Winklers Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Winklers

Find the best Winklers areas and neighborhoods for the activities you enjoy most. Learn more about Winklers
Another amazing SW Florida Sunset #goldenhour

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 Winklers

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 5.177.620 ₫ per night from 15 Jan to 16 Jan
5.177.620 ₫
6.358.845 ₫ total
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (1,100 reviews)
ANY TYPE FOOD IS AVAILABLE ON SIGHT FOR A PRICE ITS VERY CONVENIENT PLENTY OF OPTIONS .

Reviewed on 12 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 refundable
The price is 12.258.429 ₫ per night from 19 Jan to 20 Jan
12.258.429 ₫
14.918.954 ₫ total
19 Jan - 20 Jan
includes taxes & fees
8.8/10 Excellent! (2,010 reviews)
staff courteous amenities extensive

Reviewed on 11 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 6.803.671 ₫ per night from 25 Jan to 26 Jan
6.803.671 ₫
8.242.818 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,526 reviews)
Staff was great. Room was clean

Reviewed on 12 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.

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 1null000null000 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.

Popular places to visit

Fishing Pier Fort Myers Beach featuring a sandy beach and a bridge

Lynn Hall Memorial Park

Why not spend a care-free afternoon at Lynn Hall Memorial Park during your travels in Fort Myers Beach? Amble around this family-friendly area's seaside and enjoy its lively bars.

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

Castle Beach

Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?

Castle Beach
Waves at Bunche Beach

San Carlos Bay - Bunche Beach Preserve

You can take time to visit San Carlos Bay - Bunche Beach Preserve during your travels to Fort Myers Beach. Wander the beautiful beaches and seaside in the area.

San Carlos Bay - Bunche Beach Preserve