Winkler Holidays from NZ$2,532

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Top Holiday Package Deals in Winkler

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Fort Myers Airport by IHG

Holiday Inn Express & Suites Fort Myers Airport by IHG

2.5 out of 5
Daniels Corridor
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Fort Myers (RSW)
9.6/10 Exceptional! (991 reviews)
The room was fine but we woke up the floor and everything on it twas soaking wet.

Reviewed on 8 Aug. 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
Classic 4 stars hotel. That is goof but something is missing. Here the pool for families was so cold nobody can swim in it. Even though we are in summer the heater wasn’t working and the are was great, the pool super clean a poolside bar etc, but you can’t enjoy the pool because literally was freezing. Good thing we spoke to the staff and they let us use the adults only pool. The other thing and really annoying was the AC in the room. Not working at night despite several attempts of the staff to fix it. So to us was good but could have been better

Reviewed on 8 Aug. 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Fort Myers (RSW)
9/10 Wonderful! (1,660 reviews)
Easy check in. Our room lack oean views bu5 still very nice.

Reviewed on 13 Aug. 2025

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
Old Naples
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Fort Myers (RSW)
9/10 Wonderful! (1,374 reviews)
I didn't like paying for parking per day - after paying for the room the parking is way too high.

Reviewed on 12 Aug. 2025

The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

5 out of 5
Pelican Bay
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Fort Myers (RSW)
9.2/10 Wonderful! (435 reviews)
Kind and accommodating staff

Reviewed on 20 Jul. 2025

Our guide on where to stay in Winkler

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

1 out of top 10 points of interest in this area

The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.

Find hotels in Villas

Our pick of the best Winkler Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is NZ$361 per night from 24 Aug to 25 Aug
NZ$361
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,355 reviews)
"JWB steak house is a must. The filet and the octopus, delicious. Service acceptable. The pool was incredible. Rented a cabana for $500 but includes 6 day pass and a fruit plate."

Reviewed on 10 Aug. 2025

Margaritaville Beach Resort Fort Myers
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 NZ$386 per night from 19 Aug to 20 Aug
NZ$386
19 Aug - 20 Aug
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Property was great, several dining options. The only suggestion I have is that you leave a broom and dustpan in rooms so guests can sweep up sand and not have to have housekeeping do it."

Reviewed on 12 Aug. 2025

Lani Kai Beachfront 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 NZ$429 per night from 17 Aug to 18 Aug
NZ$429
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (1,271 reviews)
"Delightful! Clean room, helpful and friendly staff and great location. Beautiful beach with great shelling, and the pool & pool bar was very relaxing."

Reviewed on 11 Aug. 2025

Sanibel Island Beach Resort
See all 14,189 properties in Winkler
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 Winkler holiday package cost?
Maybe less than you imagined — from a tempting NZ$2,532, as a matter of fact! By bundling flights, hotels and car rentals into your own custom-made package, your trip to Winkler is only clicks away.
How do I get a cheap travel package to Winkler?
You'll save a pile of money if you combine your flights, hotels and car rentals into a Winkler travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 air carriers and 1 000 000 hotels globally, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Winkler?
Take the hassle out of sightseeing by staying in a hotel within walking distance of Winkler's main attractions. Edison and Ford Winter Estates and Manatee Park are two traveller favourites.
What are the top hotels in Winkler?
Get your trip off to a great start by locking in a room at Budget Inn - Ft Myers. It's one of most sought-after hotels in Winkler. Another option is Super 8 by Wyndham Fort Myers.
How far in advance should I book my Winkler holiday?
To land cheap prices, book ASAP. Airlines usually advertise flight tickets, along with some of the lowest fares, up to a year in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Winkler, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Winkler travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and tours. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to planning your perfect Winkler escape.
What should I know before booking a Winkler travel package?
So many places to travel to, so many things to see. With a package, you can check more of them off your list. Combine your flights, hotels and rental cars and score big savings.
Can I choose my airline with a Winkler Expedia holiday package?
Yes, you can. Expedia has access to more than 550 partner airlines all over the world, so go with the carrier that matches your needs.
If I'm not able to travel, can I cancel my Winkler holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Winkler holiday package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, browse our Customer Service Portal for more information.

Discover the most popular places to visit in Winkler

Edison Mall

Edison Mall

You can enjoy retail therapy at Edison Mall during your trip to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.

Edison Mall
Manatee Park

Manatee Park

Watch Florida’s most famous marine creature, the manatee, swim in its natural habitat at this non-captive park on the Orange River.

Manatee Park
Centennial Park featuring outdoor art, a park and a square or plaza

Centennial Park

Just minutes from Fort Myers’ historic downtown district, this park’s centerpiece is the statue honoring three of the city’s most famous citizens.

Centennial Park

Activities

Cape Coral and Fort Myers: Jet Ski Rental

Cape Coral and Fort Myers: Jet Ski Rental

NZ$199
per traveller
Cape Coral and Fort Myers: Jet Ski Rental
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

NZ$108
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

NZ$166
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.