Jamaica Estate Rentals & Villas - 1050 Rentals Available

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1 / 6

Ocho Rios Home
2 BR / 1 BA / Sleeps 4 2 4 3 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • Air Conditioning
"My wife and I visited Jamaica last summer with our 4 year- old daughter. We had been to Jamaica many times to visit family but this time with wanted to try something different. Hotels in Jamaica can be wonderful but not all plus we wanted to have a memorable..."
- Marlon, Los Angeles, CA
(4) Excellent (4 reviews)
1 / 11

Ocho Rios Villa
6 BR / 5 BA / Sleeps 18 6 18 2 night min stay
Villa / 6 Bedrooms / Sleeps 18
6 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Microwave • Air Conditioning
"We had a wonderful stay in Montego Bay. Trudy and the staff was wonderful and very accommodating. We had Jamaican breakfast every morning and it was "delish."We had the opportunity of extending our stay and met some wonderful people. Although we had..."
- Andrea Goodison, Connecticut
(1) Excellent (1 review)
1 / 46

Montego Bay Villa
3 BR / 3 BA / Sleeps 6 3 6 5 night min stay
Villa / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I have stayed at Star Apple three times so far, it's a villa I hope to holiday in again (and again). From the minute you arrive and see the setting- lush tropical ondulating gardens, a lovely pool, fantastic sea views across Montego Bay- you will..."
- Ann Cunliffe, Manchester, England
(1) Excellent (1 review)
1 / 12

Port Maria Villa
3 BR / 4 BA / Sleeps 8 3 8 4 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Where do we begin? As first time visitors to Jamaica, we couldn't have hoped for a more perfect, comfortable place to stay than Cabarita Lookout. Sharon's food was fabulous, and Cutty, our driver became my husband's new BFF. Sitting on the pool deck,..."
- Sandy Trask Myers, Norwich, NY USA
(2) Excellent (2 reviews)
1 / 31

Negril Home
5 BR / 5 BA / Sleeps 12 5 12 1 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5 bathrooms Sleeps 12
Microwave • Washer/Dryer • Parking Included
"We have stayed at this house 6 years ago and recently - can not forget its beautiful view. The rooms are clean and spacious, the property caretaker and the owner are very helpful , kind and accommodating. We enjoyed local vegetables, fruit and fresh..."
- Ewa Jaglowski, Newtown, PA USA
(3) Excellent (3 reviews)
1 / 29

Port Maria Home
6 BR / 6 BA / Sleeps 12 6 12 7 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 6 bathrooms Sleeps 12
High Speed Internet • Air Conditioning • Private Pool
1 / 32

Ocho Rios Guesthouse
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Guesthouse / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Microwave • Air Conditioning
"The home is clean, beautiful, comfortable and welcoming. The hosts were friendly and eager to help with any needs that arose. Community center is beautiful, being a 24hr gated community it was always safe. We were right near the highways and Dunns ..."
- Sailor Darling Bless, Connecticut, USA
(1) Excellent (1 review)
1 / 62

Negril Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Air Conditioning
"i truly enjoyed going "home" to Negril. this place was more than accommodating for me and 8 of my friends celebrating my 50th birthday. the room set up worked well with a bathroom shared between 2 rooms. The chef Desroy what can I say, he is family....."
- Sheila Murray-Johnson, sacramento california
(7) Excellent (7 reviews)
1 / 23

Ocho Rios Villa
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Microwave • Air Conditioning
"I spent my time at this lovely villa with my boyfriend our 2 children and 5 other family members and with the amount of space provided we barely crossed each others paths which believe me sometimes can be a GREAT thing LOL. We were quite pleased to have..."
- Felicia, Jamaica, NY
(2) Excellent (2 reviews)
1 / 15

Montego Bay Townhouse
2 BR / 1.5 BA / Sleeps 4 2 4 3 night min stay
Townhouse / 2 Bedrooms / Sleeps 4
2 bedrooms 1.5 bathrooms Sleeps 4
High Speed Internet • Microwave • Air Conditioning
"It's was beautiful the house was very roomy and clean... The security was very good at lettin us know wen visitor came...the pool was open 24 hours so we went for a a lot of late night swims. The neighbors r friendly..it's very close to the hip strip ..."
- Tiana White, Philadelphia pa
(9) Excellent (9 reviews)
1 / 15

Negril Condo
1 BR / 1 BA / Sleeps 2 1 2 3 night min stay
Condo / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Microwave • 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.! ! ! ! ! ! !"
- Karen Henderson, Missouri usa
(7) Excellent (7 reviews)
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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.