Jamaica Estates & Villas - 954 Rentals Available
954 Vacation rentals
Beautiful Staffed Villa, Spectacular Ocean Views
Port Maria Villa
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$355
from $355 / night
Effie's Luxury Villa By The Sea
Duncans Villa
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$150
from $150 / night
Luxury Ocean View Home with AC, HDTV, Cable & WIFI
Boscobel House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 3 nights min
- Child friendly
- Air conditioning
- Private garden
$160
from $160 / night
Brytan Villa Home Away From Home.
Treasure Beach Guest house
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- 1 night min
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Child friendly
$350
from $350 / night
Certificate of Excellence
Gorgeous, Private and Secure Country Club Home #1
Ocho Rios House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 3 mi
- Swimming pool
Certificate of Excellence
$135
from $135 / night
Certificate of Excellence
Gorgeous, Private and Secure Country Club Home #2
St. Ann's Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 7 7
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Certificate of Excellence
$150
from $150 / night
Villa Mishkan Rooms & Suites
Runaway Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$135
from $135 / night
Romantic beachfront condo with awesome views
Tower Isle Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$75
from $75 / night
Sea View Heights Villa Montego Bay
Rose Hall Villa
- 18 bedrooms 18
- 22 bathrooms
- Sleeps 36 36
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$100
from $100 / night
Ocean front studio condo Point Village
Negril Condo
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 3 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$115
from $115 / night
The Most Extraordinary View.
Montego Bay Villa
- 22 bedrooms 22
- 22 bathrooms
- Sleeps 36 36
- 1 night min
- Beach/lakeside relaxation
- Nearest beach 15 mi
- Swimming pool
$90
from $90 / night
Sea View Heights Villa Montego Bay
Montego Bay Villa
- 22 bedrooms 22
- 18 bathrooms
- Sleeps 36 36
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$90
from $90 / night
Hill Sea View Villa
Ocho Rios Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 18 18
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$75
from $75 / night
Summerhill - Montego Bay 9BR
Montego Bay House
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1672
from $1672 / night
Summerhill - Montego Bay 7BR
Ironshore House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1528
from $1528 / night
Quadrille, Silver Sands 4BR
Silver Sands House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$785
from $785 / night
Hummingbird House - Tryall Club
Hopewell Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Child friendly
$3142
from $3142 / night
Wild Orchid - Jamaica
Saint James Parish Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1000
from $1000 / night
Little Waters Negril 3BR
Negril House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$800
from $800 / night
Quadrille, Silver Sands 3BR
Silver Sands House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$685
from $685 / night
Frankfort - Ocho Rios 6BR
Ocho Rios House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Air conditioning
$3024
from $3024 / night
Hanover Grange, Tryall Club, Montego Bay 9BR
Hopewell House
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3051
from $3051 / night
Culloden Cove - South Coast 5 Bedroom
Bluefields House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$657
from $657 / night
Summerhill - Montego Bay 6BR
Ironshore House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1328
from $1328 / night
Sea Island - Montego Bay 6BR
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Air conditioning
$1071
from $1071 / night
Sunset, Tryall- Montego Bay 5BR
Hopewell House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1928
from $1928 / night
Clive House at Tryall - Montego Bay 4BR
Sandy Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$642
from $642 / night
Amanoka on the Beach
Discovery Bay Villa
- 7 bedrooms 7
- 8 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2515
from $2515 / night
Sea Island - Montego Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$786
from $786 / night
Out of the Blue - Ideal for Couples and Families, Beautiful Pool and Beach
Treasure Beach Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$600
from $600 / night
Villa Paradiso - Ocho Rios 7 Bedroom Beachfront
Ocho Rios House
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1920
from $1920 / night
Round House, Tryall - Montego Bay 7BR
Sandy Bay House
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2142
from $2142 / night
Fairway Manor
Saint James Parish Villa
- 7 bedrooms 7
- 8 bathrooms
- Sleeps 14 14
- Min stay varies
- Child friendly
$1400
from $1400 / night
Stonaway- Ocho Rios 4BR
Ocho Rios House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$642
from $642 / night
Summerhill - Montego Bay 8BR
Ironshore House
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1600
from $1600 / night
Keela Wee on the Beach
Discovery Bay Villa
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1715
from $1715 / night
Bumper's Nest at the Tryall Club - Ideal for Couples and Families, Beautiful
Hopewell Villa
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2273
from $2273 / night
Endless Summer - Montego Bay 6BR
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1357
from $1357 / night
Greatview - Montego Bay 7BR
Montego Bay House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2371
from $2371 / night
Blue Waters - Ocho Rios 4 Bedroom
Ocho Rios House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Air conditioning
$357
from $357 / night
About Jamaica
With endless, beautiful beaches and majestic national parks, Jamaica is a top destination for travelers of all ages. Plan your stay in one of the many convenient Jamaica vacation rentals, and discover what this island nation has to offer.
Jamaica Climate
Jamaica has a tropical climate, which means you’ll find hot and humid temperatures in just about every season here. In fact, the temperatures don’t fluctuate much, with highs around 90 degrees and lows in the low 70s year-round. Jamaica remains humid for most of the year, and its rainiest months are in the spring and fall. On average, October is the rainiest month and is also the end of the hurricane season in Jamaica. Due to the threat of hurricanes, November to April is generally the best and most popular time to visit Jamaica.
How to Get Around Jamaica
Since Jamaica is an island nation, most visitors arrive by flying into Sangster International Airport, on the northwestern edge of the island. Though it’s possible to rent a car when you arrive, keep in mind that Jamaican drivers keep to the left side of the road. For many visitors, taking taxis or minibuses to and from attractions, beaches, and Jamaica villas is easier and more relaxing.
Things to Do in Jamaica
When you visit Jamaica, it’s never a bad idea to start your day at the beach. Negril’s Seven Mile Beach is one of the island’s most popular, and for good reason. During the day, this expansive beach is relatively family-friendly and is a great place for a swim, and during the evening, you can find many beach bars.
Montego Bay offers a variety of activities and unique attractions. These include Jamaica’s Spirit of Reggae, the Bob Marley Experience, Jungle River Tubing, river rafting on the River Bueno, and the Greenwood Great House historic site.
For more active travelers, Dunn’s River Falls and Park is a popular spot that features waterfall climbs, swimming areas, and a beach. If you’re in the mood for a day of hiking and climbing, head to Blue Mountains National Park on the island’s eastern side. Trails here can be long, winding, and challenging, so consider consulting with a tour guide before making the trek.
If you’re a reggae fan, don’t miss your chance to visit the Bob Marley Museum. Located in the musician’s former home, the museum allows visitors to tour each room and watch classic performances in the theater.
Where to Eat in Jamaica
Jamaican cuisine itself gives visitors and locals alike the perfect opportunity to reflect on the country’s Spanish, British and African history. Grab a hearty Jamaican breakfast at Hot Pot in Kingston, where you’ll find the classic combination of salt cod with a sauce of ackee fruit, peppers, and other savory flavors. In Montego Bay, you won’t want to miss the Pork Pit, which boasts some of the island’s best jerk chicken and barbecued pork. In Negril, the Hungry Lion serves up some of the island’s zestiest seafood and vegetarian foods, like fish cakes and spicy shrimp. Other popular dishes include curry goat and fried plantains, while desserts include tropical treats like mango ice cream, asham and blue drawers.
Best Jamaican Nightlife
On the Negril waterfront, Rick’s Café is known for its legendary sunsets, which you can view from terraces on the naturally formed cliffs. Cool off with a rum punch, mojito, or tropical martini and take in a sunset you won’t soon forget. For live music and sports, head to Usain Bolt’s Tracks and Records, where you can enjoy a cold beer or cocktail while dancing to some of Montego Bay’s hottest jams.
Whether you’re seeking secluded stretches of sand, beachfront Jamaica vacation rentals, or a relaxing vacation hotspot, you’ll find it in Negril, Kingston, Montego Bay, and all across Jamaica.
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.