Jamaica vacation rentals

Search hundreds of travel sites at once for vacation home deals in Jamaica

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Latest Jamaica vacation rental deals

MOST POPULARMontego Bay
Vacation homes from $39
Kingston
Vacation homes from $22
Ocho Rios
Vacation homes from $63

Best Jamaica vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$32 - $339$339 - $646$646 - $953$953 - $1,260$1,260+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Jamaica

Show all
Charming 1-Bedroom House in St Thomas Jamaica - Morant Bay - Balcony
Charming 1-Bedroom House in St Thomas Jamaica
Morant Bay, Jamaica
Parking
Free Wi-Fi
Pet friendly
$51+
Check availability
Mandeville Hideaway - Mandeville
Mandeville Hideaway
Mandeville, Jamaica
8.8Very good(6)
Parking
$76+
Check availability
Gables Vacation Rentals with Private Gated Parking Onsite - Mandeville
Gables Vacation Rentals with Private Gated Parking Onsite
Mandeville, Jamaica
9.5Wonderful(21)
Parking
Free Wi-Fi
Pet friendly
$81+
Check availability
123 Drax Hall Country Club Villa - Steer Town - Building
123 Drax Hall Country Club Villa
Steer Town, Jamaica
4.0Mediocre(2)
$94+
Check availability
Paradise Place Grande King - Discovery Bay
Paradise Place Grande King
Discovery Bay, Jamaica
7.6Good(27)
Parking
Free Wi-Fi
Pet friendly
$99+
Check availability
Chateau Yellow - Mandeville
Chateau Yellow
Mandeville, Jamaica
9.3Wonderful(17)
Parking
Free Wi-Fi
$102+
Check availability
Bobby Vacation Home - Portmore
Bobby Vacation Home
Portmore, Jamaica
8.2Very good(2)
Parking
Free Wi-Fi
$115+
Check availability
Experience the epitome of Caribbean luxury at serenity haven Ocean View! - Discovery Bay - Dining room
Experience the epitome of Caribbean luxury at serenity haven Ocean View!
Discovery Bay, Jamaica
$149+
Check availability
Eliwes Villa - Treasure Beach
Eliwes Villa
Treasure Beach, Jamaica
9.0Wonderful(39)
Parking
Free Wi-Fi
Pool
$152+
Check availability
Mahoe Villa Richmond Estate - Priory - Pool
Mahoe Villa Richmond Estate
Priory, Jamaica
8.0Very good(1)
$157+
Check availability
Retreat By The Beach Lovely New 2 Bedroo - Discovery Bay - Dining room
Retreat By The Beach Lovely New 2 Bedroo
Discovery Bay, Jamaica
10Wonderful(4)
Free Wi-Fi
$165+
Check availability
Sweet Holiday Haven - Saint Ann’s Bay - Pool
Sweet Holiday Haven
Saint Ann’s Bay, Jamaica
8.3Very good(8)
Parking
Free Wi-Fi
Pool
$188+
Check availability
Bayfront Villas and Apt - Portmore - Beach
Bayfront Villas and Apt
Portmore, Jamaica
$202+
Check availability
North Star Villas - Saint Ann’s Bay - Pool
North Star Villas
Saint Ann’s Bay, Jamaica
9.3Wonderful(7)
Parking
Free Wi-Fi
Pool
$248+
Check availability
Rock Side Beach Villa - Treasure Beach - Beach
Rock Side Beach Villa
Treasure Beach, Jamaica
6.3Okay(3)
$329+
Check availability
Sleepy Shallows - Fabulous Beachfront Villa - Discovery Bay - Patio
Sleepy Shallows - Fabulous Beachfront Villa
Discovery Bay, Jamaica
$1,518+
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.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
March
$115
$129
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 192% 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 5 days.
  • The cheapest Jamaica vacation rental found on KAYAK in the last 2 weeks was $79, while the most expensive was $244.
  • 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 280% 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 75 properties and an average price of $64 per night. The most popular vacation homes in Manchester are Chateau Yellow, Mandeville Hideaway, and Mandeville Chateau.

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 (19% of total searches to Jamaica). The next most popular destinations are Negril (13%) and Kingston (12%). Searches for vacation rentals in Ocho Rios (11%), Portmore (5%) and Mandeville (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 $43. 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 $53 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 $1,193.

  • 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 $5,114.

  • 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, houses, bed & breakfasts, boats, bungalows, cabins, campgrounds, condos, cottages, homestays, 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

Not what you’re looking for? Find thousands of other hotels, airline tickets, car rentals and package deals with KAYAK.