34 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!“

“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.“

“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.“

“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.“

“Repeat customer though it has been 6 years since being able to visit. The dinner for 8 Was great as always! I took coworker's that had never been to this restaurant. It was superb and all were thrilled with the meals and the service. Francisco and Chris, our waiters were outstanding. Raul, our sommelier treated us well as we brought in several bottles from my cellar. Corkage was provided and we had a great trio of wines. Everyone will remember this restaurant and will return. Well done! Thank you!!“

“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.“

“Catherine was amazing and offered the best possible service. She is truly an amazing server and deserves all the praise she can get and promotion. Seriously, put her in charge of training other servers. She is exemplary in how she handles big tables and makes everyone feel welcomed and happy being in the restaurant. I can not express enough how amazing of a worker she is.“

“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!“

“Hallelujah, I’ve been lost and found! I’ve been searching in the wilderness that is Orlando Italian restaurants for the 25 years that I’ve lived here and I am so happy to proclaim from the rooftops that the new Manzzo’s in “Windernear” is the first authentic Italian restaurant that I’ve found in Central Florida. I’m not saying Italian American, I’m saying Italian. As someone not only of Italian heritage, but as someone who is lucky enough to travel to Italy somewhat frequently, I was so happy to dine at Manzzo’s tonight. Yes, Amatraciana has guanciale in it (not bacon), yes Carbonara has eggs (not cream), and yes, the Tiramisu is not overly sweet. The wait staff is great, the atmosphere is a nice vibe and the wine list is good enough. The food is wonderful. We had a pasta dish and a risotto tonight and it brought us back to Rome, I think Stanley Tucci would be proud to eat here. Even if the authenticity of the Italian food is not a concern to you (admittedly I am obsessed), I am sure that you will find Manzzo’s to be the best restaurant on the west side of Orange County. Give it a try!“

“What an awesome experience at the portifino resort at universal. Felt like a date night in Italy. The food was delicious, prepared fresh, and the atmosphere was very nice. Had a few folks walking around playing music and singing. Too notch service and food that I would pay too dollar for and not much more expensive than everything else at universal. Definitely worth checking out where ever you are staying“

“Always a good classic wherever I go“

“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.“

“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.“

“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 just ate at Calabria's tonight and OMG! Why did we wait so long to try this gem of a restaurant. Our server James was fantastic and the food begs for us to return for more visits. We had Calabria ziti and Fettuccine Alfredo finished with a Cannoli. Our compliments to the chef!“

“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.“

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

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

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

“Have been to this Olive Garden a few times and each time it is such a pleasant experience! I have 3 kids that are 3 and under and they always accommodate us so well! Just went in today for Valentine’s Day and our server, Shack, was probably the best server we’ve ever had there! Nothing went empty, and when he wasn’t at our table a manager was stopping in to check on us or refill anything we might need! Truly great location and even better staff!“

“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.“

“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.“

“A must try! So many options and all of the sandwiches are tasty. The bread is light, the ingredients are fresh and the combinations are delicious. 😋“

“The restaurant had a lively atmosphere with lots of conference groups around, which added some energy to the place. The chicken parm was really well done—crispy, flavorful, and served hot. The sauce had a nice balance, and the portion was just right. Service was excellent—staff were quick, polite, and stayed on top of everything even with a full house. It’s a busy spot, but they manage it well. I’d come back to try more dishes and take in the vibrant crowd.“