Jamaica holiday rentals

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Best Jamaica holiday rentals

Most recommended holiday rentals in Jamaica

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BridgeView Apartment 20 minutes from Hellshire Beach - Portmore - Building
BridgeView Apartment 20 minutes from Hellshire Beach
Portmore, Jamaica
S$ 97+
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Bayfront Villa & Apartment - Portmore - Building
Bayfront Villa & Apartment
Portmore, Jamaica
7.6Good(21)
Parking
Free Wi-Fi
Pool
S$ 156+
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Greys Paradise Villas - Portmore - Living room
Greys Paradise Villas
Portmore, Jamaica
S$ 102+
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My Little Cabin In Negril 2 Bedroom Cabin by RedAwning - Green Island - Living room
My Little Cabin In Negril 2 Bedroom Cabin by RedAwning
Green Island, Jamaica
Free Wi-Fi
S$ 308+
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Caribe Estate Guest Apartment I - Portmore - Bedroom
Caribe Estate Guest Apartment I
Portmore, Jamaica
9.9Wonderful(13)
Free Wi-Fi
Pool
S$ 260+
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Charming 2-Bed House in Portmore gated community - Portmore - Living room
Charming 2-Bed House in Portmore gated community
Portmore, Jamaica
9.4Wonderful(6)
Parking
Free Wi-Fi
S$ 176+
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'The Solace' New Luxury Modern 1Bed 1Bath Apt. - Portmore - Bedroom
'The Solace' New Luxury Modern 1Bed 1Bath Apt.
Portmore, Jamaica
9.2Wonderful(7)
Parking
Free Wi-Fi
S$ 134+
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The Hellshire Beach House - Portmore - Bedroom
The Hellshire Beach House
Portmore, Jamaica
Free Wi-Fi
S$ 262+
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Island Getaway Condo Bayside Portmore Jamaica - Portmore - Building
Island Getaway Condo Bayside Portmore Jamaica
Portmore, Jamaica
1.0Poor(1)
S$ 138+
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The Princess of Ocho Rios - Saint Ann’s Bay - Living room
The Princess of Ocho Rios
Saint Ann’s Bay, Jamaica
9.4Wonderful(8)
Parking
Free Wi-Fi
Pool
S$ 282+
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Choose To Be Happy at Seymour # 9 and #16 - Studio Apartments - Kingston - Living room
Choose To Be Happy at Seymour # 9 and #16 - Studio Apartments
Kingston, Jamaica
8.8Very Good(112)
Parking
Free Wi-Fi
Pool
S$ 142+
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Charming, quiet mountain top villa: Experience Jamaica Like a Jamaican - Green Island - Patio
Charming, quiet mountain top villa: Experience Jamaica Like a Jamaican
Green Island, Jamaica
Pet-friendly
S$ 119+
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Caribbean estate deluxe 2 - Portmore - Bedroom
Caribbean estate deluxe 2
Portmore, Jamaica
9.5Wonderful(13)
Parking
Free Wi-Fi
Pet-friendly
S$ 161+
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Dreamvilla Richmond Estates - Saint Ann’s Bay - Pool
Dreamvilla Richmond Estates
Saint Ann’s Bay, Jamaica
10Wonderful(1)
Parking
Free Wi-Fi
Pool
S$ 263+
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Caymanas Estate House - Portmore
Caymanas Estate House
Portmore, Jamaica
7.0Good(2)
Parking
Free Wi-Fi
Pool
S$ 203+
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The Residence Portmore Apartments - Portmore
The Residence Portmore Apartments
Portmore, Jamaica
8.3Very Good(25)
Parking
Free Wi-Fi
S$ 118+
Check availability
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S$ 18 - S$ 377S$ 377 - S$ 735S$ 735 - S$ 1,093S$ 1,093 - S$ 1,450S$ 1,450+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Flexible cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

October

Average price (weeknight)

S$ 263

Average price (weekend night)

S$ 181
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 126% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Jamaica holiday rental

  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Jamaica for 1 days.
  • Adults only, beachfront, air-conditioned, airport shuttle, and pool are the most popular holiday rental property amenities in Jamaica
  • Holiday rentals in Jamaica are around 190% cheaper than hotels on average. Search here to compare prices for all accommodation types in Jamaica.
  • Saint James is the region in Jamaica with the most affordable holiday rental properties, with around 1,178 properties and an average price of S$ 118 per night. The most popular holiday homes in Saint James are Mobay Kotch, Montego Bay Club Apartments, and Celebrity Villa Jamaica.
See more tips

FAQs when booking a holiday home in Jamaica

  • What is the most popular holiday rental destination in Jamaica?

    Based on KAYAK holiday rental searches, the most popular destination is Montego Bay (100% of total searches to Jamaica).

  • How much is a holiday rental in Jamaica for tonight?

    In the last 72 hours, users have found Jamaica holiday rentals for tonight for as little as S$ 32. Search here for similar prices

  • How much is a holiday rental in Jamaica for this weekend?

    In the last 72 hours, users have found Jamaica holiday rentals for this weekend for as little as S$ 30 per night. Search here for similar prices

  • What types of holiday rentals are available in Jamaica?

    There are loads of different property types that you can make your holiday home in Jamaica. You’ll find apartments, boats, bungalows, cabins, campgrounds, chalets, condos, cottages, houses, homestays, houseboats, lodges, treehouses, villas, campsites, luxury tents and agritourism.

  • Are there any pet-friendly holiday rentals in Jamaica?

    There are a number of dog and pet-friendly Jamaica holiday rentals, with around 3% allowing you to bring your pet along with you.

  • What are the most popular regions of Jamaica for holiday rentals?

    Based on KAYAK holiday rental searches, the most popular region to stay in Jamaica is Saint James. Other popular choices include Saint Andrew and Westmoreland.

See more FAQs

Where to stay in Jamaica?

Our map will help you find the perfect place to stay in Jamaica by showing you the exact location of each holiday home.

Everything you need to know for your stay in Jamaica

Complete your trip to Jamaica

Flights to Jamaica
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