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  4. Montego Bay Luxury Villas

Located on Jamaica’s northern coast, Montego Bay is home to the island’s best restaurants and some of the most picture-perfect beaches, like Doctor’s Cave Beach, known for its clear water and nearly pure-white sand. Montego Bay is also home to the most luxurious Jamaica resorts, including Half Moon, Tryall Club, and Round Hill. If you’re looking to tee off on the island’s famous fairways, Montego Bay golf opportunities abound: Half Moon and Tryall Club both feature championship golf courses, and the popular Cinnamon Hill and White Witch courses are nearby as well. 

Our Montego Bay villas feature private pools, spacious terraces, and lush gardens with stunning views of the sea. Most of our Jamaica villas also include a full staff consisting of a cook, butler, and laundress. Your private cook will prepare you personalized meals based on your group’s preferences or introduce you to traditional Jamaican cuisine like jerk chicken or ackee and saltfish.

63 Villas
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Mirador at Tryall

Mirador at Tryall

Jamaica / Tryall

1
Bedrooms
Sleeps
4
from $357+
per night

Our Exclusive Offers:
 Free Nights

Mirador is a stylish one-bedroom apartment at the posh Tryall Club with a breathtaking view.

Caribbean Jewel

Caribbean Jewel

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $714+
per night

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.

Jus' Paradise

Jus' Paradise

Jamaica / Montego Bay

3
Bedrooms
Sleeps
10
from $743+
per night

Jus' Paradise is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall.

Goat Hill

Goat Hill

Jamaica / Montego Bay

3
Bedrooms
Sleeps
6
from $786+
per night

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade winds day and night.

Wild Orchid

Wild Orchid

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $1,000+
per night

Wild Orchid is a private Jamaican hideaway located on part of a former banana and coconut plantation stretching from mountain to sea.

Kenyan Sunset

Kenyan Sunset

Jamaica / Montego Bay

5
Bedrooms
Sleeps
12
from $1,014+
per night

Glamorous 8,000-square-foot 5-bedroom private golf villa on 2 acres with separate 2-bedroom guest cottage!

Serenity on the Beach

Serenity on the Beach

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $1,021+
per night

Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay.

Noble House on the Beach

Noble House on the Beach

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $1,050+
per night

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean.

Tek Time Golf Villa on Cinnamon Hill

Tek Time Golf Villa on Cinnamon Hill

Jamaica / Montego Bay

5
Bedrooms
Sleeps
12
from $1,079+
per night

Tek Time is Jamaican patois for advice that almost all of us need: take time to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.

Bambu

Bambu

Jamaica / Montego Bay

6
Bedrooms
Sleeps
14
from $1,179+
per night

Our Exclusive Offers:
 Free Nights

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.

Allamanda

Allamanda

Jamaica / Montego Bay

5
Bedrooms
Sleeps
12
from $1,286+
per night

8,000-square-foot private villa on 2 acres ... perfect for families!

Sea Glass at Tryall

Sea Glass at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,299+
per night

Formerly named Villa Annabella, Sea Glass affords privacy, excellent sea views and the luxury of being surrounded by open space both inside and out.

Villa Rosa

Villa Rosa

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $1,557+
per night

Villa Rosa is a stunning, modern villa in Montego Bay's Spring Farm neighborhood.

Greatview

Greatview

Jamaica / Montego Bay

6
Bedrooms
Sleeps
12
from $1,557+
per night

Greatview is one of the most glamorous private homes overlooking the Half Moon golf course and vast ocean vista.

Windward at Tryall

Windward at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,558+
per night

Our Exclusive Offers:
 Free Nights

Windward at Tryall in Montego Bay is just right for a family or group of friends.

Sea Salt at Tryall

Sea Salt at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,558+
per night

Sea Salt is one of the most stylish villas at the Tryall Club.

Bumpers Nest at Tryall

Bumpers Nest at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,623+
per night

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.

Fairway Manor

Fairway Manor

Jamaica / Montego Bay

7
Bedrooms
Sleeps
14
from $1,700+
per night

Overlooks the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.

Bougainvillea at Tryall

Bougainvillea at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,754+
per night

Bougainvillea is one of the most stylish homes in this collection.

Janus

Janus

Jamaica / Round Hill

4
Bedrooms
Sleeps
8
from $2,071+
per night

Janus is a stunning four-bedroom villa atop Round Hill, designed to be extraordinarily comfortable and chic!