Winkler Vacations from $230

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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.
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
Price was $403, price is now $230 per person
$230
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,005 reviews)
There is not truly a restaurant or cafe in this hotel.

Reviewed on Aug 24, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $1,344, price is now $606 per person
$606
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
I loved the beachfront access

Reviewed on Aug 27, 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $497, price is now $270 per person
$270
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug 23, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $835, price is now $463 per person
$463
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Staff members more than excellent. The hotel perfect!!

Reviewed on Aug 25, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $573, price is now $347 per person
$347
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,462 reviews)
We enjoyed out stay. The carpet in the closet was wet when we arrived, it stayed wet until we left. Not a huge deal except when you momentarily forgot and stepped in it while barefoot. The beach was great. It was very close to downtown, which was nice. Employees were very nice and friendly. I know things break and we were only on the second floor so the non-functioning elevator wasn't a deal breaker. Just glad we weren't on a higher floor. Overall, we would stay here again.

Reviewed on Aug 26, 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

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$214 nightly
The price is $239 total per night from Sep 2 to Sep 3
$239 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,396 reviews)
"Is beatifull and big hotel,I liked the pool is very big,and this hotel stay near to the beach."

Reviewed on Aug 24, 2025

Margaritaville Beach Resort Fort Myers
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Sep 6 to Sep 7
$119 total
Sep 6 - Sep 7
Total with taxes and fees
8.4/10 Very Good! (987 reviews)
"Safe and quiet place. Easy parking. Strongly recommend."

Reviewed on Aug 23, 2025

Hilton Garden Inn Ft Myers
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive, Bonita Springs, FL
Fully refundable
$144 nightly
The price is $161 total per night from Sep 21 to Sep 22
$161 total
Sep 21 - Sep 22
Total with taxes and fees
9/10 Wonderful! (607 reviews)
"Great stay, clean rooms, very family friendly. Was great that we were able to book a cheaper property but still enjoy the perks of the Hyatt Regency Hotel. Had an great weekend, will definitely book again."

Reviewed on Aug 25, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 14,199 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

Barbara B Mann Hall

4.5/5(12 reviews)

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

Barbara B Mann Hall

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
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

$12
per adult
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
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.