bay
from $1,000.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Hidden Bay by the Sea

Jamaica / Runaway Bay
from $1,714.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Keela Wee on the Beach

Jamaica / Discovery Bay
from $1,714.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 6 Bathrooms

Bali Hai at the Tryall Club

Jamaica / Montego Bay
from $1,429.00 /night
Exclusive Offers
4 Guests 1 Bedrooms 2 Bathrooms
from $357.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Nutmeg

Jamaica / Montego Bay
from $1,254.00 /night
Exclusive Offers
14 Guests 5 Bedrooms 6 Bathrooms

Pavilion

Jamaica / Montego Bay
from $1,000.00 /night
Exclusive Offers
16 Guests 8 Bedrooms 8 Bathrooms

Sugar Hill at the Tryall Club

Jamaica / Montego Bay
from $1,633.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

Sweet Spot on the Beach

Jamaica / Runaway Bay
from $1,275.00 /night
14 Guests 7 Bedrooms 7 Bathrooms

Bambu

Jamaica / Montego Bay
from $1,179.00 /night

Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
  • 2 Free Nights
8 Guests 4 Bedrooms 4 Bathrooms

Calypso Shores

Jamaica / Montego Bay
from $850.00 /night

Calypso Shores is located in a lovely California-style residential neighborhood named Lagoons. Its prize location is a waterfront acre on a calm lagoon. Lovers of water sports will revel in this location.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 5 Bathrooms

Cliffside Cottage

Jamaica / Montego Bay
from $643.00 /night

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 6 Bathrooms

Great River House

Jamaica / Montego Bay
from $1,000.00 /night

Classic Jamaican glamour meets luxurious modern conveniences! Set on five acres of gently sloping land with sea view and surrounded by manicured lawns.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Hidden Bay by the Sea

Jamaica / Runaway Bay
from $1,714.00 /night

HIDDEN BAY by the SEA perches dramatically on a cliffside and is one of the most remarkable sites on Jamaica’s renowned North Coast.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Keela Wee on the Beach

Jamaica / Discovery Bay
from $1,714.00 /night

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 6 Bathrooms

Bali Hai at the Tryall Club

Jamaica / Montego Bay
from $1,429.00 /night

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Bali Hai is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
4 Guests 1 Bedrooms 2 Bathrooms
from $357.00 /night

Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Nutmeg

Jamaica / Montego Bay
from $1,254.00 /night

Nutmeg is a charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm ~ just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
14 Guests 5 Bedrooms 6 Bathrooms

Pavilion

Jamaica / Montego Bay
from $1,000.00 /night

Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
16 Guests 8 Bedrooms 8 Bathrooms

Sugar Hill at the Tryall Club

Jamaica / Montego Bay
from $1,633.00 /night

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6.5 Bathrooms

Sweet Spot on the Beach

Jamaica / Runaway Bay
from $1,275.00 /night

Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds ... a 6,000-square-foot private home with a huge lawn and beach.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars