South Island Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in South Island

Find the best South Island areas and neighborhoods for the activities you enjoy most. Learn more about South Island
Default Image

Mid Island

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.

Find hotels in Mid Island

Top hotels in South Island

Pointe Estero
Pointe Estero
2 out of 5
6640 Estero Blvd, Fort Myers Beach, FL
The price is S$692 per night from 18 Jun to 19 Jun
S$692
18 Jun - 19 Jun
includes taxes & fees
"The 2bd beachfront condo was exactly as described. The layout was perfect and the views were amazing. Thoroughly enjoyed the screened in balconies The only thing that would have made it better is if 2 chairs and an umbrella were included in the price and not rentals from a separate company. But otherwise ..."

Reviewed on 12 Sep, 2022

Pointe Estero
GullWing Beach Resort
GullWing Beach Resort
3.5 out of 5
6620 Estero Blvd, Fort Myers Beach, FL
9.4/10 Exceptional! (921 reviews)
"Eventually the area will be back to normal. Important to visit now and help the local economy. Stay Strong!!!"

Reviewed on 6 Jun, 2025

Get rates
GullWing Beach Resort
Carribean Beach Club
Carribean Beach Club
2.5 out of 5
7600 Estero Blvd, Fort Myers Beach, FL
Get rates
Carribean Beach Club
See all 981 properties in South Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a South Island holiday package cost?
Get set to book, because a getaway to South Island starts from an enticing . When you bundle your flights, hotels and car rentals into a package, you’ll score great deals.
How do I get a cheap travel package to South Island?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a South Island holiday package and save. Score even better deals when you add extras such as tours or experiences to your booking. But that’s not the only good part. You have the freedom to tailor your trip your own way. We offer more than 550 partner airlines and 1,000,000 properties worldwide, so that everyone has a chance to travel and fulfil those holiday dreams.
How far in advance should I book my South Island holiday?
While not all airlines release ticket prices early, customers are usually able to compare international airfares on Expedia up to 12 months in advance. This is the time when you’ll nab some incredible deals. If you’ve left everything to the last minute, you might get lucky. Low prices sometimes emerge a few weeks prior to departure.
What does an Expedia South Island travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you’ve made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your South Island trip, you’re the boss!
What should I know before booking a South Island travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and score exciting discounts. You’re not limited to hotels, however. Book with us and take your pick of beachside villas, mountain cabins and even treehouses and ranches!
Can I choose my airline with a South Island Expedia holiday package?
Yes, and with more than 550 airlines to choose from across the globe, you’ve got lots of choice. Take a look at the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my South Island holiday package?
If your holiday plans in South Island have changed, it’s good to know that you can cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To find out more, visit our Customer Service Portal.

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

S$84
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

S$83
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

S$90
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
See all activities in Fort Myers Beach

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.