VILLA SPECIALIST HOURS:
MON-FRI 8AM-8PM ET
SUNDAY 9AM-6PM ET
  1. Home
  2. Caribbean
  3. Jamaica
  4. Discovery Bay Luxury Villas

East of Montego Bay on Jamaica’s beautiful northern shore lies Discovery Bay, a peaceful natural harbor named to commemorate the site where Christopher Columbus first landed on the island. While historians have since disputed that fact, visitors can still view artifacts from the era in Columbus Park’s open-air museum located on the west side of the bay. Puerto Seco Beach on the east side of the bay is beloved for its family-friendly atmosphere, playground, and water sports rentals; though the beach is currently closed for renovations, it will open reopen soon with updated facilities. Kids will also love visiting the nearby Green Grotto Caves, a series of underground caverns with exquisitely formed stalactites and stalagmites. 

Many of our villas in Discovery Bay are located on a stretch of shoreline on the eastern side of the bay known as the The Riviera, home to some of the island’s most luxurious properties. Along with private seaside infinity pools and Jacuzzis, many Jamaica villas also include private beaches, boat docks, seaside gazebos, and kayaks. In addition, you’ll enjoy the services of a full staff—including a cook, butler, and laundress—with most of our villas in Jamaica, so your friends and family can enjoy a truly relaxing Jamaica vacation.

11 Villas
Sort Results
Fortlands Point

Fortlands Point

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,000+
per night

On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point.

Makana on the Beach

Makana on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,071+
per night

Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay.

Whispering Waters on the Beach

Whispering Waters on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,214+
per night

From the homeowner who created the wonderful villa Keela Wee comes its new sister house, Whispering Waters. Located immediately next door to Keela Wee, this brand new villa offers seven bedrooms and en-suite bathrooms.

Linga-Awile Cottage on the Beach

Linga-Awile Cottage on the Beach

Jamaica / Discovery Bay

3
Bedrooms
Sleeps
8
from $429+
per night

This 3-bedroom casual cottage shares a delightful waterfront site with its sister property, Coral Cove Villa, on the clear waters of Discovery Bay.

Sea Haven

Sea Haven

Jamaica / Discovery Bay

4
Bedrooms
Sleeps
8
from $500+
per night

Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue.

Coral Cove Villa on the Beach

Coral Cove Villa on the Beach

Jamaica / Discovery Bay

5
Bedrooms
Sleeps
10
from $707+
per night

A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle.

Sugar Bay on the Beach

Sugar Bay on the Beach

Jamaica / Discovery Bay

5
Bedrooms
Sleeps
10
from $1,418+
per night

On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay.

A Summer Place on the Beach

A Summer Place on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $1,571+
per night

Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home.

Keela Wee on the Beach

Keela Wee on the Beach

Jamaica / Discovery Bay

6
Bedrooms
Sleeps
12
from $1,714+
per night

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay.

Sundown

Sundown

Jamaica / Discovery Bay

9
Bedrooms
Sleeps
18
from $1,807+
per night

Sundown Villa is located on the beautiful Discovery Bay, a coveted vacation spot in one of the most beautiful and peaceful Bays on Jamaica’s north coast.

Amanoka

Amanoka

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,286+
per night

A favorite of celebrities and discerning vacationers, Amanoka promises a luxurious and truly enjoyable vacation.