50 Best Italian Restaurants near Windermere

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

“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!“

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

“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!“

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

“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!“

“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.“

“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“

“Great food and great service“

“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!“

“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 went for dinner and loved the atmosphere. Very authentic Italian, especially with the accordion player Eric. Sadly we went back the following weekend and he was no longer there. We really hoped he was regular entertainment. So perfect for the Italian experience. The food was great and the servers were so friendly. Loved that they were Italian“

“Outstanding!! Some of the BEST pizza we have ever had. Devoured by all!! The pepperoni pizza with that delicious cupping pepperoni and hot honey addition was 10/10! Don’t drive past this one… it’s a hidden gem for sure! The waitstaff was courteous and super helpful too! The young server tonight was especially sweet - excited to help us get exactly what we wanted! Very sad this restaurant is not closer to home! We would be regulars if it was… please come to palm beach gardens!!“

“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“

“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“

“Amazing experience at Christini's! The pasta was delicious, but the service was truly outstanding. From the moment we walked in, the hostess, bartenders, servers, and managers were all so welcoming and attentive. You can absolutely see why they've been around for 40 years. Great food, exceptional service, and a beautiful dining experience!“

“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.“

“Food was excellent, the atmosphere was warm and inviting, and the overall service was exceptional. Our server, Raul, was amazing—attentive, friendly, and made sure we had everything we needed. He truly made our dining experience even better. Highly recommend!“

“They Best italiano fotos I loved si good“

“A truly delightful establishment.
Excellent cuisine and wonderful service, all set within a calm, home-like atmosphere.
The friendly staff—attentive to their guests at every moment—made our visit to the restaurant a truly pleasant experience; we simply didn't want to leave.
The Calabrian Steak & Shrimp Bucatini* was fantastic!
A special thank you goes to our waitress, Natasha!
We celebrated our golden wedding anniversary here—a modest affair, perhaps, but one of impeccable quality.
We look forward to seeing you again soon.“

“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.“

“This is a very elegant place. Atmosphere was all Italian. They have a wonderful singer and accordion player that go to the tables. The Lasagna was delicious and I had a dish with mussels shrimp and fish that was to die for. Highly recommend it.“

“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 .“

“The atmosphere was very lively with many booths and tables to choose from. Menu has everything from pizzas to sandwiches. Our waiter was very prompt and courteous with a smile on his face. Portion sizes are very good!“

“We had a wonderful experience at Olive Garden! The food was delicious, the atmosphere was warm and welcoming, and everything exceeded our expectations.

A special thank you to our server, Gabe, who made our visit even better. He was incredibly polite, attentive, friendly, and professional throughout the entire meal. He made sure we had everything we needed and always served us with a smile. His customer service was truly outstanding - 10/10!

Thank you, Gabe, for making our family feel so welcome. We will definitely be coming back.“

“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!“

“our server (i can’t remember her name) was a real sweetheart and made sure we were doing okay when a member of our party fell nauseous and so did the manager kaylee, it was amazing service all together with amazing food. 10/10 customer service and hospitality, would come again and again.“

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

“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.“

“Really good Pizza, location could use an update.“

“Topolinos is a fantastic place. Fresh food, quality is outstanding.
Character interactions were fantastic, so animated and communicable, definitely some of the best anywhere on property. Service was far too fast, at a breakfast we had been served everything within 20mins of sitting down. We had our cooked food before we had coffee served. Tables very close together in places, we had loud young children picking up chairs and swinging them next to us. I understand it's Disney but at 70-90$ per head, I expected a longer service. I would return but ask for a quieter table and slower service.“

“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!“

“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!“

“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.“

“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. 😋“

“We had an amazing experience at Flippers Pizzeria! The pizza was fresh, delicious, and perfectly cooked, but what really made our visit special was Viviana. She is so sweet, attentive, and took great care of us from start to finish. Her wonderful customer service made us feel right at home. We will definitely be coming back whenever we're in Orlando. Highly recommended!“

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

“Best dinner and breakfast!“

“We had lunch at this Olive Garden yesterday and had a wonderful experience. Our Server Connie was most welcoming and attentive. Also appreciated General Manager Frantz stopping by to ask how we were enjoying our meal and if there was anything we needed.“

“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“

“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.“

“The staff is terrific, they handle everything and everyone smoothly and systematically without breaking a sweat or looking overwhelmed. The food was high quality even though it was prepared and served faster than you would expect. Purchase the souvenir cup (especially for parents that drink coffee) that includes unlimited refills for coffee, tea, and the various flavors of fountain drinks. So far, I refilled my cup with every different Powerade flavor, so I believe I got my money's worth.“

“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.“

“Best NYC pizza ever“

“Trattoria del Porto was a wonderful dining experience and easily our favorite restaurant of the trip. The restaurant has recently been remodeled, and it is absolutely worth checking out.

We visited several nice restaurants, but this one stood out for all the right reasons. From the thoughtful accommodations for my food restrictions to the attentive and friendly staff, everything was handled beautifully. The cocktails were also amazing.

We all left happy and impressed, and I would gladly return.“