The Cottage

153 Avenida Messina, Siesta Key, FL 34242

Hours

Sunday-Thursday, 11:00 a.m. to 10:00 p.m.

Friday and Saturday, 11:00 a.m. to 11:00 p.m.

About

When you’re craving creative cuisine by “foodies serving foodies,” make a beeline to The Cottage. Here, the menu features artisan, seasonal dishes inspired by ports around the globe, creating a one-of-a-kind dining experience.

As you can probably guess, what makes this eatery special is its menu, built on produce from local farms, sustainable meats, and fresh seafood. The Cottage mixes Old Florida charm with a modern touch, creating a spot that feels both welcoming and fresh.

Its central location makes it a no-brainer when creating your sightseeing agenda. Siesta Beach is minutes away, and Sarasota hotspots like Marie Selby Botanical Gardens are just a short drive.

Together, these make The Cottage a must-stay on your Siesta Key getaway.

Vibe

The Cottage sits in Siesta Key Village inside a cozy, cottage-style building that draws you in right away. Inside, it feels rustic and beachy, with a relaxed and welcoming vibe.

The outdoor area is where The Cottage really shines. The patio and courtyard have fans to keep things cool, a relaxed tiki vibe, and live music that makes dinner feel special. Guests often say the atmosphere is one of the best on the island, and the ratings agree: The Cottage is ranked #2 out of 27 restaurants on TripAdvisor with a 4.6-star rating.

The Cottage: Menu & Drinks

The Tuna Poke Bowl is a popular choice—fresh, bright, and so good that people often order it again when they return. If you want something with a kick, try the Spicy Snapper over Coconut Risotto. It's full of flavor but still lets the fish shine.

The Seafood Scampi is a treasure trove of deliciousness. This entree features fresh-caught Gulf shrimp and mussels cooked in a golden tomato sauce with fresh garlic butter. Add the parmesan-crusted garlic

bread, and you have a tasty meal that will satisfy the heariest of appetites!

If you love burgers, check out the Billionaire Burger. It comes with tempura avocado and goes perfectly with the truffle fries. For a drink that’s both refreshing and bold, try the Watermelon Jalapeño Margarita—it balances sweet and spicy flavors just right.

All these details make The Cottage a great place to spend an evening. With creative food, a lively patio, and its island location, it's an easy highlight for any Siesta Key trip.

Local Tips

  • This is a first-come, first-served eatery; plan accordingly.
  • Sit in the courtyard for the best seat in the house.
  • Upgrade your side to the truffle fries. You won't regret it.
  • Open daily 11 AM–10 PM, with later hours until 11 PM on Friday and Saturday.

Location

153 Avenida Messina, Siesta Key, FL 34242

Frequently Asked Questions

Anna Maria Island is an exceptional destination for year-round sun and fun. Fall and winter are mild and dry, perfect for exploring the island's Old Florida Charm. Spring break season is surprisingly family-friendly, and for mild weather and manageable crowds, April and May are hard to beat. Summer is the peak season for vacationing families. Fall and winter are slower, though New Year's Eve is an extremely popular holiday here.

Most visitors fly into Sarasota-Bradenton International Airport, about 30 minutes away. Tampa International is roughly an hour north. If you plan to stay on AMI itself, renting a car isn’t really needed as you can reach AMI from the airport via rideshare or private car service.

You do not need a car to enjoy Anna Maria Island. The island itself is only seven miles long, making it easy to walk or bike to many attractions. There is also a free island trolley, and ride-share services are easily accessible. Many visitors rent golf carts or bikes to get around the island. It’s worth keeping in mind that having a car can help with off-island trips.

  • New Year's Eve is one of the island’s biggest events, with fireworks, beach gatherings, and live entertainment.
  • In March, a two-day fine arts festival known as Springfest draws crowds, as well as the annual St. Patrick’s Day Parade.
  • July 4th is another popular holiday, with the island's small town charm providing the perfect backdrop to family-friendly fun.
  • Fall fun includes Bayfest in October, live symphonic music at Symphony on the Sand and pumpkin picking and hay rides at Hunsader Farms' fall festival.
More questions

More questions?

Feel free to send us an email with any and all questions you might have regarding the start of a Casago Franchise!

We'd love to help answer your questions!