South Island holiday homes

We found 856 holiday rentals — enter your dates for availability

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August 2025

September 2025

Select from 121 houses, 803 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:24 Oct - 31 Oct

Exceptional

(106 reviews)

Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!

Fort Myers Beach, FL

7% off

NZ$665 per night

includes taxes & fees

Very good

(5 reviews)

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

Fort Myers Beach, FL

15% off

NZ$446 per night

includes taxes & fees

Exceptional

(5 reviews)

Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.

Fort Myers Beach, FL

14% off

NZ$492 per night

includes taxes & fees

Exceptional

(20 reviews)

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

Fort Myers Beach, FL

8% off

NZ$1,384 per night

includes taxes & fees

Exceptional

(7 reviews)

Amazing ocean & sunset views, steps from the beach

Fort Myers Beach, FL

5% off

NZ$959 per night

includes taxes & fees

Exceptional

(124 reviews)

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

Fort Myers Beach, FL

7% off

NZ$433 per night

includes taxes & fees

Blue Skies await you at Palmetto Sea Breeze

Exceptional

(123 reviews)

Sea Breeze Palmetto Home. Heated Pool, 1.5 Block from Beach

Fort Myers Beach, FL

7% off

NZ$462 per night

includes taxes & fees

Exceptional

(53 reviews)

Great Resort & Condo - 3 bedrooms with 2 King Beds, Twin bunks and Queen sleeper

Fort Myers Beach, FL

15% off

NZ$433 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

7% off

NZ$644 per night

includes taxes & fees

Exceptional

(191 reviews)

7 Miles of Paradise! Completely Renovated Condo. Cleaning Included.

Fort Myers Beach, FL

8% off

NZ$325 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

NZ$701 per night

includes taxes & fees

Close enough to hear the waves roll on the beach at night.

Exceptional

(60 reviews)

Penthouse gulf view on the beach - open 2024 and beyond

Fort Myers Beach, FL

8% off

NZ$469 per night

includes taxes & fees

Wonderful

(39 reviews)

Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 8.

Fort Myers Beach, FL

15% off

NZ$693 per night

includes taxes & fees

Exceptional

(37 reviews)

Heaven on Fort Myers Beach. A quaint condo with Tommy Bahama like look.

Fort Myers Beach, FL

7% off

NZ$300 per night

includes taxes & fees

Exceptional

(102 reviews)

FABOULOUS PENTHOUSE, ESTERO BEACH & TENNIS! ON THE BEACH! EVERYTHING IS NEW!!!

Fort Myers Beach, FL

8% off

NZ$427 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Find properties near top attractions in South Island

Castle Beach

Find the best place to stay - South Island

Showing deals for: 22 Oct - 25 Oct

Enjoy the shared outdoor hot tub at the resort.

Elegant + Spacious Suite with Gorgeous Gulf Views!

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$865 per night

includes taxes & fees

GullWing Beach Resort

Sleeps 6 · 2 bedrooms

for 3 nights, 1 room

NZ$620 per night

includes taxes & fees

Beachfront / Ocean View Condo ( High Floor)

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$623 per night

includes taxes & fees

⛱️Canal Front with Private Pool-Close to Beach-Family Beach House⛱️

Sleeps 10 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$853 per night

includes taxes & fees

Beachfront / Ocean View Condo ( High Floor)

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$623 per night

includes taxes & fees

Great Resort & Condo - 3 bedrooms with 2 King Beds, Twin bunks and Queen sleeper

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$517 per night

includes taxes & fees

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? Bookabach 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 Bookabach 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 Bookabach 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 Bookabach.

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 Bookabach.

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 Bookabach, 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 Bookabach holiday properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.