50 Best Italian Restaurants near Windermere

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

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

“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!!“

“Piesanos provided pizza and delivered it to our church for a youth event recently. They were super friendly and the pizza was a huge hit with our teens! Thank you for the awesome service and delicious food!“

“I ordered a couple of pies to go last night. They were quite busy when I got there and I did have to wait a few extra minutes, but the pizza was definitely worth it. I will be ordering from them again as I also found out that they will deliver it!“

“Great Thanksgiving dinner experience while in Orlando. Jose was excellent!!!!“

“Absolutely wonderful, fine dining Italian dinner at Epcot! It’s a gorgeous and classy dining room with incredibly kind and gracious hosts who checked us in and then led us to our table. Gian Marco was our very nice server who took great care of us. We started with good rolls dipped in olive oil, bread sticks, and the fried calimari appetizer. The squid rings were the most tender and tastiest we’ve ever had. For dinner, my wife had the Italian “surf and turf”, Mare e Monti, which was a delicious braised beef short rib and lobster ravioli. I had the Salmone, which was a nice piece of grilled salmon served atop mashed potatoes over diced tomatoes, capers, olives and anchovies. It was fantastic! We finished this gourmet meal with the tastiest Tiramisu and a Cannolo. The perfect end to a perfect meal. We spoke with Sarah, one of the managers, and she explained that much of the staff are actually from Italy and are working here and gaining experience at a resort style restaurant. They all work together to provide the hospitality and dining experience that must be savored and celebrated!“

“Good food! Nice staff. Pizza and chicken parmigiana absolutely delicious“

“Sam (our server) and Angeline (our Sommelier), along with a very nice young man (been there about 8 months) who brought us in (sorry I didn’t catch his name) made sure we wanted for nothing. We asked for suggestions and they delivered all the way through dessert!! Professional, engaging, and genuinely nice people! Oh, and the food!!!!“

“Big rave to this restaurant. An honest mistake was made and a few items were missing from our Uber Eats delivery. I contacted the restaurant and they immediately admitted to the error. Their asst manager personally drove the missing items directly to our hotel and even threw in some free dessert! They went over and above to quickly address and fix the issues! Would highly recommend them and the food was great.“

“Food and service was wonderful! You have to try the cannoli! 10/10 recommend“

“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.“

“We were a group of 10. Reservations honored. Antonio introduced himself and was excellent! Service was impeccable. Appetizers were brought to the table by house choice. Food choices was something for everyone. All dinners were served at the same time and to everyone’s liking. The pasta was truly homemade.Our lemonciello spritz was made just right. A requested dessert was no longer available and was surprised with a special substitute on the house. A total recommendation. Kudos to the owner for a fabulous experience. Thank you“

“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.“

“I wanted to reach out and share what a wonderful experience I had at your restaurant. Having traveled extensively and tried pizza all over the world, I can honestly say that the pizza which is one of the best I have ever had.

I also want to highlight the exceptional service provided by Sofia. Although penne vodka was not on the menu, she was kind enough to have it prepared for my kids. The pasta was outstanding, and her hospitality made our visit even better.

Thank you for a great meal and for taking such good care of my family.“

“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“

“Our favorite restaurant to visit we're in town. The entire staff makes you feel like family. The food is the best each and every time. We have been to Orlando 4 times in the last 5 months and have visited Christini's each time. You won't be disappointed.“

“My husband and I ate here tonight. The service was superb, the food was delicious and authentic, the atmosphere was very welcoming. The best lasagna I’ve ever eaten! The drinks and appetizers were delicious. Our server was very helpful. We hope to come back on our trip this time, but certainly will come back the next trip. Highly recommend“

“They Best italiano fotos I loved si good“

“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.“

“Stopped by Olive Garden for lunch and ordered the baked ziti. The pasta was hot, cheesy, and very satisfying, exactly what you expect when you're craving classic Italian comfort food. Service was friendly and the atmosphere was relaxed and welcoming. Lunch portions were filling and the food came out quickly. Overall it was a pleasant lunch stop and a dependable place when you want a hearty pasta dish.“

“The food is amazing.The bartenders are friendly and efficient. My friends and I try to go at least once a month for happy hour .“

“Delicious food, great portions & amazing service. First time I've been in an olive garden. Got breadsticks & salad as appetizers before the food, and even though the business location was packed, they were able to get our main dish out at quick.“

“Best Olive Garden we have ever dined at!!!!! First and foremost, our server Genesis was absolutely amazing!!!! My wife ordered a non-alcoholic version of one of their drinks and the manager came up and told us there wasn't a non-alcoholic alternative to one of the main ingredients in the drink and suggested another form of the drink using prickly pear lemonade and pineapple juice. Amazing! It was sweet, tart and refreshing! Genesis took our order and I ordered the Chicken Alfredo and she asked fried or grilled chicken. I asked if they offered blackened and she said no. But, said she has had the chef grill the chicken with their own blend of steak seasoning and said it was great. So I ordered that. My wife ordered the Seafood Alfredo. The salad and breadsticks were so fresh and delicious. Our main dishes arrived and the Chicken Alfredo with steak seasoning was Out-of This-World!!!! Even better than Blackened Chicken!!! My wife's Seafood Alfredo was amazing as well. The serving size was huge and we had to get to-go boxes. Again, Genesis is a world class server and we will be coming 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.“

“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!“

“If you love Italian pizza, this is hands down the best spot in town! Papparella Trattoria never disappoints—the pizza is always fresh, flavorful, and perfectly made with that authentic Italian-style crust. Great atmosphere and friendly service too. Highly recommend! 🍕“

“Delicious food and amazing service !!“

“Ordered the penne marinara — my first time trying Italian food — and it was actually really good! The staff member who helped me order was super friendly and even offered extra sauce if I needed it. I asked for something spicy, and he mentioned upfront that the pastas aren’t spicy but kindly gave me red chili flakes. Overall, good food and a nice experience!“

“I have been to this location a couple times now and have had the pleasure of being served Uni, she is amazing. Very attentive to our needs, she was always available when needed but not overbearing with her presence. As a fellow server I appreciate that she knows how to have just enough conversation to show interest and also knows when to just let you enjoy your meal. On top of the amazing service, I have zero complaints about the food. Always fresh, hot and definitely in a timely manner. I will definitely be returning for both the food and the service!“

“We had our first experience dining at Cala Bella while staying at Shingle Creek in Orlando — and it was absolutely incredible! Although the restaurant was bustling, they kindly found us seats at the bar, where we had a front-row view of the kitchen. It was such a treat to watch Chef Kermary put the final touches on each dish with care and precision. Our server, Enidsha, was warm, attentive, and perfectly timed with everything. Manager Austin set the bar high with his professionalism and presence throughout the evening. But the true highlight of our evening was watching one of the cooks, Ante, work his magic on the grill. He noticed our interest and went out of his way to come chat with us. When we told him how much we enjoyed watching him prepare the octopus — and how we couldn’t wait to try it next time — he said, “Why wait?” Minutes later, we were savoring one of the best octopus dishes we’ve ever had. Sooo good! Huge thanks to the entire Cala Bella team for an unforgettable dining experience. We’ll definitely be back!“

“We came rolling into Orlando after a long day of traveling! We were all very hungry for some good pizza! V Pizza did not disappoint us! Our 13 year old granddaughter kept saying it was some of the best pizza she'd ever eaten! As previous owners of a pizza restaurant, we thought our pizzas were pretty amazing! The staff was very friendly and eager to serve us. The restaurant was clean and had very modern decor. We will probably go back before returning home!“

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

“Amazing, great food, love the ambiance!“

“The Stuffed Veal Chop is to die for. Excellent food and service. Our waiter was super nice. Forgot his name.“

“Cauliflower salad is absolutely amazing“

“That was my first visit here. The food was amazing to the point that I ate something that I usually don't eat, and I finished everything. The servers were very attentive in the food was very well seasoned and portioned. My mother was happy for her Mother's Day, we will be back!!!“

“My family enjoy eating at, I love new york pizza“

“As someone who doesn’t take Italian food lightly, I walked in skeptical. I’ve spent years in Italy and my family are immigrants.
This place completely surprised me.
From the first bite, it felt like home. But what truly transported me were the live performances — the accordionist and vocalists moved through the room, taking requests and singing with such authenticity and heart that I found myself in tears. For a moment, I wasn’t in a restaurant — I was back in my grandparents’ home decades ago, surrounded by music, warmth, and love.
I left feeling full in every sense of the word — in my stomach and in my spirit.
A true hidden gem.“

“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.“

“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.“

“Staff was extremely friendly. My wife has food allergies and can it be tough to eat at places that are willing to accommodate as well as handle the food properly. It was our first time here and the staff and our server took good care of us from start to finish. Highly recommend anyone going here if you’re staying at the hotel. Prices are as reasonable as you can get given a great atmosphere and 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.“

“We are a family of 5, and we're attended by Stacey our waitress and Julian K. The GM. We came right when lunch hour eneded so you can see there was a rush. However the service and food were phenomenal They were a cherry on top to our meals! The staff were all pleasant.

The down fall to this location is you have certain patrons that take advantage of these kind people and get away with free food, due to the location 😔“

“Every time I come to this resort. I Play their games that they have throughout the week and I always win free pizza, drinks and ice cream. So of course it's a five star. I never have to pay for anything. The pizza is great and has a lot of cheese.“

“Amazing service! The staff is outstanding. We got in early and were able to check in early! They were extremely helpful with our bags and even provided a pack and play for our son. Every day we’d come back to our room with clean beds and towels and they’d even set up all of my daughter’s toys and she thought it was the greatest thing ever. Check out was a breeze! They definitely played a very large part in the success of our trip!“

“excellent service!!!! very good food“

“Best dinner and breakfast!“