South Island holiday rentals

We found 1,169 holiday rentals — enter your dates for availability
Select from 41 houses, 202 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:13 Nov - 20 Nov

Private kitchen
Property grounds
Private kitchen
Private kitchen
Exceptional
(9 reviews)

Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach

Fort Myers Beach

8% off
AU$9,227
for 7 nights, 1 home
AU$1,318 per night
includes taxes & fees
Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach
Room
Living area
Private kitchen
Pool
Exceptional
(7 reviews)

Sun Kiss Villas - Beachside Duplex, Private Pool and Steps to Beach

Fort Myers Beach

8% off
AU$9,483
for 7 nights, 1 home
AU$1,355 per night
includes taxes & fees
Sun Kiss Villas - Beachside Duplex, Private Pool and Steps to Beach
Interior
Pool
Exterior
Living area
Exceptional
(5 reviews)

Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach

Fort Myers Beach

8% off
AU$11,489
for 7 nights, 1 home
AU$1,641 per night
includes taxes & fees
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Private kitchen
Interior
Terrace/patio
Living area
Exceptional
(40 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

7% off
AU$7,141
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
Living area
Terrace/patio
Interior
Pool
Exceptional
(15 reviews)

Gulf access and surrounded by water

Fort Myers Beach

8% off
AU$6,460
for 7 nights, 1 home
AU$923 per night
includes taxes & fees
Gulf access and surrounded by water
Dining Area
Sun Room
Outside Shower and Back Steps Entrance
Living area
Exceptional
(85 reviews)

Elevator to Paradise: Luxury Beachfront Escape with Incredible Ocean Views!

Fort Myers Beach

7% off
AU$7,964
for 7 nights, 1 home
AU$1,138 per night
includes taxes & fees
Elevator to Paradise: Luxury Beachfront Escape with Incredible Ocean Views!
Living area
Aerial photo of our beach.
Exterior
Pool
Exceptional
(75 reviews)

Clean & Comfortable Beachfront Condo. New restaurants right across the street!

Fort Myers Beach

7% off
AU$2,356
for 7 nights, 1 apartment
AU$337 per night
includes taxes & fees
Clean & Comfortable Beachfront Condo. New restaurants right across the street!
Living area
Living area
Pool
Private kitchen
Exceptional
(19 reviews)

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

Fort Myers Beach

7% off
AU$4,010
for 7 nights, 1 home
AU$573 per night
includes taxes & fees
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
Private kitchen
Living area
Interior
Room
Exceptional
(14 reviews)

Sandy Feet Retreat - 3Bdrms, Pool, Steps to Beach

Fort Myers Beach

8% off
AU$4,463
for 7 nights, 1 home
AU$638 per night
includes taxes & fees
Sandy Feet Retreat - 3Bdrms, Pool, Steps to Beach
Outdoor dining
Private kitchen
Dining
Living area
Exceptional
(13 reviews)

Cozy Coastal Retreat, Steps to the Sugar Sand Beach of FMB!

Fort Myers Beach

7% off
AU$2,585
for 7 nights, 1 home
AU$369 per night
includes taxes & fees
Cozy Coastal Retreat, Steps to the Sugar Sand Beach of FMB!
Pool
Property grounds
Private kitchen
Room
Exceptional
(61 reviews)

Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet

Fort Myers Beach

7% off
AU$2,474
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Foosball anyone?
Exterior
Open floor plan with eat in bar
Beach
Exceptional
(20 reviews)

🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!

Fort Myers Beach

7% off
AU$4,891
for 7 nights, 1 apartment
AU$699 per night
includes taxes & fees
🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!
Exterior
Property grounds
Living area
Beach
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
AU$3,400
for 7 nights, 1 apartment
AU$486 per night
includes taxes & fees
Not available due to hurricane Ian damage
Beach
Interior
Private kitchen
Living area
Exceptional
(9 reviews)

Booking for winter 2025-2026.

Fort Myers Beach

8% off
AU$2,420
for 7 nights, 1 apartment
AU$346 per night
includes taxes & fees
Booking for winter 2025-2026.
Private kitchen
Living area
Dining
Pool
Wonderful
(7 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

7% off
AU$2,956
for 7 nights, 1 apartment
AU$422 per night
includes taxes & fees
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
Cozy Kitchen
Sports court
Pool
Birdseye view from water
Exceptional
(22 reviews)

Veteran Owned Beachfront, Sleeps 4.

Fort Myers Beach

7% off
AU$2,085
for 7 nights, 1 apartment
AU$298 per night
includes taxes & fees
Veteran Owned Beachfront, Sleeps 4.
Master bedroom
Room
Kitchen
Lake view from lanai
Exceptional
(11 reviews)

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

Fort Myers Beach

7% off
AU$3,993
for 7 nights, 1 apartment
AU$570 per night
includes taxes & fees
Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym
Room
Pool
Bathroom
Living area
Exceptional
(5 reviews)

Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear

Fort Myers Beach

7% off
AU$2,869
for 7 nights, 1 apartment
AU$410 per night
includes taxes & fees
Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear
Living area
Interior
Living area
Exterior
Exceptional
(72 reviews)

Beach front with 2 bedrooms, 2 baths and views of the Gulf!

Fort Myers Beach

8% off
AU$2,432
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Beach front with 2 bedrooms, 2 baths and views of the Gulf!
Exterior detail
Living area
Living area
Pool
Exceptional
(6 reviews)

Flip Flop Paradise - 3 Bdrms, Pool, Steps to the Beach

Fort Myers Beach

8% off
AU$4,334
for 7 nights, 1 home
AU$619 per night
includes taxes & fees
Flip Flop Paradise - 3 Bdrms, Pool, Steps to the Beach
Living Room
Ariel shot of the Bac Bay at the northern end of the island.
Living Room
Living room
Exceptional
(51 reviews)

Sleeps 8 - Perfect condo for the Family!

Fort Myers Beach

8% off
AU$2,743
for 7 nights, 1 apartment
AU$392 per night
includes taxes & fees
Sleeps 8 - Perfect condo for the Family!
Private kitchen
Exterior
View to the living area
Beach
Excellent
(14 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

7% off
AU$3,303
for 7 nights, 1 apartment
AU$472 per night
includes taxes & fees
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

  • 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.

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