Winkler Vacations from $325

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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
Price was $533, price is now $325 per person
$325
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Staff was fantastic. Room was nice and overall great experience.

Reviewed on Dec 7, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,476, price is now $824 per person
$824
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
We especially loved the kayaking

Reviewed on Dec 7, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $2,582, price is now $1,443 per person
$1,443
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Room was amazing! View spectacular! Service the best!

Reviewed on Dec 7, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,814, price is now $1,053 per person
$1,053
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $872, price is now $531 per person
$531
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Staff was friendly and helpful! The location is convenient to restaurants and shops. On site restaurant was a great benefit.

Reviewed on Dec 6, 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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Iona

Iona might not have many top sights, but Cape Coral Yacht Club Beach and Key West Express are two attractions nearby that you can check out.

Find hotels in Iona

Winkler Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
$212 nightly
The price is $237 total per night from Dec 14 to Dec 15
$237 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (1,685 reviews)
Great place. Great entertainment

Reviewed on Dec 2, 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
$154 nightly
The price is $172 total per night from Dec 9 to Dec 10
$172 total
Dec 9 - Dec 10
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean rooms, friendly staff, so much to do there and nearby

Reviewed on Dec 3, 2025

Lani Kai Beachfront Resort
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
$199 nightly
The price is $222 total per night from Dec 14 to Dec 15
$222 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (721 reviews)
The room was clean and the pool area is awesome.

Reviewed on Dec 5, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 15,043 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
#BeachBound

Sanibel Harbour

5/5(2 reviews)

Commune with nature and explore the great outdoors at Sanibel Harbour during your travels in Fort Myers. Stroll along the waterfront or visit the spas in this relaxing area.

Sanibel Harbour

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
Historic Walking Tour of Fort Myers

Historic Walking Tour of Fort Myers

$26
per adult
100% of travellers recommend
Historic Walking Tour of Fort Myers
Fort Myers: Guided Kayaking Eco Tour in Pelican Bay

Fort Myers: Guided Kayaking Eco Tour in Pelican Bay

$75
per adult
Fort Myers: Guided Kayaking Eco Tour in Pelican Bay
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.