Siesta Key’s Best Restaurants with Waterfront Dining

When you book a stay at one of our Siesta Key vacation rentals, savoring a meal at a waterfront restaurant becomes an essential part of the experience. Consider exploring our selection of exquisite waterfront rentals at The Cottages on the Key, offering an unparalleled opportunity to immerse yourself in the coastal lifestyle.

Get ready to discover some of the area’s finest waterfront restaurants during your next Siesta Key vacation. Our carefully curated list ensures you’ll savor delicious meals while enjoying stunning views, adding an extra touch of magic to your getaway!

Daiquiri Deck South Siesta Key

Not far from our waterfront rentals in Siesta Key is Daiquiri Deck South. This beautiful waterfront restaurant is located on the second floor, with open-air areas throughout. It’s a beautiful spot on the water and features TVs for sports fans, fans when it’s hot outside, and some of the best staff around. 

The menu here features Florida staples like gator bites and fresh seafood galore. The Siesta Fiesta Platter is perfect for sharing with friends because it comes with a variety of fried seafood. Be sure to check out their daiquiris and other drinks. 

The Boatyard Waterfront Bar and Grill

waterfront dining in Siesta Key
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One of the best waterfront restaurants on Siesta Key is The Boatyard Waterfront Bar and Grill. It’s within walking distance of many of our Siesta Key vacation home rentals and features a delicious menu with fresh seafood and other classic American cuisine. 

As you sit outside gazing at the water, you’ll love trying their grouper fingers and smoked fish dip. They also have plenty of salads, sandwiches, and other fish plates for you to choose from when you dine here.  

After indulging in the culinary delights at The Boatyard Waterfront Bar and Grill, be sure to explore the variety of bars in Siesta Key Village to enhance your vacation experience.

The Cottage

The Cottage is located among the other restaurants and shops in Siesta Key Village. The atmosphere here is casual yet elegant. There’s often live music on the weekends, making it one of the most fun places to eat in Siesta Key. 

They have a large menu that is seafood-heavy but features steak, chicken, and vegetarian dishes as well. Their forbidden salmon with blood orange reduction is one of their most popular dishes, as is their lobster maki sushi. The menu also has sandwiches, burgers, and delicious cocktails and wines to enjoy with whatever food you order. 

Captain Curt’s Crab & Oyster Bar

waterfront dining near Siesta Key
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If you ask anyone who’s been before, they’ll likely say that Captain Curt’s Crab and Oyster Bar is one of the best restaurants in Siesta Key. This Siesta Key staple has waterfront views and an extensive menu featuring seafood, burgers, and other American classics. 

It’s a great option for large groups because everyone can find something to enjoy on the menu. For starters, you can’t go wrong with their fresh oysters. They also have some of the best clam chowder if you want something to warm you up. Whatever you order, you’ll want to look at their variety of daiquiri recipes. 

Plan Your Next Visit!

Are you ready to explore Siesta Key waterfront restaurants during your next vacation? Browse our entire selection of rentals in Siesta Key today and find the perfect match for your stay!

Stay with The Cottages on the Key

If you’re ready to visit the beautiful coast of Florida, The Cottages on the Key has the right rental for your group. We have some of the best Siesta Key beachfront vacation rentals to choose from, ensuring that all our properties are held to the highest standards and include everything you need during your stay in Siesta Key. 

We have small rentals for less than four people, ones that can accommodate up to 16 people, and even pet-friendly rentals in Siesta Key so no one in the family gets left behind. Visit our website today to find the right rental for you and start planning which waterfront restaurants you’re going to dine at.