Jamaica Estates & Villas - 957 Rentals Available
957 Vacation rentals
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
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
$270
from $270 / 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
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
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
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
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
Villa in Mammee Bay Ocho Rios, Jamaica, Carribbean
St. Ann's Bay Villa
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Ask about children
- Air conditioning
$300
from $300 / 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
Luxurious 5 Bedroom Villa on Private Beach
Discovery Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1936
from $1936 / night
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
$178
from $178 / 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
Terra Nova - Ocho Rios 4BR
Mammee Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$571
from $571 / night
Kima - Ocho Rios 3BR
Ocho Rios House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$428
from $428 / night
Mi Amor, Silver Sands 5BR
Silver Sands House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
$579
from $579 / 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
Coral Cove-Discovery Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$742
from $742 / night
Fairwinds, Tryall - Montego Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
$642
from $642 / night
No Problem, Tryall- Montego Bay 3BR
Sandy Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
$571
from $571 / night
Eagles Nest-Tryall-1br 1BR
Montego Bay House
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- Min stay varies
- Child friendly
- Air conditioning
$386
from $386 / night
Idle Hours - Runaway Bay 3BR
Runaway Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$470
from $470 / night
Kai Kala, Ocho Rios 7BR
Tower Isle House
- 7 bedrooms 7
- 10 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1500
from $1500 / 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
Quadrille - Silver Sands 4 Bedroom Beachfront
Silver Sands House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 1 1
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$786
from $786 / night
Kelso Villa 4BR
Duncans House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$650
from $650 / night
Je Suis Content, Silver Sands 2BR
Silver Sands House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$329
from $329 / night
Kai Kala, Ocho Rios 10BR
Tower Isle House
- 10 bedrooms 10
- 10 bathrooms
- Sleeps 20 20
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1821
from $1821 / night
Windrush, Tryall - Montego Bay 5BR
Sandy Bay House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
$2597
from $2597 / night
Coral Cove-Discovery Bay 5BR
Montego Bay House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$843
from $843 / night
Sea Star - Port Antonio 5 Bedroom Oceanfront
Port Antonio House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Beach/lakeside relaxation
- Ask about children
$1300
from $1300 / night
Eirie Blue, Silver Sands, Jamaica 4BR
Silver Sands House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$605
from $605 / night
Sea Wyf Cottage, Silver Sands 2BR
Silver Sands House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Child friendly
$240
from $240 / night
Makana, Discovery Bay 6BR
Discovery Bay House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2357
from $2357 / night
Culloden Cove: Ideal for Large Groups or Romance
White House Villa
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Air conditioning
$522
from $522 / night
Frangipani - Ocho Rios 4BR
Ocho Rios House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$790
from $790 / 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.