Search 105,200+ Vacation Rentals

Jamaica Estates & Villas - 1056 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

1,056 Vacation rentals

(1)

1 / 19

Runaway Bay Apartment

  • 2
  • 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$136

Excellent (1 reviews)

Book

from $136 / night

(1)

1 / 15

Boscobel House

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$160

Excellent (1 reviews)

Book

from $160 / night

(2)

1 / 38

Treasure Beach Guest house

  • 4
  • 12
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

$260

Very Good (2 reviews)

Book

from $260 / night

(4)

1 / 12

Port Maria Villa

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our first visit to Jamaica and we could not have hoped for a more perfect, comfortable place to stay than at the villa at Cabarita Outlook! Cutty, our driver and our man of all needs, and Sharon our fabulous cook were the frosting on the cake. We...”
- Review left on 03/13/2017

$356

Excellent (4 reviews)

Inquire

from $356 / night

(1)

1 / 29

Montego Bay Villa

  • 22
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$91

Excellent (1 reviews)

Inquire

from $91 / night

1 / 22

Discovery Bay Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1936

Inquire

from $1936 / night

(1)

1 / 23

St. Ann's Bay Villa

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning
“Fantastic pretty well sums it up! The villa is in great location we found a couple of really good eating places within walking distance of the villa. If you don't have a car it would be quite a walk into ochi but no need to worry there's plenty of...”
- Review left on 03/27/2015

$300

Excellent (1 reviews)

Inquire

from $300 / night

1 / 12

Ocho Rios Villa

  • 6
  • 18
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$76

Book

from $76 / night

(1)

1 / 24

Duncans Villa

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$197

Excellent (1 reviews)

Book

from $197 / night

(7)

1 / 24

Ocho Rios House

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$136

Very Good (7 reviews)

Book

from $136 / night

(41)

1 / 15

Negril Condo

  • 1
  • 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The condo was nicely furnished and very clean. The balcony and views of the ocean was breath taking.The owners very helpful. We have found our little getaway in Jamaica. We will be back...”
- Review left on 11/20/2015

$116

Excellent (41 reviews)

Inquire

from $116 / night

(4)

1 / 26

St. Ann's Bay House

  • 4
  • 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$151

Excellent (4 reviews)

Book

from $151 / night

1 / 7

Montego Bay Villa

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $431 / night

(34)

1 / 24

Montego Bay Apartment

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed at the MBC last summer. Our condo was just as comfortable as home! In fact, we enjoyed staying there, we looked forward to returning to it's quiet, comfortable, and cozy haven after a day out and about sightseeing. Our stay in Montego Bay...”
- Review left on 09/05/2009

$91

Very Good (34 reviews)

Inquire

from $91 / night

1 / 24

Tower Isle Apartment

  • 1
  • 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$99

Book

from $99 / night

1 / 23

Montego Bay Villa

  • 22
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $91 / night

(8)

1 / 15

Montego Bay Townhouse

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“It was a nice stay at a really great location in Montego Bay. It was close to my family's house but also super close to hip strip and beaches and fun. Really nice place and the owner was helpful. The security at the gate can be annoying but you do...”
- Review left on 01/10/2017

$140

Excellent (8 reviews)

Inquire

from $140 / night

1 / 13

Montego Bay Villa

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $119 / night

1 / 7

Kingston Townhouse

  • 2
  • 4
  • 1 night min
  • Ask about children
  • Air conditioning

from $176 / night

1 / 7

Montego Bay House

  • 2
  • 4
  • Min stay varies
  • Swimming pool

Inquire for Rates

Inquire

Pricing unknown

1 / 11

Treasure Beach House

  • 3
  • 1
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children

from $288 / night

1 / 54

Duncans House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $651 / night

1 / 22

Discovery Bay House

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $687 / night

1 / 9

Hopewell Villa

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $585 / night

1 / 34

Mammee Bay House

  • 4
  • 8
  • Min stay varies
  • Child friendly

from $359 / night

1 / 22

Montego Bay Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

$928

Book

from $928 / night

1 / 11

Montego Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

Inquire for Rates

Inquire

Pricing unknown

1 / 12

Montego Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children

Inquire for Rates

Inquire

Pricing unknown

1 / 10

Montego Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 15

Montego Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children

Inquire for Rates

Inquire

Pricing unknown

1 / 8

Ocho Rios House

  • 2
  • 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

(1)

1 / 26

Mammee Bay House

  • 5
  • 10
  • Min stay varies
  • Child friendly

$651

Excellent (1 reviews)

Inquire

from $651 / night

1 / 23

Hanover Parish House

  • 1
  • 2
  • Min stay varies
  • Child friendly
  • Air conditioning

from $357 / night

1 / 15

Bluefields House

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool

Inquire for Rates

Inquire

Pricing unknown

1 / 9

Montego Bay House

  • 3
  • 1
  • Min stay varies
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 11

Bluefields House

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool

Inquire for Rates

Inquire

Pricing unknown

1 / 16

Ironshore House

  • 6
  • 12
  • Min stay varies
  • Child friendly

from $900 / night

(2)

1 / 24

Ironshore House

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$476

Excellent (2 reviews)

Inquire

from $476 / night

1 / 29

Ocho Rios House

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning

$1051

Inquire

from $1051 / night

1 / 55

Mammee Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

Inquire

from $1000 / 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.

Read More