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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
10 Guests 5 Bedrooms 6 Bathrooms

Bougainvillea at the Tryall Club

Jamaica / Montego Bay
from $1,754.00 /night
4 Guests 2 Bedrooms 3 Bathrooms
from $572.00 /night
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
12 Guests 6 Bedrooms 6 Bathrooms

Keela Wee on the Beach

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

Longview Villa on Round Hill

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

Nutmeg

Jamaica / Montego Bay
from $1,254.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Sea Haven on Discovery Bay

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

Seven Seas on the Beach

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

Sugar Hill at the Tryall Club

Jamaica / Montego Bay
from $1,633.00 /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.

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:
  • 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.

4 Guests 2 Bedrooms 3 Bathrooms
from $572.00 /night

Bee Happy, newly renovated and newly named! The home owners have done a masterful job. This staffed two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!

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.

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:
  • 2 Free Nights
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..

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.

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.

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:
  • 2 Free Nights
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.

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!