Jamaica vacation rentals

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Booking Insights
Recommended by KAYAK

Best Jamaica vacation rentals

Lovely 1-Bed in Montego Bay-Rose View Apartment - Montego Bay - Living room
Lovely 1-Bed in Montego Bay-Rose View Apartment
Montego Bay, Jamaica
10Wonderful(1)
Apartment
Parking
Free Wi-Fi
Air Conditioning
₪366+
Check availability
Beautiful 2-Bed Apartment in Montego Bay - Montego Bay - Balcony
Beautiful 2-Bed Apartment in Montego Bay
Montego Bay, Jamaica
Apartment
Parking
Free Wi-Fi
Air Conditioning
₪256+
Check availability
Bella Vista Vacation - Montego Bay - Property amenity
Bella Vista Vacation
Paradise Acers - Mango Walk
7.8Good(140)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
₪381+
Check availability
Montego Bay Club Apartments - Montego Bay - Pool
Montego Bay Club Apartments
Ocean Front
7.2Good(265)
Apartment
Parking
Free Wi-Fi
Pool
Air Conditioning
₪480+
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Mobay Kotch - Montego Bay - Balcony
Mobay Kotch
Center
8.6Very good(1128)
House
Free Wi-Fi
₪161+
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Marshan villa - Montego Bay - Bedroom
Marshan villa
Rosemount - Westgate
8.5Very good(129)
Apartment
Parking
Free Wi-Fi
Air Conditioning
₪209+
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Villas Sur Mer - Negril - Pool
Villas Sur Mer
Negril, Jamaica
8.4Very good(182)
Villa
Free Wi-Fi
Air Conditioning
₪761+
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Idle Awhile On The Cliffs - Negril - Pool
Idle Awhile On The Cliffs
Negril, Jamaica
9.1Wonderful(23)
Villa
Free Wi-Fi
Air Conditioning
₪656+
Check availability
Dream 36 Montego Bay - Montego Bay - Bedroom
Dream 36 Montego Bay
Montego Bay, Jamaica
9.0Wonderful(1)
Apartment
Free Wi-Fi
Air Conditioning
₪434+
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Vacation Getaway in Mango Walk Country Club - Montego Bay - Balcony
Vacation Getaway in Mango Walk Country Club
Paradise Acers - Mango Walk
9.3Wonderful(19)
House
Air Conditioning
₪1,432+
Check availability
Celebrity Villa Jamaica - Montego Bay - Bedroom
Celebrity Villa Jamaica
Montego Bay, Jamaica
9.0Wonderful(20)
Villa
Free Wi-Fi
Air Conditioning
₪499+
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Unity Villa - Montego Bay - Kitchen
Unity Villa
Montego Bay, Jamaica
9.5Wonderful(2)
Apartment
Free Wi-Fi
Air Conditioning
₪269+
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Nautical Homes 2, Ocean Front/View, Free Wifi, A/C, Hot Tub, Bbq Grill. Balcony - Montego Bay - Pool
Nautical Homes 2, Ocean Front/View, Free Wifi, A/C, Hot Tub, Bbq Grill. Balcony
Montego Bay, Jamaica
9.6Wonderful(4)
House
Air Conditioning
₪964+
Check availability
Remarkable 1-Bed Apartment in Montego Bay - Montego Bay
Remarkable 1-Bed Apartment in Montego Bay
Montego Bay, Jamaica
9.7Wonderful(8)
Apartment
Parking
Free Wi-Fi
Air Conditioning
₪267+
Check availability
Paradise Palms Jamaica Vacation Rental - Montego Bay
Paradise Palms Jamaica Vacation Rental
Paradise Acers - Mango Walk
9.3Wonderful(91)
House
Parking
Free Wi-Fi
Air Conditioning
₪506+
Check availability
New 3-bed on Hip Strip, Beach access, Sleeps 8 - Montego Bay
New 3-bed on Hip Strip, Beach access, Sleeps 8
Montego Bay, Jamaica
9.7Wonderful(2)
House
Parking
Free Wi-Fi
Pool
Air Conditioning
₪1,125+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Jamaica

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Jamaica with confidence.

How early should you book a vacation rental in Jamaica?

Book at least 28 days before your stay begins to get the best price for your Jamaica vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
March
₪421
₪475
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 29% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Jamaica, you should consider visiting during the low season. The cheapest vacation homes in Jamaica can be found in September and July.
  • The cheapest night for renting a vacation home in Jamaica is Friday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Jamaica for 5 days.
  • Air-conditioned, beachfront, airport shuttle, pool, wifi, and adults only are the most popular vacation rental property amenities in Jamaica
  • Vacation rentals in Jamaica are around 276% cheaper than hotels on average. Search here to compare prices for all accommodation types in Jamaica.
  • Saint Ann is the region in Jamaica with the most affordable vacation rental properties, with around 1,339 properties and an average price of ₪164 per night. The most popular vacation homes in Saint Ann are A taste of Jamaica Lavern place, Penthouse On The Ridge, and Castle by the Shore.

FAQs when booking a vacation home in Jamaica

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

    Based on KAYAK vacation rental searches, the most popular destination is Montego Bay (67% of total searches to Jamaica). The next most popular destination is Ocho Rios (33%).

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

    In the last 72 hours, users have found Jamaica vacation rentals for tonight for as low as ₪84. Search here for similar prices

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

    In the last 72 hours, users have found Jamaica vacation rentals for this weekend for as low as ₪158 per night. Search here for similar prices

  • What types of vacation rentals are available in Jamaica?

    There are loads of different property types that you can make your vacation home in Jamaica. You’ll find apartments, bed & breakfasts, boats, bungalows, cabins, campgrounds, condos, cottages, houses, homestays, hotels, houseboats, lodges, villas, holiday parks, luxury tents, chalets, treehouses and farm stays.

  • What are some of the most-loved vacation rentals available in Jamaica?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Gold Nugget Hotel.

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

    There are a number of dog and pet-friendly Jamaica vacation rentals, with around 2% allowing you to bring your pet along with you.

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

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

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 vacation home.

Everything you need to know for your stay in Jamaica

Complete your trip to Jamaica

Flights to Jamaica
Car rentals in Jamaica