Jamaica Estates & Villas - 946 Rentals Available
946 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
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
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
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
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
$151
from $151 / 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
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
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
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
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
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
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
Charles-Earl, 2 br, Tryall Club 2BR
Hopewell House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Child friendly
- Air conditioning
$428
from $428 / 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
Skylark in Montego Bay 3BR
Ironshore House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
- Air conditioning
$600
from $600 / night
Skylark in Montego Bay 4BR
Ironshore House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$600
from $600 / 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
Baywatch,Runaway Bay,Jamaica Villas 4BR
Runaway Bay House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$671
from $671 / night
Serenity at Tryall Club, Montego Bay 3BR
Sandy Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
$681
from $681 / night
Villa Sur Mer -Waterfront Negril 6BR
Negril House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1600
from $1600 / night
BayWatch,Runaway Bay/Jamaica Villas 5BR
Runaway Bay House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$741
from $741 / night
Siesta - Runaway Bay 4BR
Runaway Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$670
from $670 / night
$1342
from $1342 / night
Windjammer, Silver Sands 3BR
Silver Sands House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
$325
from $325 / night
Highland House - Montego Bay 6BR
Wiltshire House
- 6 bedrooms 6
- 12 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1070
from $1070 / night
Reef House - Tryall Club
Hopewell Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
$642
from $642 / night
Driftwood: A Beachcombers Home Away from Home
Treasure Beach Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 3 mi
- Swimming pool
$300
from $300 / night
Avalon-Riverlot, Tryall- Montego Bay 4BR
Sandy Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$785
from $785 / night
Seaweed, Treasure Beach, South Coast 4BR
Treasure Beach House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
$900
from $900 / night
Negril Cliffs Idle Awhile-Suite 3-1Br
Negril House
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Child friendly
- Air conditioning
$190
from $190 / night
Sugar Bay - Discovery Bay 5BR
Discovery Bay House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1935
from $1935 / night
Endless Summer
Saint James Parish Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1214
from $1214 / 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
Ma Moura, Tryall - Montego Bay 4BR
Sandy Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$772
from $772 / night
Idle Awhile Villas-Sea Grape, Negril, 1BR
Negril House
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$300
from $300 / night
Bliss By The Sea: Villa w/ Pool & Beach Access
Treasure Beach Villa
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- Min stay varies
- Swimming pool
- Suitable for children age 5+
- Car not necessary
$265
from $265 / 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
Seaweed, Treasure Beach, South Coast 7BR
Treasure Beach House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Child friendly
$1395
from $1395 / 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.