35 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“

“This was our first time but it won't be our last. They were very accommodating with Gluten free options like GF pasta and GF bread. They also offered to make almost any entre GF.

The service was EXCELLENT!! Antonio and Josephine were amazing hosts. They really made you feel welcomed and were happy to answer questions about the menu.

We had the shrimp scampi and it was delicious with plenty of jumbo shrimp. This came with rainbow carrots and broccolini.
We also had the Filet Mignon with mashed potatoes and vegetable. The food was prepared exactly how we wanted and seasoned to perfection.

We had the house Tri-Mozzarella platter appetizer and it was amazing!!

We had an excellent meal and great experience!!!
We definitely recommend this restaurant!

Dietary restrictions: Gluten free options available such as pasta and GF bread. They also are very accommodating in offering to prepare almost any entre GF!!

Parking: Huge parking lot.

Kid-friendliness: High chairs available.“

“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.“

“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.“

“My sister and I had our first visit to Cariera's in Winter Garden, FL, a family owned restaurant, for lunch about a week ago. I first heard about it a few years ago on the NextDoor App for the Dr. Phillips neighborhood in Orlando, which I believe was their original location. We grabbed the menus, sat at a booth, made our selections and then went up to very friendly Cashier/Waitress Valerie to prepay our meals and tips. I had the Fried Calamari, Shrimp & Crab Ravioli ala Vodka, fruit infused red sangria and for dessert, Limoncello cake. Sis had the Lasagna. Everything was delicious (see pics)! The calamari was seasoned crispy on the outside but light and tender on the inside. The ravioli didn't have as much crab as I would have liked but plenty of shrimp. The vodka sauce was creamy and cheesy. Even the garlic roll was fresh and warm. Everything was perfect and there was plenty leftovers to feed us a couple more days. The owner and Valerie and other servers checked on us periodically throughout our meal. The food, welcoming atmosphere and excellent customer service provided our first-time visit with a very happy, delightful experience! There are plenty of veggie and vegetarian options and a $10 'Little Bambinos' menu. Cariera's is located in a strip mall with plenty of parking except handicapped spaces are limited. We plan to return to try different things on the menu and would highly recommend for indoor and/or carry out meals with family, friends and visitors.“

“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.“

“I stopped by because I could smell how good the food was walking to Publix, Jay helped me find a perfect late night meal.He is the kindest person and understands the menu and its pairing very well! Jay provided excellent recommendations and you can tell he genuinely cares for customers and its elevated the dining experience. i’d highly recommend this restaurant!“

“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.“

“Beautiful restaurant with an excellent staff and attention to detail. When you walk in, you almost feel as if you left Orlando and got transported to Italy. The live music was a nice touch and the food is simply superb! My husband ordered the milk fed Veal chop, and I ordered the fettuccine and it's the best I've ever had! The wine selection is wonderful and their cocktail list looked fantastic as well! We opted for a half bottle of Cabernet and we loved it so much, we had to order a second half bottle of it! We will definitely be back again 🌹❤️“

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

“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.“

“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!“

“Always a good classic wherever I go“

“Everything was spectacular. My family shared an order of suppli and a margherita pizza. Reminded us of our vacation to Rome. Our entrees were authentic and delicious. The wine suggestions were excellent. All the servers are knowledgeable, attentive, and hilarious! It was a perfect evening.“

“Shared a wonderful meal with friends at Caffè Positano. We ate outside and enjoyed the fresh air and festive atmosphere. I ordered the salmon with broccoli which was perfectly seasoned and prepared to perfection.

Give Caffè Positano a try. You will not regret it.“

“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.“

“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“

“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.“

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

“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.“

“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.“

“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. 😋“

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

“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!“

“I have written a review on Calabria Ristorante in the past. Nothing has changed the food is always delicious as are the Martini's and other drinks. This post is not just about food, but a WONDERFUL WAITRESS NAMED CHRISTA G. SHE'S THE BEST! We have had her wait on us at least 3 times. She is attentive, and has a fantastic disposition. Her smile tells us she likes her job. Our friends like extra sauce and extra Parmigiano on thier chicken cutlet dinner. I try different menu items as I will try anything. I have never made a bad choice. My wife likes the Calamari, the Greek salad etc. CHRISTA ALWAYS BRINGS THE RIGHT MEAL. Try the Italian Margarita, you're gonna love it. If I could make one suggestion, people come in for special occasions. Birthdays etc. the restaurant should help in the celebration with a piece of cake and a candle or maybe a piece of Tiramisu and a candle. A happy whatever the occasion may be can be done by a server. That little touch goes a long way! Lastly the Manager needs to walk around to make sure all diners are content. I worked in the service industry for 12 years. The personal touch makes customers happy. Peace, Ralph Michael“

“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.“

“Tonight was our first time eating here. I love how close by it is to where we live. We split an "Antipasto" salad and ordered a 16" "Mediterranean Chicken" pizza. The place was not busy in-house, but they were dealing with a good number of takeout orders. The pizza and salad came out quickly. The pizza was "oven hot", but eating the salad first allowed it to cool a bit. Excellent pizza... thin crust that had a nice chewy texture without being tough. They told us that the crust is "aged" for 72 hours after being mixed to develop flavor. Toppings were freshly prepared and tasty. Our pizza had a pesto base... really good. Very happy with our meal here... we'll definitely be back!!“

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