Westside holiday rentals

We found 285 holiday rentals — enter your dates for availability

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September 2025

October 2025

Discover a selection of 139 homes, 41 apartments and other holiday rentals in Westside that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Westside

Showing deals for:12 Dec - 19 Dec

Wonderful

(31 reviews)

Hobby & Rescue Farm with Pets, Pool, Pond, and More!

Jacksonville, FL

16% off

for 7 nights, 1 room

AU$865 per night

includes taxes & fees

Primary (1)
KING BED
King bed
50” TV
USB & USB-c
Extra blankets & Billows

Exceptional

(39 reviews)

Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

Jacksonville, FL

7% off

for 7 nights, 1 home

AU$235 per night

includes taxes & fees

Excellent

(6 reviews)

Private, Safe, Quiet, Pet Friendly 1-bedroom house in Oakleaf - Jacksonville

Jacksonville, FL

8% off

for 7 nights, 1 home

AU$277 per night

includes taxes & fees

Exceptional

(19 reviews)

New Patio & Pergola, Near Shops/Restaurants, King Bed, Pet-Friendly Yard

Jacksonville, FL

7% off

for 7 nights, 1 home

AU$334 per night

includes taxes & fees

very comfortable queen bed with room darkening floor to ceiling curtain panels

Exceptional

(12 reviews)

Historic Avondale private guest suite in quiet neighborhood, walk to Boone Park

Jacksonville, FL

12% off

for 7 nights, 1 room

AU$240 per night

includes taxes & fees

Find spaces that suit your style

Find properties near top attractions in Westside

Jacksonville Naval Air Station

Find the best place to stay - Westside

Spacious home with sunroom, patio, fireplace, & water views

Sleeps 9 · 3 bedrooms · 2 bathrooms

Westside home away from home-Live like local and chill in privacy. Super safe

Sleeps 5 · 3 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Westside?

The most desirable types of holiday homes in Westside are houses. Want something different? Stayz offers a variety of options to match our guests' unique needs, so you'll see holiday properties in lots of sizes and shapes. The perfect home away from home is waiting for you — book yours today.

How much does it cost to rent a holiday home in Westside?

Length of stay, season and property type are some of the things that can influence the price of a holiday home. Simply add your dates of travel to find your perfect escape. From cosy cabins to expansive villas, all Stayz holiday homes offer incredible value.

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

Prices for beach houses in Westside differ depending on the type and size of the property and when you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to view holiday home options and prices. From there you can use our filters to tailor your search results by amenities, ratings, nearby activities and more.

Are there pet-friendly holiday homes in Westside?

With 118 properties that host four-legged guests, your furry buddy can also come along on your Westside break. Use the filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Stayz.

Can I rent a house with a pool in Westside?

Add a whole other level of fun to your getaway by booking your family into one of the 20 houses with a private pool in Westside. Use our search filter to find properties with pools on Stayz, then spend carefree days splashing and playing in a swimming pool that's only for you.

What are popular home amenities in Westside?

A sauna, a swimming pool and a fireplace head the list of most popular home amenities in Westside. Whether you're travelling on your own, with your spouse or a group of friends, Stayz will help you find a holiday home that matches your style with all the features you'll enjoy.

Are there large group holiday homes in Westside?

Choose from 11 properties in Westside that can host a group of 10 or more guests. Whether you're planning a holiday with extended family or a celebration like an anniversary, there's ample space to get your group together under one roof.

Are there holiday homes in Westside that welcome kids?

Westside has 116 family-friendly holiday homes to pick from. And booking a stay that welcomes little ones is a cinch with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll get conveniences and perks such as bunk beds, kitchens and private pools.

What are the top attractions for families in Westside?

Keep the kids amused at these fantastic family-friendly attractions in Westside:

Mandarin Museum
Jacksonville Equestrian Centre
Crystal Springs Park

Are there one-bedroom holiday homes in Westside?

Yes, there are 10 one-bedroom properties in Westside to pick from. A one-bedroom holiday home is a wonderful option if it's just two of you or if you're travelling on your own. Throw in more convenience, space and privacy than a hotel, and you'll be sure to have an unforgettable getaway.

Can I find two-bedroom holiday homes in Westside?

Westside has 16 two-bedroom properties that you can choose from. Find a holiday home with all the privacy and comfort you want at a fantastic price on Stayz.

Are there holiday homes with WiFi in Westside?

Whether you'd like to keep up with the latest headlines, send a few emails or update your social media accounts, there are 76 holiday homes with WiFi in Westside. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.

How can I find holiday homes with air conditioning in Westside?

You'll have a choice of 115 holiday homes with air conditioning in Westside providing that gentle, cool breeze and extra element of comfort. Just enter your travel dates and then make use of our filters to look for properties with air conditioning.

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

It's a good idea to check with the Westside holiday home you're considering on Stayz as the age limit differs. However, normally it's 16, 18 or 21.

How long can I rent a holiday home in Westside for?

It's really down to the Westside property. To look at a list of options offering extended stays, just type your dates and number of people into Stayz. Enjoy having the entire place to yourself, along with home comforts like a full kitchen, air conditioning and an outdoor space to play in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.