Jamaica holiday rentals

We found 5,156 holiday rentals — enter your dates for availability

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September 2025

October 2025

Popular Jamaica destinations on Stayz

Holiday rentals with weekly discounts - Jamaica

Showing deals for:19 Dec - 26 Dec

Very good

(5 reviews)

Sea View 5 Bedrooms 5 Bath

Ocho Rios, St. Ann Parish

5% off

for 7 nights, 1 room

AU$1,778 per night

includes taxes & fees

Silent Waters Villa aerial view of Owner's Villa, Pavilion, Pool and Sundeck

Exceptional

(17 reviews)

Silent Waters Villa - 9BR/7BTH estate - ocean and river views - fully staffed

Montego Bay, St. James Parish

18% off

for 7 nights, 1 villa

AU$10,166 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

for 7 nights, 1 villa

AU$1,433 per night

includes taxes & fees

Exceptional

(6 reviews)

12 Guests Included in Price! Includes: Ocean View, Pool & Other Amenities

Tower Isle, St. Mary

10% off

for 7 nights, 1 villa

AU$1,180 per night

includes taxes & fees

Wonderful

(13 reviews)

Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa

Robins Bay, St Mary Parish

21% off

for 7 nights, 1 villa

AU$627 per night

includes taxes & fees

Exceptional

(6 reviews)

A beautiful villa w/ magnificent views of Caribbean Sea in Negril, Jamaica 🇯🇲

Negril, Hanover Parish

9% off

for 7 nights, 1 villa

AU$352 per night

includes taxes & fees

Exceptional

(22 reviews)

Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Montego Bay, St. James Parish

9% off

for 7 nights, 1 home

AU$203 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

for 7 nights, 1 villa

AU$242 per night

includes taxes & fees

Wonderful

(13 reviews)

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Robins Bay, St. Mary's

13% off

for 7 nights, 1 cabin

AU$50 per night

includes taxes & fees

Exceptional

(196 reviews)

VILLA BY THE SEA - Steps from the BEACH - CHEF services included

Duncans, trelawny

9% off

for 7 nights, 1 cottage

AU$281 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

Premier Host

Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.

Sleeps 14 · 6 bedrooms · 4+ bathrooms

Premier Host

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

Sleeps 20 · 10 bedrooms · 10+ bathrooms

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

Premier Host

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

Sleeps 14 · 6 bedrooms · 6+ bathrooms

Frequently asked questions

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

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 home accommodation in Jamaica?

Houses are the most popular style of holiday home in Jamaica, according to our data. Even if you've got something a little different in mind, Stayz 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 home 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 Stayz holiday homes 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 Stayz and how many guests to view your holiday home options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.

What are popular home amenities in Jamaica?

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

Are there large group holiday homes 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 homes 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 homes 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 Stayz and stay connected on your getaway.

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

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

How long can I rent a holiday home 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 Stayz 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.