Winkler Vacation Packages

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Top Holiday Package Deals in Winkler

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
6.4/10 (1,000 reviews)
Bery good , in conform , cleaner , i recommend to every body

Reviewed on Jul. 5, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Beautiful property! We stayed in a suite and it was breathtaking! The balcony was so huge. The staff was wonderful too!

Reviewed on Jul. 7, 2025

South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
We’ve been coming here for the last 14 years. This was our first time back since hurricane Ian destroyed the island and the resort . The property is still under construction and not fully Staffed either. 4th of July

Reviewed on Jul. 9, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,405 reviews)
Great property, so well appointed. They really seem to appreciate that you’ve stayed with them. Centrally located to mostly everything within minutes walk.

Reviewed on Jul. 11, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.8/10 Exceptional! (65 reviews)
I loved my stay at Casa Playa Beach Resort. The room was clean and big. The pool was also very clean and in great quality, Beach access was private and very easy to access . I loved they offers shares, lounges, umbrella and toy to use at the pool and at the beach. If I have a negative it will be the elevator is very slow and while in my stay it broke down, tho it was fix in less than an hour. Over all I loved my stay and will definitely book again.

Reviewed on Jul. 9, 2025

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
4/5(5 area reviews)

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

Winkler 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 CA $262 per night from Jul 15 to Jul 16
CA $262
CA $350 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,032 reviews)
"This is one of the first places to bounce back from the hurricane last year and they have done a great job. Nice place."

Reviewed on Jul. 11, 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 CA $272 per night from Jul 13 to Jul 14
CA $272
CA $338 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (1,202 reviews)
"Beautifully landscaped property. Nice pool area. Easy access to beach. Perfect getaway."

Reviewed on Jul. 11, 2025

Sanibel Island Beach Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Fully refundable
The price is CA $134 per night from Jul 13 to Jul 14
CA $134
CA $150 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Like the neighborhood, you can see the water from some rooms, has a nice breakfast, and is within walking distance to restaurants."

Reviewed on Jul. 11, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 13,949 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winkler vacation package cost?
Maybe less than you imagined --- from a tempting CA $607, 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 traveler favorites.
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 vacation?
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 vacation 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 vacation package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Winkler vacation 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

4.5/5(4 reviews)

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

Edison Mall
Edison and Ford Winter Estates which includes a house and street scenes

Edison and Ford Winter Estates

4.5/5(23 reviews)

Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.

Edison and Ford Winter Estates
Barbara B Mann Hall

Barbara B Mann Hall

You can get tickets for a performance at Barbara B Mann Hall on your trip to Fort Myers. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Barbara B Mann Hall

Things to do

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $89
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Ft Myers Beach: Tropical Beach Getaway 3 Hour TikiPub Cruise

Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise

CA $136
per adult
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $137
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.