Modify Your Search

Guests

Enter Number of Guests

Price Per Night:

Villa Features

We found 98 available villas for you.

Bambu

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.

4
14
5
from $1,179.00/ per night

Bee Happy at the Tryall Club ~ A Two-Bedroom Great House Villa

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!

2
4
5
from $572.00/ per night

Blue Heaven

This lovely villa and grounds sit on a hilltop overlooking Montego Bay and beyond. Perfectly situated only 20 minutes from the airport and 15 minutes from the Tryall Club. Blue Heaven also comes with a complimentary driver on 7-night reservations.

3
6
3
from $643.00/ per night

Bougainvillea at the Tryall Club

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.

5
10
5
from $1,754.00/ per night

Bumper’s Nest at the Tryall Club

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.

4
12
5
from $1,624.00/ per night

Buttonwood Reef

This brand new 6 bedroom villa was completed in March 2020. Its location is stunning, right on the water’s edge, overlooking the crystal clear blue waters that Ocho Rios is well-known for. Entry to the villa is through the private compound of Hermosa Cove Boutique Resort.

4
12
5
Call for Pricing

Buttonwood Reef and Seabiscuit Cottage

This brand new 6 bedroom villa & 3 bedroom Sea Biscuit cottage was completed in March 2020. Its location is stunning, right on the water’s edge, overlooking the crystal clear blue waters that Ocho Rios is well-known for. Entry to the villa is through the private compound of Hermosa Cove Boutique Resort.

7
18
5
from $3,525.00/ per night

Calypso Shores

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.

3
8
5
from $850.00/ per night

Canoe Cove on the Beach

In the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.

5
14
5
from $2,814.00/ per night

Caribbean Jewel

Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill & White Witch Golf Courses nearby.

3
8
5
from $714.00/ per night

Cielo at the Tryall Club

Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!

5
10
5
from $1,429.00/ per night

Cliffside Cottage

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.

3
10
5
from $643.00/ per night