The 20 Best Restaurants in Windermere, Florida

Hawkers Asian Street Food offers a playful take on Asian street food with shareable small plates and satisfying noodle dishes. The atmosphere is energetic, with music, colorful lighting, and wall art adding to the experience. Staff members are welcoming, knowledgeable about the menu, and attentive to dietary needs, keeping guests informed throughout the meal.

Keke's Breakfast Cafe serves classic American breakfast favorites in a bright, diner-style space. Guests highlight generous portions, hot coffee with frequent refills, and options that include fresh fruit and other customizable sides. The restaurant is described as clean and kid-friendly, with accommodating, efficient service that supports a relaxed start to the day.

Agave Azul Windermere offers Mexican favorites and creative Latin-inspired dishes in a spacious, convivial setting. Guests highlight flavorful starters, hearty combination plates, and fresh seafood options such as tuna ceviche. Well-crafted cocktails and an attentive, welcoming staff contribute to an easygoing, social atmosphere.

BurgerFi specializes in classic American burgers with a focus on fresh, hot, and flavorful preparations. Guests can customize their meal with a range of proteins and toppings, paired with fries and draft beverages. The casual setting is complemented by prompt, attentive service from a staff known for being accommodating and upbeat, even during busy times.

Flippers Pizzeria specializes in freshly made, customizable pizzas with a choice of crusts, sauces, and toppings, including options like basil pesto on thin crust. Reviews highlight the fresh, high-quality ingredients and flavorful sauce. Guests also appreciate the friendly delivery service and the variety of alternatives such as salads and sandwiches.

Dixie Cream Cafe is a welcoming neighborhood spot known for hearty breakfast and brunch classics, from omelets and chicken and waffles to Benedicts with homemade biscuits and gravy. Fresh coffee is available while you wait, and attentive staff help create an easygoing dining experience. A display of house-baked pies, banana bread, and other treats highlights the cafe’s bakery side.

Bruster's Real Ice Cream offers rich, creamy ice cream in a wide range of rotating flavors, with staff willing to mix and customize creations. The walk-up stand has an energetic, bustling vibe and family-friendly touches, including treats for dogs. Service is notably cheerful and attentive, though outdoor seating is limited and mostly in the sun.

Toasted - Windermere specializes in inventive grilled cheese sandwiches alongside burgers, fries, mac and cheese, salads, and soups. Counter service keeps the experience efficient, while generous portions make the meal satisfying. Guests highlight the flavorful melts and well-prepared fries, and staff are noted for being patient and helpful at the register.

The Big Easy serves Cajun-Creole favorites such as jambalaya, étouffée, and oyster po’boys alongside hearty comfort dishes like pork roast and meatloaf. A full bar offers crafted cocktails, with staff known for their menu knowledge and pairing suggestions. The softened interior and corner setting create an inviting space for relaxed dining and drinks.

Bella Tuscany offers refined Italian cuisine with an emphasis on well-executed pastas, seafood, and classic appetizers like fried calamari and beef carpaccio. Dishes such as blue cheese fiocchi and fresh tiramisu highlight the kitchen’s attention to flavor and texture. The staff is described as attentive, knowledgeable, and helpful with wine and cocktail suggestions. Patio seating provides an additional option for guests who prefer to dine outdoors.

First Watch serves contemporary American breakfast and brunch with a focus on fresh ingredients and balanced flavors. Guests highlight hearty omelettes, flavorful skillets, and comforting sides like cheese grits, along with juices and cocktails made with fresh components. Attentive service and an energetic, bustling dining room contribute to its appeal for both breakfast and lunch.

Jumbo Sushi offers a relaxed setting for sushi rolls and a range of Asian favorites, from pad thai to fried rice and dumplings. Creative specialty rolls, including options with truffle or fruit accents, provide varied flavors alongside familiar classics. Prompt, attentive service and a steady takeout crowd contribute to its easygoing neighborhood feel.

Gator's Dockside Windermere is a casual sports bar offering classic American bar fare in a clean, comfortable setting. Guests highlight the fresh-tasting wings, burgers, gator tail, and hearty bowls, along with well-made drinks from the bar. Attentive, efficient service and a welcoming team create a laid-back neighborhood feel for relaxed dining and drinks.

Little Greek Fresh Grill - Windermere offers classic Greek fast-casual fare in a compact storefront setting. Guests find familiar staples such as gyros, kebabs, salads, and rice plates, with generous portions of seasoned meats, fresh vegetables, and warm pita. The simple dining room and steady takeout business create a lively, informal atmosphere supported by helpful counter service.