South Island Holidays from £2,415

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Your South Island Holiday

Whatever your travel style, you can experience it all with a personalized South Island holiday package. Spend your next escape enjoying this neighbourhood's coastal beaches and its other delights. Kick off your trip to South Island with a visit to nearby attractions such as Santini Marina Shopping Plaza, Bay Oaks Recreation Centre and Mound House. Don't just think about it — make it a reality! Lock in your perfect South Island holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

£2,415
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (108 reviews)
Many amenities like restaurants/bars close during weekdays

Reviewed on 3 Sept 2026

The Perry Hotel Naples

The Perry Hotel Naples

£2,433
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.6/10 Exceptional! (1,074 reviews)
Casa Ybel Resort

Casa Ybel Resort

Mid Island
£2,473
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.8/10 Excellent! (412 reviews)
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on 30 Aug 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

£2,483
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (1,002 reviews)
Awesome experience! Cant wait to come back!

Reviewed on 5 Sept 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
£2,478
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,013 reviews)

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
A sunset over a calm sea with trees framing the view.

Mid Island

1 out of top 10 points of interest in this area

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

A coastal cityscape with a marina, dense housing, and a beach.

TP Hill's

When in TP Hill's, you can plan a visit to Key West Express and Estero Boulevard Beach, some noteworthy sights in the nearby area.

A beach at sunset with a pink and purple sky, people walking, and a lifeguard tower in the distance.

Downtown Fort Myers Beach

1 out of top 10 points of interest in this area

If you're spending some time in Downtown Fort Myers Beach, Lynn Hall Memorial Park and Estero Boulevard Beach are top sights worth seeing.

A coastal town with a beach, buildings, and a road.

Winklers

Winklers might not have many top sights, but Key West Express and Estero Boulevard Beach are two attractions nearby that you can check out.

A river with a cityscape in the background.

Laguna Shores

While Laguna Shores may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lover's Key Beach and Santini Marina Shopping Plaza.

Top hotels in South Island

GullWing Beach Resort

GullWing Beach Resort

6620 Estero Blvd Fort Myers Beach FL
£390
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (970 reviews)
"Highly recommended, coastal by the sea, good for family outings."

Reviewed on 5 Sept 2026

GullWing Beach Resort
Pointe Estero Beach Resort

Pointe Estero Beach Resort

6640 Estero Blvd Fort Myers Beach FL
£348
15 Sept - 16 Sept
includes taxes & fees
Pointe Estero Beach Resort
Walk to the Beach - Stylish Waterfront Gateway

Walk to the Beach - Stylish Waterfront Gateway

Fort Myers Beach FL
10/10 Exceptional! (11 reviews)
"We loved everything about this property clean, close to the beach! I am currently on crutches and the walk to the beach was very easy"

Reviewed on 30 Jul 2026

Get rates
Walk to the Beach - Stylish Waterfront Gateway
See all 1,140 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 travel package cost?
We make it easy to explore the world, with South Island packages starting from as low as £2,415. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
If I'm not able to travel, can I cancel my South Island travel package?
Yes, you can. We realise even the best-laid plans can go awry, so we're happy to help if you need to make changes to your South Island travel package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to South Island?
Combine your bookings with Expedia to save on your next big adventure. With over 550 air carriers and 1,000,000 hotel options globally, your South Island travel package can be tailored exactly to suit your budget. With all that extra cash, why not add some interesting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in South Island is much closer than you thought!
Does Expedia offer Book Now, Pay Later South Island holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Check out these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna offers just that! Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.
How far in advance should I book my South Island holiday?
Smart travellers will likely want to reserve their seats early. You can generally browse through international airfares on Expedia up to a year before your flight. If you're purchasing tickets last minute, there's no need to worry. Bargain prices sometimes become available just weeks prior to departure.
What does an Expedia South Island travel package include?
Expedia has all you need to organise your South Island trip, but how you structure your package is your call. Pick from a combination of hotels, rental cars and flights. Looking for some tours or activities to keep you entertained? Once you've made your booking, you can add them on too. No matter your budget, there's a travel package to suit your needs.
What should I know before booking a South Island travel package?
Booking all the parts of your getaway together is a simple way to save. Combine your car rentals, flights and hotels into one package. But you're not limited to hotels. Expedia has all types of properties, including holiday rentals like beach villas and serviced residences. You've got choices galore!
Can I choose my airline with a South Island Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.

Stay near popular South Island attractions

Castle Beach

8.0/10 (7 reviews)
Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?
See properties

Santini Marina Shopping Plaza

8.8/10 (527 reviews)
You can do some window-shopping at Santini Marina Shopping Plaza during your trip to Fort Myers Beach. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.
See properties

Things to do

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

£35
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

£53
per adult
90% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
Parasailing Adventure on Fort Myers Beach

Parasailing Adventure on Fort Myers Beach (400 Foot Flight)

£77
per adult
94% of travellers recommend
Parasailing Adventure on Fort Myers Beach (400 Foot Flight)
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. Flight-inclusive packages are ATOL protected.