South Island holiday rentals

We found 928 holiday rentals — enter your dates for availability

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September 2025

October 2025

Select from 129 houses, 843 flats and other holiday rentals to find the perfect place for your stay in South Island. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, such as parking and air conditioning. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Island

Showing deals for:19 Dec - 26 Dec

Exceptional

(20 reviews)

2 Separate Units! 200Ft From The Beach! 16 Guests!

Fort Myers Beach, FL

8% off

for 7 nights, 1 home

AU$1,418 per night

includes taxes & fees

Exceptional

(16 reviews)

Beach Front! No Condo! On Island! Sleeps 8, 200 Steps To The Beach, NEW Jacuzzi.

Fort Myers Beach, FL

8% off

for 7 nights, 1 home

AU$697 per night

includes taxes & fees

Lounge by the heated pool in comfort and take in the best views of the ocean.

Exceptional

(7 reviews)

Amazing ocean & sunset views, steps from the beach

Fort Myers Beach, FL

5% off

for 7 nights, 1 home

AU$1,210 per night

includes taxes & fees

Exceptional

(56 reviews)

Steps to the sugar sand beach of Fort Myers Beach! Peaceful setting

Fort Myers Beach, FL

7% off

for 7 nights, 1 apartment

AU$644 per night

includes taxes & fees

Exceptional

(5 reviews)

Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym

Fort Myers Beach, FL

8% off

for 7 nights, 1 apartment

AU$871 per night

includes taxes & fees

Exceptional

(8 reviews)

Luxury 3 Bed 2 Bath in FMB! Beach & Pool with the BEST reviews!

Fort Myers Beach, FL

8% off

for 7 nights, 1 apartment

AU$900 per night

includes taxes & fees

Wonderful

(17 reviews)

Beautiful Penthouse 2 Bed Plus Den with Pull Out Sleeper Steps From Beach

Fort Myers Beach, FL

8% off

for 7 nights, 1 apartment

AU$635 per night

includes taxes & fees

Exceptional

(139 reviews)

Directly on the beach at The Estero Beach and Tennis club. Balcony on the Ocean!

Fort Myers Beach, FL

8% off

for 7 nights, 1 apartment

AU$400 per night

includes taxes & fees

Front entrance to Estero Beach & Tennis Club

Wonderful

(68 reviews)

Estero Beach & Tennis Club Completely renovated January 2024

Fort Myers Beach, FL

8% off

for 7 nights, 1 apartment

AU$448 per night

includes taxes & fees

Find spaces that suit your style

Find properties near top attractions in South Island

Castle Beach

Find the best place to stay - South Island

Yachts and Villas By the Bay

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Premier Host

Santa Maria Resort- Great Resort and Condo!! Large refurbished pool & hot tub!

Sleeps 8 · 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 South Island?

The most in-demand types of holiday homes in South Island are condos. Want something different? Stayz has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in loads of sizes and shapes. The ideal home away from home is waiting for you — discover yours today.

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

The average price for a holiday home in South Island is based on several factors, like time of year, length of stay and property type. Whether you prefer a sprawling house with room for friends and family or a comfy cabin for you and your other half, just add your travel dates to see stays with unbeatable value.

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

Prices for beach houses in South Island may vary depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Stayz and how many guests to see your home options and prices. From there you can use the filters to narrow down your search by ratings, nearby activities, amenities and more.

What are popular home amenities in South Island?

When it comes to home amenities that people prefer in South Island, nearby museums, a barbecue grill and a fireplace are the most popular. With Stayz holiday homes, you'll find options to fit your taste and style, whether you're going on a holiday with your partner, your family or even pets.

Can I find two-bedroom holiday homes in South Island?

South Island has 285 two-bedroom holiday homes for you to select from. Experience a holiday home with all the comfort and privacy you want at a fantastic price on Stayz.

Are there holiday homes with WiFi in South Island?

You can pick from 259 holiday homes with WiFi in South Island. If you want to disconnect from the world on your trip, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.

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

The minimum age is usually 16, 18 or 21. It can differ between properties on Stayz, so check the rules of your preferred South Island holiday home before booking your trip.

How long can I rent a holiday home in South Island for?

The amount of time you can stay in a South Island holiday home for is up to each property. Simply enter your preferred travel dates to view options offering extended stays. They feature all you need to make your extended break more comfortable such as kitchens and yards. Some Stayz holiday properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.