Jamaica vacation rentals

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Booking Insights
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Latest Jamaica vacation rental deals

MOST POPULARMontego Bay
Vacation homes from $46
Kingston
Vacation homes from $22
Ocho Rios
Vacation homes from $63

Best Jamaica vacation rentals

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$32 - $301$301 - $569$569 - $837$837 - $1,105$1,105+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Jamaica

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Mon Cheri Villa - Saint Ann’s Bay
Mon Cheri Villa
Saint Ann’s Bay, Jamaica
6.0Okay(1)
Villa
Parking
Free Wi-Fi
$68+
Check availability
Comfort Cottage at the Grove - Mandeville
Comfort Cottage at the Grove
Mandeville, Jamaica
7.7Good(5)
Apartment
Parking
Free Wi-Fi
$71+
Check availability
Cozy & Comfy - Portmore
Cozy & Comfy
Portmore, Jamaica
9.5Wonderful(43)
Homestay
Parking
Free Wi-Fi
$74+
Check availability
123 Drax Hall Country Club Villa - Steer Town - Building
123 Drax Hall Country Club Villa
Steer Town, Jamaica
4.0Mediocre(2)
Villa
$81+
Check availability
Travelers Oasis - Portmore - Bedroom
Travelers Oasis
Portmore, Jamaica
7.7Good(3)
Apartment
Free Wi-Fi
$87+
Check availability
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
10Wonderful(2)
House
$90+
Check availability
The Villa Retreat - Mandeville
The Villa Retreat
Mandeville, Jamaica
9.9Wonderful(7)
Apartment
Parking
Free Wi-Fi
$100+
Check availability
Murray's Cool Spot - Mandeville
Murray's Cool Spot
Mandeville, Jamaica
9.2Wonderful(3)
Apartment
Parking
Free Wi-Fi
$104+
Check availability
Stunning Nature-Views Studio Apartment - Green Island - Bedroom
Stunning Nature-Views Studio Apartment
Green Island, Jamaica
Apartment
$109+
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Paradise Place Grande King - Discovery Bay
Paradise Place Grande King
Discovery Bay, Jamaica
7.2Good(28)
Villa
Parking
Free Wi-Fi
Pet friendly
$110+
Check availability
Ridgeview Suites 1 to 3 - Kingston - Bedroom
Ridgeview Suites 1 to 3
Kingston, Jamaica
9.1Wonderful(72)
Apartment
Parking
Free Wi-Fi
Pool
$112+
Check availability
Bobby Vacation Home - Portmore
Bobby Vacation Home
Portmore, Jamaica
8.2Very good(2)
House
Parking
Free Wi-Fi
$114+
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Harriott Heights - Mandeville - Living room
Harriott Heights
Mandeville, Jamaica
9.3Wonderful(16)
Apartment
Parking
Free Wi-Fi
$115+
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Paradise Place - Discovery Bay - Bedroom
Paradise Place
Discovery Bay, Jamaica
7.1Good(77)
Apartment
Free Wi-Fi
$201+
Check availability
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
Cabin
Free Wi-Fi
$241+
Check availability
Cozy Luxury Hideaway With Free Wifi,Parking,Swimming Pool&Jacuzzi Near Negril 3b - Green Island - Pool
Cozy Luxury Hideaway With Free Wifi,Parking,Swimming Pool&Jacuzzi Near Negril 3b
Green Island, Jamaica
House
$389+
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)

April
March
$123
$126
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 158% 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 October 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 6 days.
  • The cheapest Jamaica vacation rental found on KAYAK in the last 2 weeks was $79, while the most expensive was $193.
  • Air-conditioned, wifi, airport shuttle, pool, adults only, and beachfront are the most popular vacation rental property amenities in Jamaica
  • Vacation rentals in Jamaica are around 289% cheaper than hotels on average. Search here to compare prices for all accommodation types in Jamaica.
  • Manchester is the region in Jamaica with the most affordable vacation rental properties, with around 73 properties and an average price of $64 per night. The most popular vacation homes in Manchester are The Villa Retreat, Harriott Heights, and Comfort Cottage at the Grove.

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 (22% of total searches to Jamaica). The next most popular destinations are Kingston (14%) and Negril (12%). Searches for vacation rentals in Ocho Rios (10%), Portmore (5%) and Runaway Bay (4%) are also popular.

  • 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 $20. 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 $24 per night. Search here for similar prices

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

    The average price for a weekly Jamaica vacation rental found by KAYAK users in the last 2 weeks is $1,042.

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

    The average price for a monthly Jamaica vacation rental found by KAYAK users in the last 2 weeks is $4,464.

  • 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 and treehouses.

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

    There are many types of properties available for Jamaica vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Montego Bay Club Apartments and Villas Sur Mer.

  • What are the most popular Jamaica vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Rhyne Park Inn, Paradise Palms Jamaica Vacation Rental and Luxury 2BR Home facing Beach w/Pool Montego Bay #3.

  • 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 Saint Ann and Westmoreland.

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