Winklers Holidays

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Your Winklers Holiday

Your next big journey beckons with a holiday package to Winklers. Excitement, fun and nonstop great times — you're bound to find it in this neighbourhood. Your trip to Winklers wouldn't be complete without a visit to big-name attractions nearby such as Fishing Pier Fort Myers Beach, Bunche Beach and Jungle Golf Ft. Myers. Stop dreaming and start doing. When you're ready to lock in your next holiday to Winklers, Expedia will help you get there.

Our guide on where to stay in Winklers

Find the best Winklers areas and neighborhoods for the activities you enjoy most. Learn more about Winklers
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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.

Find hotels in Mid Island

Our pick of the best Winklers Hotel Deals

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$313 per night from 20 Jan to 21 Jan
AU$313
20 Jan - 21 Jan
includes taxes & fees
9/10 Wonderful! (1,095 reviews)
This was our first time staying at the Lani Kai. Thoroughly enjoyed our stay. Property is a stunning postcard for a beach resort. Easy, friendly check in. Clean room with incredible view, nicely heated pool, and large selection of dining options to suit anyone’s taste. Took great pride in keeping ...

Reviewed on 10 Jan 2026

Lani Kai Beachfront Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
The price is AU$851 per night from 1 Feb to 2 Feb
AU$851
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (2,011 reviews)
The staff was terrific and the room had a comfortable bed

Reviewed on 13 Jan 2026

Naples Grande Beach Resort
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is AU$431 per night from 25 Jan to 26 Jan
AU$431
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,530 reviews)
Great value

Reviewed on 13 Jan 2026

Sanibel Island Beach Resort
See all 17,547 properties in Winklers
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winklers holiday package cost?
Go from wondering to wandering with our Winklers holiday packages, which start from a low . Handpick the flights and hotels that fit your travel plans. Then, add on a couple of enriching experiences for a one-of-a-kind getaway.
How do I get a cheap travel package to Winklers?
Browse and book everything all in one place with our Winklers holiday packages. You'll find bargains on hotels, flights, tours and more that'll keep your budget happy and your adventurousness alive. And, with more than 550 air carriers and 1 000 000 properties around the world to select from, you'll have endless opportunities to mix and match.
Where should I stay in Winklers?
With fascinating attractions such as Key West Express and Fishing Pier Fort Myers Beach in this area, look for a hotel situated near either of them. Bunche Beach is another sight that visitors flock to.
How far in advance should I book my Winklers holiday?
While not all air carriers advertise tickets early, customers are usually able to start comparing international flights on Expedia up to a year in advance. This is when you'll score some fantastic deals. If you're purchasing tickets last minute, you could still be in luck. Sometimes the lowest prices appear only weeks before departure.
What does an Expedia Winklers travel package include?
Expedia has everything you need to organise your Winklers getaway, but how your package is structured depends on you. Select from any combination of hotels, rental cars and flights. Searching for some tours or activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your style, there's a deal to meet your needs.
What should I know before booking a Winklers travel package?
Discover deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save precious dollars just for combining your bookings. Whether you're going on an adventure in the snow or drinking cocktails on a beach, your dream holiday is only clicks away.
Can I choose my airline with a Winklers Expedia holiday package?
With a holiday package, you're in charge. Whether you're eager to fly to Winklers in economy or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Winklers holiday package?
You can cancel your Winklers booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Winklers

Bunche Beach

Bunche Beach

Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

Bunche Beach

Activities

Copacetic Day Sail

Copacetic Day Sail

AU$105
per adult
100% of travellers recommend
Copacetic Day Sail
Clear Kayak Guided Eco Tour in North Naples

Clear Kayak Guided Eco Tour in North Naples

AU$133
per adult
100% of travellers recommend
Clear Kayak Guided Eco Tour in North Naples
Fort Myers Beach 90 Minute Round Tiki Boat Cruise

Fort Myers Beach 90 Minute Round Tiki Boat Cruise

AU$90
per adult
Fort Myers Beach 90 Minute Round Tiki Boat Cruise
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.