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Jamaica Estates & Villas - 944 Rentals Available

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944 Vacation rentals

1 / 12

Ocho Rios Villa

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

$75

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from $75 / night

(2)

1 / 44

Treasure Beach Guest house

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

$270

Very Good (2 reviews)

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from $270 / night

(1)

1 / 15

Boscobel House

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

$160

Excellent (1 reviews)

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from $160 / 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)

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from $300 / night

(1)

1 / 19

Runaway Bay Apartment

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

$135

Excellent (1 reviews)

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from $135 / night

(7)

Certificate of Excellence

1 / 24

Ocho Rios House

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

Certificate of Excellence

$135

Very Good (7 reviews)

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from $135 / 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)

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from $140 / night

1 / 13

Montego Bay Villa

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

from $118 / night

1 / 24

Tower Isle Apartment

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

$98

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from $98 / night

(1)

1 / 25

Duncans Villa

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

$193

Excellent (1 reviews)

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from $193 / 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)

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from $356 / night

(6)

Certificate of Excellence

1 / 26

St. Ann's Bay House

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

Certificate of Excellence

$150

Very Good (6 reviews)

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from $150 / night

1 / 22

Discovery Bay Villa

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

$1935

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from $1935 / 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

$90

Very Good (34 reviews)

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from $90 / night

1 / 34

Mammee Bay House

  • 4
  • 8
  • Min stay varies
  • Child friendly

from $358 / night

1 / 28

Rose Hall House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly

from $743 / night

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Runaway Bay House

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

from $670 / night

1 / 27

Runaway Bay House

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning

from $741 / night

(1)

1 / 39

Silver Sands House

  • 5
  • 10
  • Min stay varies
  • Child friendly

$579

Excellent (1 reviews)

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from $579 / night

1 / 26

Port Antonio House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $850 / night

1 / 28

Silver Sands House

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

from $849 / night

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Silver Sands House

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

from $605 / night

1 / 19

Montego Bay House

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

from $386 / night

1 / 34

Ocho Rios House

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

from $642 / night

1 / 30

Silver Sands House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $400 / night

1 / 28

Rose Hall House

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

from $857 / night

(1)

1 / 19

Ocho Rios House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$429

Excellent (1 reviews)

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from $429 / night

1 / 26

Hopewell House

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

from $785 / night

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Runaway Bay House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $741 / night

1 / 28

Sandy Bay House

  • 4
  • 8
  • Min stay varies
  • Child friendly

from $785 / night

(14)

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Treasure Beach Villa

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$300

Excellent (14 reviews)

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from $300 / night

(2)

1 / 33

Discovery Bay House

  • 5
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$2929

Excellent (2 reviews)

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from $2929 / night

(36)

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Jamaica Cottage

  • 2
  • 2
  • Min stay varies
  • Beach/lakeside relaxation

$110

Excellent (36 reviews)

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from $110 / night

1 / 28

Rose Hall House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$1100

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from $1100 / night

1 / 25

Montego Bay House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1071

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from $1071 / night

1 / 19

Rose Hall House

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

$1050

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from $1050 / night

1 / 22

Wiltshire House

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

from $965 / night

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Mammee Bay House

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

$1000

Inquire

from $1000 / night

1 / 16

Hopewell House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $485 / night

(9)

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Discovery Bay Villa

  • 7
  • 14
  • Min stay varies
  • Ask about children
  • Ask about pets

$2500

Excellent (9 reviews)

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from $2500 / 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.

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