13 Best Dog Friendly Restaurants Windermere

Flippers Pizzeria Pizza • $
6526 Old Brick Rd Suite 100, Windermere

Customers` Favorites

Build Your Own Gluten Free My Pie
Mypie Mediterranean Chicken Pizza
Thin Crust Margherita Mypie
Pepperoni & Sausage Pizza
Cheese Pizza with Peppers
Mypie Pig & Pesto Pizza
Arugula and Prosciutto
Mypie Individual Pizza
Asiago Pepperoni Rolls
Toscana Cheese Bread

“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!!“

4.9 Superb243 Reviews
BurgerFi Hamburger • $
4750 The Grove Dr, Windermere

Customers` Favorites

Breakfast All Day Burger
Salt and Vinegar Fries
Bacon Cheeseburger
Conflicted Burger
Chicken Tenders
Burgerfi Burger
Garlic Aioli
Vegefi Burger
French Fries
Onion Rings

“Customer service was great. Lynn was very attentive and nice plus my food was awesome. Definitely recommend“

4.8 Superb371 Reviews
Yellow Dog Eats Pet Friendly • $
1236 Hempel Ave, Windermere

Customers` Favorites

Housemade Queso with Tri-Colored Chips
Rack of Baby Back Ribs with Gold Sauce
The Dog's Famous Pulled Pork Sandwich
Florida Cracker Pulled Pork Sandwich
Turkey & Cheddar Sandwich
Nachos Pulled Pork Nachos
Sweet Potato Tico Tacos
Pulled Pork Soft Tacos
Buffalo Chicken Nachos
White Trash Sandwich

“The Food is Amazing!! We sat at the bar inside and the bartender was very sweet and attentive. We don't drink so I don't know how the beer is but the food is freaking amazing! Highly recommend!“

4.8 Superb268 Reviews
Windermere Brewing Company Brewery • $$
111 W 5th Ave, Windermere

“Best local brewery EVER! My husband and I are beyond jazzed that this little gem of a microbrewery is just down the street from us, it’s always been terrific and never disappoints! We’ve been several times and the beer choices are always great and plenty. The beer seems to match whatever season we’re in, so being spring-summer right now they have many fruit based beers and lighter beers- sour, a couple of IPAs, a saison, some ales, a lager, etc. Everything we tried this visit was AMAZING! Jason had us try the “Partyboat” which was peach based and I have to say it’s one of the best I’ve had! We will be going back time and again because we love it so much! Side note- very clean inside, including the bathrooms, they have a large space outside for corn hole or throwing around a football, family and dog friendly, food trucks out front but they sell small snacks inside at the bar. You can even have food delivered and eat it there which is also nice. GREAT little brewery, we rave about it to all of our friends and family.“

4.7 Superb64 Reviews
Jeremiah's Italian Ice Ice Cream Shop • $
4750 The Grove Dr #108, Windermere

Customers` Favorites

Scoop Froggy Mint Chocolate Italian Ice with a Swirl Gelato
Banana Italian Ice and Chocolate Ice Cream
Mango Italian Ice with Ice Cream
Italian Ice & Soft Ice Cream
Tasty Italian Ice Flavors
Shaved Ice with Ice Cream
Strawberry Shortcake
Horchata Italian Ice
Strawberry Sundae
Ice Cream Cone

“I haven't been to this location in a while, but have always enjoyed stopping by! The staff is very friendly, the place is always clean & bright, and the location is very convenient.
This time I tried one of their 'Candy Shoppe' flavors, the Blue Razz, a blue raspberry flavor with vanilla ice cream with colorful Nerds candy. It was delicious and a great addition to their menu!“

4.7 Superb56 Reviews
First Watch Breakfast • $
7910 Winter Garden Vineland Rd, Windermere

Customers` Favorites

Elevated Egg Sandwich Substitute Multigrain Bread
Biscuits & Turkey Sausage Gravy with Eggs
Strawberry Tres Leches French Toast
Carrot Cake and Pecan Pancake
Avocado Toast with Eggs
Crab Cake Benedict
Morning Meditation
Biscuits and Gravy
Pineapple Express
Corned Beef Hash

“I must say this location left a lasting impression! We’ve been to other First Watch restaurants before, but this one truly stood out for its attention to detail, warm hospitality, and how well they handled every part of our visit.

One of the biggest challenges I usually face when dining out for breakfast or brunch is getting my eggs cooked “medium” a seemingly simple request that rarely comes out right. Too often, the yolk is completely cooked through or the whites are left too soft and runny, which can really throw off the meal. But here? They nailed it. The eggs were cooked to absolute perfection, with a nice runny center and fully cooked whites—just how I like them. It might seem like a small thing, but for me, it’s a huge deal and a rare win in breakfast dining. I genuinely appreciated the kitchen staff for taking the time to get it right.

We also tend to order quite a bit of food—yes, there were only two of us, but we love to sample a variety of dishes. Because of that, we usually ask for a booth and a large table so everything fits comfortably. I know some places can be a bit resistant to this when it’s just two people, but the staff here was extremely accommodating. They kindly asked us to wait for a booth to open, and even though we expected it might take a while, it was ready in less than five minutes. That little gesture made a big difference, and it set the tone for what turned out to be an absolutely pleasant dining experience.

Throughout the meal, the service continued to shine. Everyone we interacted with from the host to the server was friendly, attentive, and genuinely seemed to care about creating a great experience for us. It’s that kind of customer service that truly sets a place apart.

The food overall was fresh, flavorful, and beautifully presented. We enjoyed every bite, and the relaxed, clean, and well-lit dining area made for a perfect brunch setting. The booth was comfy, the coffee flowed easily, and we never felt rushed.

This First Watch location just gets it right from the kitchen staff who respect how you want your food prepared, to the front-of-house team who go the extra mile to make you feel welcomed and accommodated. It’s rare to find a place that checks all the boxes, but this one does.

We’ll definitely be returning and recommending it to friends and family in the area. Huge kudos to the entire team at this First Watch, thank you for a delicious, stress-free, and feel-good brunch experience. You’ve earned loyal customers with this visit!“

4.4 Superb113 Reviews
Dixie Cream Cafe Breakfast • $
434 Main St, Windermere

Customers` Favorites

Vanilla Battered French Toast
Bananas Fosters French Toast
Chocolate Chip Pancakes
Lemon Ricotta Pancakes
Smoked Brisket Hash
Breakfast Potatoes
Biscuits and Gravy
Breakfast Burrito
Two Egg Combo
The Lew

“Great food and d very quaint! 🥰“

4.4 Superb79 Reviews
Bruster's Real Ice Cream Ice Cream Shop • $
5855 Winter Garden Vineland Rd Ste 110, Windermere

Customers` Favorites

Hot Fudge Brownie Sundae
Ice Cream Waffle Cone
Mint Chocolate Chip
Regular Waffle Bowl
Small Waffle Bowl
Large Waffle Bowl
Ice Cream Cone
Regular Sundae
Ice Cream Cake
Gelato

“Love the ice cream from brusters my only complaint is the fact when you order a pup cup they give you like a very mini drop of vanilla ice cream expect to give it to my dog I was like really that’s what you’re giving me … No I’ll pay you for a cup of ice cream then was told we don’t have whip cream seriously why would I give my dog whip cream over real ice cream so either fix this or I’ll take my business somewhere else plus my blast I got tonite wasn’t all that you’ve done better so Brusters get with the program and do better !!!!“

4.4 Superb72 Reviews
Rokka's Market Pet Friendly • $$
6507 Old Brick Rd #120, Windermere

“Bom dia, Mercado Aonde tem qualidade de carnes super bem preparadas , fazem recheados maravilhosos uma equipe nota 10 pra cada um deles super educados sempre com um sorriso no rosto isto faz toda diferença no mercado parabéns a todos.“

4.3 Superb144 Reviews
Jeremiah's Italian Ice Ice Cream Shop • $
6536 Old Brick Rd Suite 140, Windermere

Customers` Favorites

Vanilla Ice Cream Chocolate Ice
Italian Ice & Soft Ice Cream
Large Gelati

“I have been enjoying it since we lived in Winter Park FL and I think that it was the original location, I love it that you can make so many flavor combinations, and you can ALWAYS get a sample.“

3.9 Good25 Reviews
Foxtail Coffee Co. Coffee Shops • $
14393 Bridgewater Crossings Blvd, Windermere

Customers` Favorites

Iced Caramel Latte

“I had to come back to get another dirty chai latte. I drink only black coffee and this was my first try at a chai drink. This is one of the best drinks I’ve had. It’s the right balance of sweetness and tastes delicious. I have recommended this to anyone who will listen. The location and atmosphere is great. The staff are always welcoming. It’s a great place to eat, drink, and relax.“

4 Good39 Reviews
Paloma Coffee Co. Coffee Shops • $
507 Main St, Windermere

Customers` Favorites

Lavender Latte and Vanilla Bean Latte
Build Your Own Sandwich
Sausage Egg & Cheese
Lavendar Iced Latte
Cold Brew Classic
Caramel Latte
Banana Bread
Brew to Order
12 Oz Brew
Croissant

“Very good coffee and tasty Lemon Bluberry muffin.“

4.1 Good81 Reviews
Starbucks Coffee Shops • $
9100 Conroy Windermere Road Suite 140, Windermere

Customers` Favorites

Peppermint Mocha Latte

“Great customer service! Thx Starbucks!“

3.8 Good38 Reviews

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