South Island Holidays

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Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
per person
25 Jan - 1 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
8.6/10 Excellent! (1,000 reviews)
It was right across from the beach. We enjoy walking on the beach and it was very easy to get to. The restaurants on the property were very good.

Reviewed on 16 Dec 2024

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Punta Rassa
per person
25 Jan - 1 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9.6/10 Exceptional! (329 reviews)
Our rental unit was perfect. Very well supplied and very clean. The screened balcony was a very nice addition to the unit abd the views were superb!

Reviewed on 8 Dec 2024

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
per person
25 Jan - 1 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9/10 Wonderful! (915 reviews)
Perfect location easy to walk everywhere

Reviewed on 9 Dec 2024

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
per person
25 Jan - 1 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9.6/10 Exceptional! (896 reviews)
The apartment was impeccable. Clean and with all the needed things.

Reviewed on 23 Sep 2024

Harbour House At The Inn

Harbour House At The Inn

3 out of 5
per person
25 Jan - 1 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9.2/10 Wonderful! (646 reviews)
Pool/hot tub were nice, clean. Noise from Outside was a bit irritating.

Reviewed on 16 Dec 2024

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
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Mid Island

2 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

GullWing Beach Resort
GullWing Beach Resort
3.5 out of 5
6620 Estero Blvd, Fort Myers Beach, FL
The price is €485 per night from 19 Dec to 20 Dec
€485
includes taxes & fees
19 Dec - 20 Dec
9.4/10 Exceptional! (896 reviews)
Nice resort but some construction noises
"We liked the location and the room. There is some noisy construction work going on in the resort and in the buildings nearby. However, we decided to stay for two weeks."

Reviewed on 17 Nov 2024

GullWing Beach Resort
Spectacular Sunsets with Direct Gulf views, Pool, 11th floor, WiFi
Spectacular Sunsets with Direct Gulf views, Pool, 11th floor, WiFi
Fort Myers Beach
9.8/10 Exceptional! (177 reviews)
Sunsets galore
"A lovely condo, nicely decorated and fully provisioned. Balcony overlooks the beach and gets sunshine from early morning until sunset. A very peaceful setting."

Reviewed on 15 Dec 2024

Get rates
Spectacular Sunsets with Direct Gulf views, Pool, 11th floor, WiFi
603A Spectacular Gulf Views w Updated Accommodations
603A Spectacular Gulf Views w Updated Accommodations
Fort Myers Beach
10/10 Exceptional! (67 reviews)
Great place to stay
"We stayed for a week and only had one problem. The fridge wasn’t working when we arrived but the owner quickly got that fixed. The area is still suffering a bit from Ian but the unit was perfect for my wife and I. It was clean and well equipped for our stay. Access to the beach was great and the ..."

Reviewed on 17 Nov 2024

Get rates
603A Spectacular Gulf Views w Updated Accommodations
See all 978 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 €1,309. 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.

Popular places to visit

Ostego Bay Marine Science Center

You can spend time browsing the exhibits at Ostego Bay Marine Science Center in Fort Myers Beach. Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.

Ostego Bay Marine Science Center

Things to do

Sunset Dolphin Cruise with Sanibel Lighthouse Views

Sunset Dolphin Cruise with Sanibel Lighthouse Views

€60
per adult
80% of travellers recommend
Sunset Dolphin Cruise with Sanibel Lighthouse Views
2hr Tiki Pub Fun in the Sun Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

€43
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Clear Kayak Guided Tours in Naples

Clear Kayak Guided Tours in Naples

€75
per adult
100% of travellers recommend
Clear Kayak Guided Tours in Naples
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.