Find Your Villa

Guests:

FRIENDS AND FAMILY SALE

Featured Villas

More Villas

Exclusive Offers
14 Guests 7 Bedrooms 8 Bathrooms

Amanoka on the Beach

Jamaica / Discovery Bay
from $2,286.00 /night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Bambu

Jamaica / Montego Bay
from $1,179.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 6 Bathrooms

Bougainvillea at the Tryall Club

Jamaica / Montego Bay
from $1,754.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 3 Bathrooms
from $520.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Cliffside Cottage

Jamaica / Montego Bay
from $643.00 /night
Exclusive Offers
16 Guests 7 Bedrooms 9 Bathrooms

Fairway Manor

Jamaica / Montego Bay
from $1,770.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Keela Wee on the Beach

Jamaica / Discovery Bay
from $1,714.00 /night
Exclusive Offers
14 Guests 7 Bedrooms 7 Bathrooms

Longview Villa on Round Hill

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

Nutmeg

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

Pimento Hill

Jamaica / Montego Bay
from $850.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Sea Haven on Discovery Bay

Jamaica / Discovery Bay
from $500.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Seven Seas on the Beach

Jamaica / Ocho Rios
from $1,071.00 /night
14 Guests 7 Bedrooms 8 Bathrooms

Amanoka on the Beach

Jamaica / Discovery Bay
from $2,286.00 /night

Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water and waterfront gazebo with suspended canvas swings.

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

Bougainvillea at the Tryall Club

Jamaica / Montego Bay
from $1,754.00 /night

Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
4 Guests 2 Bedrooms 3 Bathrooms
from $520.00 /night

Camelot is a staffed two-bedroom villa at the legendary Tryall Great House. The villa is distinguished by breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors are smartly decorated. Its newest addition is a private plunge pool.

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
16 Guests 7 Bedrooms 9 Bathrooms

Fairway Manor

Jamaica / Montego Bay
from $1,770.00 /night

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.

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
14 Guests 7 Bedrooms 7 Bathrooms

Longview Villa on Round Hill

Jamaica / Montego Bay
from $2,357.00 /night

If you, family or friends are looking for a certain kind of hideout in a tropical seclusion with timeless elegance and understated luxury, Longview Villa on Round Hill is a pretty favorable address.

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 6 Bedrooms 6 Bathrooms

Pimento Hill

Jamaica / Montego Bay
from $850.00 /night

Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership.

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

Sea Haven on Discovery Bay

Jamaica / Discovery Bay
from $500.00 /night

Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay.

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

Seven Seas on the Beach

Jamaica / Ocho Rios
from $1,071.00 /night

The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.

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