Search 105,200+ Vacation Rentals
✕

Jamaica Estates & Villas - 862 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

862 Vacation rentals

(2)

1 / 50

Treasure Beach Guest house

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

$270

Very Good (2 reviews)

Book

from $270 / night

Book

(1)

1 / 19

Runaway Bay Apartment

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

$135

Excellent (1 reviews)

Book

from $135 / night

Book
1 / 23

Montego Bay Villa

  • 22
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

$90

Book

from $90 / night

Book

(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)

Book

from $135 / night

Book

(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)

Book

from $150 / night

Book

(1)

1 / 29

Montego Bay Villa

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

$90

Excellent (1 reviews)

Book

from $90 / night

Book
1 / 24

Tower Isle Apartment

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

$75

Book

from $75 / night

Book

(1)

1 / 15

Boscobel House

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

$160

Excellent (1 reviews)

Book

from $160 / night

Book
1 / 12

Ocho Rios Villa

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

$75

Book

from $75 / night

Book

(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

Inquire

(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

$355

Excellent (4 reviews)

Book

from $355 / night

Book

(1)

1 / 25

Duncans Villa

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

$177

Excellent (1 reviews)

Book

from $177 / night

Book
1 / 22

Discovery Bay Villa

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

$1936

Inquire

from $1936 / night

Inquire
1 / 9

Rose Hall Villa

  • 18
  • 36
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Book

from $100 / night

Book
1 / 28

Rose Hall House

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

$743

Inquire

from $743 / night

Inquire
1 / 54

Duncans House

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

$650

Inquire

from $650 / night

Inquire
1 / 54

Duncans House

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

$500

Inquire

from $500 / night

Inquire

(5)

1 / 44

Duncans Villa

  • 5
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$400

Excellent (5 reviews)

Inquire

from $400 / night

Inquire

(1)

1 / 32

Montego Bay House

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

$700

Excellent (1 reviews)

Inquire

from $700 / night

Inquire
1 / 20

Runaway Bay House

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

$741

Inquire

from $741 / night

Inquire

(1)

1 / 20

Silver Sands House

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

$500

Excellent (1 reviews)

Inquire

from $500 / night

Inquire
1 / 20

Runaway Bay House

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

$671

Inquire

from $671 / night

Inquire

(2)

1 / 34

Montego Bay Villa

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

$1630

Excellent (2 reviews)

Inquire

from $1630 / night

Inquire
1 / 20

Silver Sands House

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

$400

Inquire

from $400 / night

Inquire
1 / 46

Silver Sands House

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

$329

Inquire

from $329 / night

Inquire

(22)

1 / 31

Treasure Beach Villa

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Car not necessary

$265

Very Good (22 reviews)

Inquire

from $265 / night

Inquire

(4)

1 / 38

Montego Bay Villa

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

$1429

Excellent (4 reviews)

Inquire

from $1429 / night

Inquire
1 / 23

Silver Sands House

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

$487

Inquire

from $487 / night

Inquire
1 / 26

Portland Parish House

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

$1000

Inquire

from $1000 / night

Inquire
1 / 41

Runaway Bay House

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

$735

Inquire

from $735 / night

Inquire
1 / 20

Silver Sands House

  • 2
  • 4
  • Min stay varies
  • Child friendly

$240

Inquire

from $240 / night

Inquire

(1)

1 / 23

Silver Sands House

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

$600

Very Good (1 reviews)

Inquire

from $600 / night

Inquire
1 / 28

Silver Sands House

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

$849

Inquire

from $849 / night

Inquire
1 / 21

Ironshore House

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

$600

Inquire

from $600 / night

Inquire
1 / 17

Rose Hall House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$528

Inquire

from $528 / night

Inquire

(1)

1 / 21

White House Villa

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$522

Excellent (1 reviews)

Inquire

from $522 / night

Inquire
1 / 19

Montego Bay House

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

$386

Inquire

from $386 / night

Inquire
1 / 27

Runaway Bay House

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

$741

Inquire

from $741 / night

Inquire
1 / 11

Duncans Villa

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$629

Inquire

from $629 / night

Inquire

(4)

1 / 24

Jamaica House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$715

Excellent (4 reviews)

Inquire

from $715 / night

Inquire

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