Jamaica holiday rentals

We found 5,099 holiday rentals — enter your dates for availability

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August 2025

September 2025

Popular cities in Jamaica

Holiday rentals with weekly discounts - Jamaica

Showing deals for:14 Nov - 21 Nov

Exceptional

(8 reviews)

An Ultra-Luxurious Resort Style Ocean View Villa. Optional Yacht, Fully Staffed!

Discovery Bay, St. Ann

17% off

S$2,077 per night

includes taxes & fees

The upstairs master bedroom opens up to amazing views of Discovery Bay

Exceptional

(38 reviews)

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Discovery Bay, St. Ann

17% off

S$2,611 per night

includes taxes & fees

Exceptional

(15 reviews)

PERFECT FOR LARGE GROUPS-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Montego Bay, Saint James Parish

17% off

S$527 per night

includes taxes & fees

Exceptional

(5 reviews)

VillaMerissa Nestled between two unspoiled beaches Pool/JackSprat/WiFi/Gym/Staff

Treasure Beach, St. Elizabeth Parish

17% off

S$825 per night

includes taxes & fees

Very good

(5 reviews)

Charming 3-bedroom house with fitness room and AC in Saint Ann's Bay

Ocho Rios, St. Ann Parish

28% off

S$346 per night

includes taxes & fees

Serene oasis perfect blend of tranquility w/poolside bliss mesmerizing sea view

Exceptional

(115 reviews)

Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town

St. Ann's Bay, Saint Ann

9% off

S$1,978 per night

includes taxes & fees

SettleDown Villa at Chukka Cove with Private Plunge Pool

Exceptional

(50 reviews)

SettleDown-3 B/R Ocean Front at Chukka Cove w/Private Plunge Pool & Chef

St. Ann's Bay

9% off

S$771 per night

includes taxes & fees

Relax on our large couch and look at the sea, or watch our 55 inch HDTV

Exceptional

(25 reviews)

Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios

Tower Isle, St. Mary

9% off

S$325 per night

includes taxes & fees

Exceptional

(39 reviews)

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Montego Bay, St. James, Mobay

7% off

S$205 per night

includes taxes & fees

Exceptional

(26 reviews)

Cliffhouse-Jamaica 5br villa -stunning sunset, snorkeling,tennis,seaside cuisine

Cousins Cove, Hanover

17% off

S$1,425 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Jamaica

Seven Mile Beach

Find the best place to stay - Jamaica

Sandpebbles ... 50 paces to tranquility

Sleeps 10 · 5 bedrooms · 5 bathrooms

Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica

Sleeps 20 · 10 bedrooms · 10+ bathrooms

Frequently asked questions

What is the best area to stay in Jamaica when booking a holiday rental?

If you're thinking of a Jamaica escape, Sandy Bay is one of the most desirable neighbourhoods to stay. Whether you go for a cabin, condo or another property type, you'll always have the whole place to yourself.

What is the most popular type of holiday rental accommodation in Jamaica?

Houses are the most popular style of holiday rental in Jamaica, according to our data. Even if you've got something a little different in mind, Vrbo has holiday homes in all shapes and sizes. Look through our options to find your perfect pad.

How much does it cost to rent a holiday rental in Jamaica?

Season, length of stay and property type are some things that can affect the price of a holiday home. Simply enter your travel dates to find your ideal escape. From comfy cottages to expansive villas, all Vrbo holiday rentals offer unbeatable value.

How much does it cost to rent a beach house in Jamaica?

Prices for beach houses in Jamaica vary depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and how many guests to view your holiday rental options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.

What are popular rental amenities in Jamaica?

Off-street parking options, a fridge and a microwave oven top the list of most popular rental amenities in Jamaica. Whether you plan to go as a party of one, with your spouse or as a family, Vrbo will help you find a holiday rental that fits your style with all the conveniences you're looking for.

Are there large group holiday rentals in Jamaica?

There are 497 properties in Jamaica that can host 10 or more people. Whether you're planning a family trip or an event like a party, there's enough room to get your favourite people together under one roof.

What are the top attractions for families in Jamaica?

There are plenty of exciting things to do and see with the family in Jamaica, including:

Rose Hall Great House
Seven Mile Beach
Dunns River Falls

Can I find two-bedroom holiday rentals in Jamaica?

Gather your family and enjoy peace, privacy and comfort in one of the 877 two-bedroom holiday properties Jamaica has to offer.

Are there holiday rentals with WiFi in Jamaica?

Whether you want to keep up with world events, make a video call or post a pic to social media, there are 1,038 holiday homes with WiFi in Jamaica. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How old do you have to be to rent a holiday rental in Jamaica?

You should check with the Jamaica holiday home you're considering on Vrbo as the age limit differs. However, generally it's 16, 18 or 21.

How long can I rent a holiday rental in Jamaica for?

It all depends on the Jamaica property. To browse a list of options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. You can look forward to having the whole place to yourself, along with home comforts such as a kitchen, air conditioning and a yard where the kids can run around and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.