South Island vacation rentals

Q: Does Vrbo offer discounts for vacation homes in South Island?

Whether you're eyeing off one of our newly listed homes , or one of our weekly or monthly discounts on vacation rentals , you're sure to score some incredible deals and discounts on Vrbo. From mini stays to extended vacations, we've got the perfect space for your next South Island escape.

We found 844 vacation rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

July 2025

August 2025

Select from 121 houses, 798 condos, and other vacation rentals to find the perfect place for your stay in South Island. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the amenities you need and want, such as WiFi and cable TV. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - South Island

Showing deals for:Oct 10 - Oct 17

Exceptional

(103 reviews)

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

Fort Myers Beach, FL

8% off

Fees included upfront

Exceptional

(61 reviews)

RELAX and Unwind on Fort Myers Beach in a 2BR/2BA Gorgeous Gulf views and Pool

Fort Myers Beach, FL

9% off

Fees included upfront

Exceptional

(5 reviews)

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

Fort Myers Beach, FL

15% off

Fees included upfront

Exceptional

(123 reviews)

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

Fort Myers Beach, FL

8% off

Fees included upfront

Exceptional

(53 reviews)

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

Fort Myers Beach, FL

16% off

Fees included upfront

Exceptional

(5 reviews)

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

Fort Myers Beach, FL

8% off

Fees included upfront

Wonderful

(17 reviews)

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

Fort Myers Beach, FL

8% off

Fees included upfront

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

Fees included upfront

Wonderful

(39 reviews)

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

Fort Myers Beach, FL

16% off

Fees included upfront

Exceptional

(37 reviews)

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

Fort Myers Beach, FL

8% off

Fees included upfront

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in South Island

#kidsfun I wouldn't say feed the seagulls but there are so many nice restaurants and beach shops.

Castle Beach

Find the best place to stay - South Island

Showing deals for: Oct 6 - Oct 9

Enjoy the shared outdoor hot tub at the resort.

Elegant + Spacious Suite with Gorgeous Gulf Views!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Fees included upfront

Beachfront / Ocean View Condo ( High Floor)

Sleeps 4 · 2 bedrooms · 2 bathrooms

Fees included upfront

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

Sleeps 8 · 3 bedrooms · 2 bathrooms

Fees included upfront

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

Sleeps 10 · 3 bedrooms · 3 bathrooms

Fees included upfront

3-bedroom house in charming Fort Myers Beach Laguna Shores District Lovers Key

Sleeps 6 · 3 bedrooms · 3 bathrooms

Fees included upfront

Top rated rentals - South Island

Premier Host

Beautiful property and great communication

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Find out more about South Island

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Island?

According to our research, condos are the most in-demand type of vacation property in South Island. But naturally, everyone's idea of an awesome trip can differ. Vrbo has vacation rentals in a variety of sizes and shapes, so you're sure to discover your ideal fit.

How much does it cost to rent a vacation rental in South Island?

A number of factors can determine how much you pay for a vacation rental in South Island, like the season, type of property and length of stay. However, all of our vacation homes have one thing in common --- incredible value. Just add your travel dates to find your perfect match.

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

When you travel and the size and style of the property will influence the cost of your beachside escape. Enter your South Island travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the features and amenities you want.

What are popular rental amenities in South Island?

Some of the most popular rental amenities people prefer in South Island include a garden, a water view and a chef. Whether you're hitting the road with buddies, family or even pets, Vrbo vacation properties provide the best amenities for fun and relaxation with the people you cherish the most.

Can I find two-bedroom vacation rentals in South Island?

Pick from 503 two-bedroom vacation homes in South Island. Settle the kids into the second room or fill it with a couple of your best friends. There's a comfy spot for whoever's lucky enough to be coming along.

Are there vacation rentals with WiFi in South Island?

Whether you'd like to keep up with the news, write a few emails or surf your social networks, there are 356 vacation homes with WiFi in South Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How old do you have to be to rent a vacation rental in South Island?

The minimum age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your chosen South Island vacation rental before booking your trip.

How long can I rent a vacation rental in South Island for?

The amount of time you can book a South Island vacation home for is down to the property. Just enter your preferred travel dates to see options that offer long-term stays. They feature all you need to make your extended getaway more convenient and enjoyable, like kitchens and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.

Does Vrbo offer discounts for vacation homes in South Island?

Whether you're eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some incredible deals and discounts on Vrbo. From mini stays to extended vacations, we've got the perfect space for your next South Island escape.