Winklers Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Winklers

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

Mid Island

1 out of top 10 points of interest in this area
4.5/5(108 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

Winklers Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
The price is ₩673,572 per night from Jan 4 to Jan 5
₩673,572
₩819,676 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.8/10 Excellent! (1,991 reviews)
The staff were exceptional, the hotel was very clean and breakfast was fantastic. A fresh coat of paint would be nice in the hallways but overall, just an outstanding place. We would love to come again.

Reviewed on Dec 23, 2025

Naples Grande Beach Resort
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 ₩219,276 per night from Jan 7 to Jan 8
₩219,276
₩276,654 total
Jan 7 - Jan 8, 2026
includes taxes & fees
9/10 Wonderful! (1,043 reviews)
All of the staff members i encountered wrte great. Front desk, Jayquan, provided excellent service. The cleaning staff was very good. Our room was very clean. Our view of the Gulf from room 209 was excellent. Lots of food options. I suggested they provide free coffee in the lobby for guests. We had ...

Reviewed on Dec 27, 2025

Lani Kai Beachfront Resort
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is ₩459,890 per night from Jan 4 to Jan 5
₩459,890
₩548,819 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
We stayed at a suite (880) facing the bay which was an amazing view and balcony Positives: location - right before sanibel causeway , 2 pools, not many “rules and regs” like other resorts where you have to pay for lost towels, tip umbrella guys, etc - mini beach area was a bonus, very easy/ casual ...

Reviewed on Dec 24, 2025

Marriott Sanibel Harbour Resort & Spa
See all 17,486 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 vacation package cost?
Go from wondering to wandering with our Winklers vacation 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 vacation 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 vacation?
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 organize 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 vacation is only clicks away.
Can I choose my airline with a Winklers Expedia vacation package?
With a vacation 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 vacation 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

Smugglers Cove Adventure Golf

You can take time to visit Smugglers Cove Adventure Golf during your travels to Fort Myers Beach. Discover the beautiful sunsets and lively bars in this family-friendly area.

Smugglers Cove Adventure Golf
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.