32 Best Italian Restaurants near Winter Garden

“My favorite restaurant in Winter Garden. Decided to do Italian for Thanksgiving and it was outstanding. My favorite is their Pork Osso Bucco and they did not disappoint. Service and owners are always on point. Thank you for enjoying my first Thanksgiving being waited on. Always recommend this place, never a bad meal. Thank you Dorina“

“Huge RAVE for La Piccolina - Winter Garden. We went to celebrate my father’s birthday and everything was wonderful. The food was delicious, so flavorful and generous portions! On top of our delicious meals the service was excellent! They went above and beyond, surprised my daughter with a fun make her own pizza, which was so fun and a sweet surprise. This place is authentic and caters to hospitality! Thank you for making our dining experience so wonderful! We can’t wait to come back.“

“Dropped in to Simply Capri on a quick solo trip to WDW. Had an amazing meal - the focaccia lovely. The skirt steak was both great quality and perfectly cooked. The pistachio gelato - some of the best I’ve had. The staff was very attentive too. Highly recommend for great food and service“

“This was the best pizza I’ve had since moving to Florida 12years ago! I even had to buy the sauce to take home to make spaghetti 🍝 later because it was that amazing!! My daughter had a Philly and we shared the crazy breads! Portions were huge and every bite was delicious 🤤 We will definitely be back!“

“Sue and I have not been to this place since they converted to sit-down and order. Finally joining the real restaurant world. We have eaten here about 20 times in the last few years and have always enjoyed the food, but felt strange with the get-your-own-drink aspect of it. Anyways, we are seated at our favorite booth, Perry Como, Elvis, Dean Martin, and Sinatra (the usual suspects) crooning at a comfortable level, with decent speakers. Oscar greeted us and took our drinks order, leaving a couple of rather impressive menus with us. We spent some time looking at the menu, as the format has changed somewhat. I ordered the shrimp marsala on linguine, Sue ordered the same on some other pasta noodle (You choose). After a reasonable interval, our food arrived. 2 huge bowls of deliciousness thick enough that it could have been called a stew. Lrt me tell you, I've been to restaurants that the orders contained little meat, little mushrooms, and a LOT of broth. Not here! These bowls were crammed with a ton of food. Shrimp, portobella mushrooms and pasta that was not overcooked. I gotta tell you, Sue and I dine out a LOT...various venues all over WG/Ocoee/Windermere/Clermont. This was probably the finest meal I ever had. The improvements the restaurant made are A+ Definitely worth dropping a hundy on.“

“The best pasta I have ever tried! On top of that it’s the customer service you receive whenever you make an order or go to the markets. A company with true customer loyalty with the best fresh pasta at its heart.“

“Local Gem We live a 15 minute stroll from Mangoni's Italian Market, but at "feels like" temps hovering around 105°, strolling to lunch hasn't been as attractive ? Sunday, hubby wanted a relaxing lunch with sangria! So, we drove (& charged our EV in the parking garage). We had the entire patio to ourselves, as diners likely expected unbearable heat. Mangoni's pergola and great ceiling fans made patio dining the experience we wanted---even when the afternoon storm blew up from the west, we were protected from rain. We enjoyed our favorite, GF goat cheese pizza, with our sangria. Unlike most places, Mangoni's GF crust is an excellent, thin cauliflower crust. And, it’s not an upcharge. We also enjoyed meeting Georgia, the regional manager, who chatted with us about the social hour (11-6pm weekdays). She made a GF garlicky cheesy Flatbread for us to try--now we have more reason to stroll (or drive) over! Oh, and take away is a frequent option. Really, Mangoni's is a local gem.“

“Great service and food😋 One of my favorite place🙌😋“

“We always enjoy lunch at this I-Drive location. The food is delicious and May, our server, is always amazing. May is extremely attentive and personable. Good job Carrabbas and May! Can’t wait to go back.“

“Great food and great service“

“Visited Orlando for the weekend golfing at Bay Hill. Fresco's was recommended by the folks at the Lodge. Glad we stopped in for dinner. The food is excellent. It will be my goto on future Orlando visits.“

“Antonio’s House of Pizza has quickly become my go-to spot, and it all started with their garlic knots—easily the best I’ve ever had. They’re baked to perfection: golden on the outside, soft on the inside, and soaked in a rich, flavorful garlic oil that makes them completely irresistible. You can smell the garlic as they hit the table—and they taste even better than they smell.

I also have to rave about their gluten-free pizza. As someone who eats gluten-free regularly, I’ve tried a lot of crusts that fall flat—but not here. Their gluten-free crust is thin, crisp, and full of flavor. It actually tastes like real pizza, which is a rare find. The toppings are super fresh and generously layered.

Great service, clean space, and consistently amazing food. Highly recommend Antonio’s—you won’t be disappointed!“

“I recently had the pleasure of dining at Maggiano's Little Italy in Orlando on International Drive and it was an experience worth sharing. From the moment we walked in, we were greeted warmly by the hostess, who promptly seated us at a cozy table that perfectly set the tone for the evening. The waitstaff was exceptional—attentive, friendly, and knowledgeable. They made sure our glasses were never empty and checked in just the right amount to ensure we had everything we needed without being intrusive. For the main course, we chose the Chicken Parmesan, which was cooked to perfection with a crispy exterior and tender, juicy chicken inside. The pasta was al dente, and the meat sauce was rich and savory. It was really enough for two people to share. To top it all off, they brought two plates of their famous lemon cookies to our table, to celebrate our third anniversary. Overall, our experience at Maggiano's was nothing short of excellent. The combination of outstanding service, a welcoming atmosphere, and delicious food made for a memorable evening. I highly recommend Maggiano's for anyone looking to enjoy a wonderful Italian meal with top-notch service.“

“The mood is that of a classic restaurant that has been in the neighborhood for decades. The service is outstanding. Chris, our waiter and his team were kind and on top of their game. The meal was a delight. The veal with a calvados reduction sauce was rich and balanced to the T. Definitely something to brag about. The wine menu has a good selection of great wines and very decent pricing. I will be back again and again when I visit Orlando.“

“Fantastic food and friendly but professional staff. We had tiramisu and wine one night and then the meatball appetizer and lobster ravioli the following night. All was delicious but the meatballs with the polenta was a delicious new twist.“

“Amazing food and service! I real gem to have here in Windermere!“

“Food was amazing and service from our waiter Alan was outstanding.

As an Aussie and first time customer of Olive Garden I was extremely impressed. The salad and soup were amazing and then the mains were simply superb.

Cannot recommend Olive Garden and especially Alan enough. Do yourself a favour and get to this Olive Garden as you won’t be disappointed.“

“Peperoncino’s was absolutely amazing! The menu offered such a fantastic variety, and every dish was cooked to perfection. The desserts were a true delight, and the service couldn’t have been better. Our server, Daniel, was a joy—his menu descriptions were spot on and made the experience even more enjoyable. We can’t wait to come back, and I highly recommend you visit too!“

“Always a good classic wherever I go“

“Mama Della's Ristorante at Loews Portofino Bay Hotel exceeded my expectations. The food was superb with a cozy atmosphere. The acoustic guitar player along with two amazing singers made us feel like we were literally having dinner in Italy.“

“Amazing setting, music, and food. Everything is very presentable, and fresh.“

“We had a wedding shower Bella Tuscany in Ocoee on Sunday. The room was the perfect size, the food was outstanding (we did a brunch), and the service was amazing. A big shout out to Barb and her staff who helped us make the shower so memorable.“

“Best eggplant parm I've ever had. Castello's is my new favorite restaurant. The young man who waited on us and the female chef were very polite and thanked us for coming in.“

“Their are clearly mark take out and delivery. Do you feel the same way when you go papa johns or Dominos and there is no sitting.“

“We had a celebration for my folks’ 50th anniversary here and it was so great. We really enjoyed the food and the staff were some of the kindest people I’ve ever had the pleasure of meeting.“

“Food is good BUT there’s nothing more frustrating than trying to enjoy a quiet dinner with my husband only to have it interrupted by one of your servers loudly sharing her entire life story with the guests at the table next to us. Throughout our meal, we couldn’t help but overhear her talking about being a stay-at-home mom, her breakup, living with her mother, receiving an allowance, and even details about her father in Tennessee. These are not topics diners should be exposed to while trying to enjoy a meal. By the time I realized the conversation wasn’t ending anytime soon, I asked for my food to be boxed just so I could leave and have some peace. It was disappointing and unprofessional. I hope management addresses this, as staff should remain attentive and discreet so guests can enjoy their dining experience without hearing personal stories from the next table.“

“Love this place… perfect combination of atmosphere and great food.“

“Very welcome and friendly manager and servers. The food was super italiono delicious. 👍🏻 from Thai fellows here.“

“I have no idea what the people who rated this establishment lower are talking about. The service, food, atmosphere and general ambiance were exceptional. After dining in some of the higher end resort hotels in Disney this Universal treat beats them hands down. Even with the construction maze one has to navigate that may detract a bit one must remember it is not the fault of the restaurant and they more than make up for this slight inconvenience by their service.“

“Absolutely great food. Had pizza one night that was very good and the BBQ burger was AMAZING! Good drinks and the staff was phenomenal. Ray and Manny are the best! Highly recommend it. Tons of choices and the bar area is great for socializing or watching the game.“

“Had to make it in for our last chance of never ending pasta bowls. We had the privledge of being served by Maurice. He's was attentive to our needs and respectful of our space. We were able to enjoy a family dinner with our small infant and did not make us feel rushed while packing up to leave with the baby.

Love the never ending pasta bowls I wish it was never ending.“

“I love this place. I ate so much and left happy. We'll be back soon. 100% recommended.“