Jamaica Estates & Villas - 85 Rentals Available
85 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
$155.00
from $155.00 / 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
$172.00
from $172.00 / 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
$390.00
from $390.00 / night
Gated 24 hrs Security Studio Apartment
Montego Bay Studio
- Studio -1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Air conditioning
$75.00
from $75.00 / night
Gorgeous, Private and Secure Country Club Home #3 - "The Maria"
St. Ann's Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 42 minutes
$178.00
from $178.00 / night
Gorgeous, Private and Secure Country Club Home #2 - "The Nylah"
St. Ann's Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 7 7
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 42 minutes
$144.00
from $144.00 / 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
Responds fast! Avg. 1 hour 14 minutes
$172.00
from $172.00 / night
Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa"
Ocho Rios House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 3 mi
- Swimming pool
Responds fast! Avg. 42 minutes
$144.00
from $144.00 / night
Selah - Runaway Bay 4 Bedroom Beachfront
Runaway Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1,715.00
from $1,715.00 / night
Bahia Cottage - Runaway Bay 1 Bedroom
Runaway Bay House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$230.00
from $230.00 / night
Sleepy Shallows - Rio Bueno 4 Bedroom Beachfront
Discovery Bay House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$738.00
from $738.00 / night
Dukes Hideaway - Silver Sands 6 Bedroom
Silver Sands House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$929.00
from $929.00 / night
Sugar Bay - Discovery Bay 5 Bedroom Beachfront
Discovery Bay House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$2,032.00
from $2,032.00 / night
Wind Jammer - Silver Sands 4 Bedrooms
Silver Sands House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night
Bougainvillea at Tryall
Hopewell Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$1,754.00
from $1,754.00 / night
Fortlands Point - Discovery Bay 7 - 9 Bdrms
Discovery Bay House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$3,150.00
from $3,150.00 / night
Little Waters - Negril 3 Bedroom waterfront
Negril House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
$800.00
from $800.00 / night
Villa Turrasann - 3 bedrooms
Runaway Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$520.00
from $520.00 / night
Infinity at Tryall
Hopewell Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Child friendly
$2,091.00
from $2,091.00 / night
San Cove - Port Antonio 4 Bedroom Oceanfront
Port Antonio House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Ask about children
$1,200.00
from $1,200.00 / night
Bumpers Nest at Tryall
Hopewell Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$1,623.00
from $1,623.00 / 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
$2,070.00
from $2,070.00 / night
Sunrise Villa - Tryall Club 4 Bedroom Oceanfront
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 4 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$643.00
from $643.00 / night
Mai Tai - Silver Sands 4 Bedrooms beachfront
Silver Sands House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$714.00
from $714.00 / night
Amanoka - Discovery Bay 7 Bedroom Beachfront
Discovery Bay House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$2,858.00
from $2,858.00 / night
Makana - Discovery Bay 7 Bdrm Beachfront - Ask about 4-6 bdrm rates
Discovery Bay House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Car not necessary
$2,829.00
from $2,829.00 / night
Karma Bay at Tryall
Hopewell Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
Idleawile - Rio Bueno 6 Bedrooms - ask about our 3, 4 and 5 Bdrm rates
Discovery Bay House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$858.00
from $858.00 / night
Linga-Awile - Discovery Bay 3 Bedrooms
Discovery Bay House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$471.00
from $471.00 / night
Phoenix at Tryall
Hopewell Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Child friendly
$2,338.00
from $2,338.00 / night
Drambuie - Montego Bay 5 Bedroom
Montego Bay House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,000.00
from $1,000.00 / night
Great River House - Montego Bay 5 Bedrooms
Montego Bay House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,858.00
from $1,858.00 / 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
$1,300.00
from $1,300.00 / night
Whispering Waters - Discovery Bay 7 Bedroom Beach
Discovery Bay House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$2,500.00
from $2,500.00 / night
Siesta - Runaway Bay 5 Bedroom Beachfront - Ask about our 3 and 4 Bdrm rates
Runaway Bay House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 1 1
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$829.00
from $829.00 / night
Nutmeg - Spring Farm, Montego Bay 6 Bedrooms
Montego Bay House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,214.00
from $1,214.00 / night
Blow Hole - Oracabessa 5 Bedrooms
Oracabessa House
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$1,071.00
from $1,071.00 / night
$357.00
from $357.00 / night
Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate
Montego Bay House
- 6 bedrooms 6
- 10 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,143.00
from $2,143.00 / night
Serendipity - Spring Farm, Montego Bay 6 Bedrooms
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 1 1
- min stay varies
- Swimming pool
- Ask about children
$1,280.00
from $1,280.00 / night
- Kingston Parish
- Saint Thomas Parish
- Saint Elizabeth Parish
- Saint James Parish
- Saint Ann Parish
- Manchester Parish
- Portland Parish
- Clarendon Parish
- Westmoreland Parish
- Trelawny Parish
- Hanover Parish
- Saint Mary Parish
- Blue Mountains National Park
- Saint Andrew Parish
- Saint Catherine Parish
- Red Hills
- May Hill
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 Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.