Winkler Vacations from $238

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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 $435, price is now $238 per person
$238
per person
Feb 28 - Mar 3
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,004 reviews)
Great hotel Great people and service. Very good breakfast

Reviewed on Jan 2, 2026

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $508, price is now $257 per person
$257
per person
Feb 28 - Mar 3
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Arrived and had dinner at the restaurant, which was very good. Room was great. Place is quiet and convenient.

Reviewed on Jan 3, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $722, price is now $369 per person
$369
per person
Feb 6 - Feb 9
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Erica was wonderful, she was very pleasant and very accommodating.

Reviewed on Jan 2, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $3,210, price is now $1,736 per person
$1,736
per person
Feb 28 - Mar 7
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Everything was great

Reviewed on Dec 28, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,513, price is now $850 per person
$850
per person
Mar 15 - Mar 19
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
A great place to stay. Very clean. Very professionally run. Great breakfast options included. Incredible work out facility. I’d highly recommend Innovation

Reviewed on Jan 3, 2026

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

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 $185 total per night from Jan 7 to Jan 8
$185 total
per night
Jan 7 - Jan 8
9/10 Wonderful! (1,066 reviews)
Everything was great, we only have 1 complaint...the music was way too loud. It was hard to be outside & have a conversation with anyone.

Reviewed on Jan 3, 2026

Lani Kai Beachfront 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
The price is $365 total per night from Jan 10 to Jan 11
$365 total
per night
Jan 10 - Jan 11
8.4/10 Very Good! (1,003 reviews)
Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room.

Reviewed on Jan 3, 2026

Marriott Sanibel Harbour Resort & Spa
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 $144 total per night from Jan 6 to Jan 7
$144 total
per night
Jan 6 - Jan 7
9.2/10 Wonderful! (1,102 reviews)
Met expectations.

Reviewed on Dec 29, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 15,075 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

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

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

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

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
Everglades Day Safari from Sanibel, Fort Myers & Naples

Everglades Day Safari from Sanibel, Fort Myers & Naples

$225
per adult
Everglades Day Safari from Sanibel, Fort Myers & Naples
Close-up encounters with our beautiful Dolphins

Private Dolphin & Sightseeing Boat Day Tour

$185
per adult
Private Dolphin & Sightseeing Boat Day 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.