Winkler Vacations from $270

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Your Winkler Vacation

Your next big journey is calling your name with a vacation package to Winkler. Fun, food and nothing but great times — you're sure to find it in this neighborhood. Kick off your trip to Winkler by checking out nearby attractions such as Edison and Ford Winter Estates, Imaginarium Hands - On Museum and Edison Mall. No matter what your dream Winkler vacation looks like, you can make it a reality with Expedia.

The Latest Winkler Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Everything was great, but last night I found a roach behind the curtains by the windows and I couldnt sleep.

Reviewed on Jun 29, 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
Sep 15 - Sep 19
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Amazing we will be back

Reviewed on Jun 28, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.2/10 Very Good! (1,008 reviews)
We like it not love but liked

Reviewed on Jul 1, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Amazing view, beautifully updated room. No microwave and very small fridge. The food downstairs can be expensive, but overall it is a nice place. The pool is very relaxing and the resort is worth the price.

Reviewed on Jul 4, 2025

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Sep 18 - Sep 23
found 19 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (2,179 reviews)
Clean and comfortable, close to beach, restaurant, great service

Reviewed on Jul 2, 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(133 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
$229 nightly
The price is $256 total per night from Jul 6 to Jul 7
$256 total
Jul 6 - Jul 7
Total includes taxes and fees
8.4/10 Very Good! (1,042 reviews)
"I really enjoyed our time at the Lani Kai. The beach was clean and easy to get to. The restaurants attached to the resort were nice. I did not like paying for parking and thought that should be more apparent when booking. The facility we spoke to was very nice and accommodating. I would recommend ..."

Reviewed on Jul 2, 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
$232 nightly
The price is $255 total per night from Aug 3 to Aug 4
$255 total
Aug 3 - Aug 4
Total includes taxes and fees
9/10 Wonderful! (1,176 reviews)
"First time visiting Sanibel Island. It offered everything I was looking for including beach access.🐚The location was perfect for surrounding sightseeing. Will be back again."

Reviewed on Jul 1, 2025

Sanibel Island Beach 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
$221 nightly
The price is $247 total per night from Aug 3 to Aug 4
$247 total
Aug 3 - Aug 4
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"We had a great time during the weekend. Planning to go again. We were so lucky to have a room with a wonderful view !"

Reviewed on Jun 29, 2025

Marriott Sanibel Harbour Resort & Spa
See all 13,900 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

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Winkler

Edison Mall featuring signage

Edison Mall

4/5(41 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(594 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 featuring a pond

Florida Southwestern State College

4/5(5 reviews)

Walk around the campus at Florida Southwestern State College as part of your travels around Fort Myers. Discover the beautiful sunsets and lively bars in this family-friendly area.

Florida Southwestern State College

Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

$100
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Cape Coral and Fort Myers: Jet Ski Rental

Cape Coral and Fort Myers: Jet Ski Rental

$120
per traveler
Cape Coral and Fort Myers: Jet Ski Rental
Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise

$75
per adult
Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise
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.