Top places to eat at on Siesta Key await you when you stay with Sand Dollar Life Vacation Rentals. Our boutique pet-friendly beach homes put you in the heart of all the action. Enjoy fresh seafood, delightful cocktails, craft beers, gelato, and more just steps from your door.
Table of Contents
Restaurants
1. Summer House Steak & Seafood
Summer House Steak & Seafood is a fine dining steakhouse close to our sandy beach homes. It offers aged steaks, fresh seafood, and seasonal cuisine in a glass-walled dining room.
⭐ Rating: 4.7/5 (1382 reviews)
💵 Price Level: $$ (mid-range to fine dining)
📍 149 Avenida Messina, Siesta Key, FL 34242
📞 +1 941-260-2675
⏰ Mon-Thu: 4 PM – 10 PM; Fri-Sat: 4 PM – 11 PM; Sun: 10 AM – 2 PM
🍽️ Seasonal cuisine with local ingredients
🥩 Aged steaks and signature French Onion Soup
🍹 Delightful cocktails and wine list
🏠 Indoor seating & shaded patio
Learn more about Summer House Steak & Seafood
2. The Cottage
The Cottage is a casual dining gem with no reservations and first-come-first-serve seating. It features seasonal cuisine, live music, and a shaded patio just a short walk from our front doors.
⭐ Rating: 4.6/5 (1756 reviews)
💵 Price Level: $$ (mid-range)
📍 153 Avenida Messina, Siesta Key, FL 34242
📞 +1 941-312-9300
⏰ Daily: 11 AM – 10 PM; Fri-Sat: 11 AM – 11 PM
🍹 Delightful cocktails and artisan foods
🌿 Locally sourced ingredients
🎶 Live music most nights
🏠 Indoor seating & outdoor patio
Learn more about The Cottage
3. Siesta Key Oyster Bar
Also known as SKOB, this family-friendly spot has an award-winning raw bar and oyster happy hour. It is casual dining with live music and craft beers.
⭐ Rating: 4.5/5 (5121 reviews)
💵 Price Level: $$ (moderate)
📍 5238 Ocean Blvd, Siesta Key, FL 34242
📞 +1 941-346-5443
⏰ Mon-Thu: 11 AM – 11 PM; Fri-Sat: 11 AM – 12 AM; Sun: 9 AM – 11 PM
🦪 Oyster happy hour daily from 3 PM – 6 PM
🍻 Craft beers and artisan cocktails
🎶 Live music nightly
🏠 Indoor seating & outdoor patio
Learn more about Siesta Key Oyster Bar
4. Island House Tap & Grill
Island House Tap & Grill is a casual spot with a scratch kitchen and craft beers. It’s dog-friendly and perfect for a quick bite after beach fun.
⭐ Rating: 4.5/5 (718 reviews)
💵 Price Level: $ (inexpensive)
📍 5110 Ocean Blvd, Siesta Key, FL 34242
📞 +1 941-487-8116
⏰ Mon-Wed: 11 AM – 9 PM; Thu-Sat: 11 AM – 10 PM; Sun: 11 AM – 9 PM
🍺 Wide selection of craft beers
🌮 Island House bowls and tacos
🍰 Best key lime cheesecake
🏠 Outdoor seating
Learn more about Island House Tap & Grill
5. Claytons Siesta Grille
Claytons is an art-filled casual dining spot by the bay. It serves fresh seafood, small plates, and signature daiquiris.
⭐ Rating: 4.6/5 (1832 reviews)
💵 Price Level: $$ (mid-range)
📍 1256 Old Stickney Point Rd, Sarasota, FL 34242
📞 +1 941-349-2800
⏰ Mon-Thu: 4 PM – 9 PM; Fri-Sat: 4 PM – 9:30 PM; Sun: 4 PM – 9 PM
🌊 Waterfront dining with bay views
🐶 Dog-friendly patio
🥘 Fresh seafood & small plates
🍹 Signature daiquiris
Learn more about Claytons Siesta Grille
6. Big Water Fish Market
Big Water Fish Market offers fresh seafood you can cook at home or enjoy in their casual dining area with bay views.
⭐ Rating: 4.6/5 (1185 reviews)
💵 Price Level: $$ (mid-range)
📍 6639 Midnight Pass Rd, Sarasota, FL 34242
📞 +1 941-554-8101
⏰ Mon-Thu: 11 AM – 9 PM; Fri-Sat: 11 AM – 10 PM; Sun: 11 AM – 9 PM
🐟 Fresh catch from local waters
🍽️ Casual dining & waterfront views
🏠 Indoor seating & outdoor patio
Learn more about Big Water Fish Market
7. Captain Curt’s Crab & Oyster Bar
Captain Curt’s Crab & Oyster Bar is a casual seafood house with award-winning clam chowder and a raw bar.
⭐ Rating: 4.4/5 (5093 reviews)
💵 Price Level: $$ (moderate)
📍 1200 Old Stickney Point Rd, Sarasota, FL 34242
📞 +1 941-349-3885
⏰ Daily: 11 AM – 10:30 PM
🍲 World’s best clam chowder
🦐 Peel-and-eat shrimp & raw bar
🍹 Signature daiquiris
Learn more about Captain Curt’s Crab & Oyster Bar
8. The Lobster Pot Restaurant
The Lobster Pot brings Cape Cod flavors to Siesta Key. Enjoy lobster tails, clam chowder, and a waterfront patio.
⭐ Rating: 4.3/5 (1296 reviews)
💵 Price Level: $$ (mid-range)
📍 5157 Ocean Blvd, Sarasota, FL 34242
📞 +1 941-349-2323
⏰ Mon-Sat: 11:30 AM – 9 PM; Sun: Closed
🦞 Lobster tails & fresh seafood specials
🍲 Clam chowder
🌴 Outdoor patio dining
Learn more about The Lobster Pot Restaurant
9. Made in Rome Organic Gelato
Made in Rome is our go-to for frozen confections. They serve gelato and sorbet made with organic milk and seasonal flavors.
⭐ Rating: 4.8/5 (989 reviews)
💵 Price Level: $ (inexpensive)
📍 5204 Ocean Blvd, Siesta Key, FL 34242
📞 +1 941-999-8676
⏰ Daily: 11 AM – 10 PM; Fri-Sat: 11 AM – 11 PM
🍦 Gelato, sorbet & frozen confections
🌱 Made with local, organic ingredients
🏠 Indoor & outdoor seating
Learn more about Made in Rome Organic Gelato
10. Anna’s Restaurant & Deli
Anna’s Restaurant & Deli is the home of the Surfer Sandwich. It’s perfect for a beach picnic or a quick lunch.
⭐ Rating: 4.7/5 (481 reviews)
💵 Price Level: $$ (moderate)
📍 6535 Midnight Pass Rd, Sarasota, FL 34242
📞 +1 941-349-4888
⏰ Daily: 10:30 AM – 4 PM
🥪 World-famous Surfer Sandwich
🍹 Fresh juices & smoothies
🏠 Indoor seating & covered patio
Learn more about Anna’s Restaurant & Deli
Tips and Tricks
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Plan meals outside peak hours to skip long lines and no reservations. Most spots are first-come-first-serve.
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Walk or bike from your Sand Dollar Life Beach House. We provide beach cruisers and maps to help you explore.
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Bring a light sweater for indoor seating. AC can be cool in fine dining spots.
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Try oyster happy hour at SKOB from 3 PM – 6 PM for budget-friendly dining.
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Check our All Properties page to find a home near your favorite restaurant.
Conclusion
Siesta Key offers amazing dining from fine dining steakhouses to frozen confections. Staying with Sand Dollar Life Vacation Rentals puts you steps away from all these top places to eat Siesta Key. Book your pet-friendly beach home today and taste the best of the island. Visit sanddollarlife.com to reserve your stay!
Frequently Asked Questions
What are the top places to eat Siesta Key near Sand Dollar Life Vacation Rentals?
You can walk to Summer House, The Cottage, SKOB, and more from our pet-friendly beach homes. Each spot is a short ride or stroll from your door.
Do I need reservations at these restaurants?
Most restaurants on Siesta Key are first-come-first-serve with no reservations. We recommend dining early to avoid crowds.
Are any of these restaurants dog-friendly?
Yes! Island House, SKOB, and Claytons welcome dogs on their outdoor patios. Our rentals are also pet-friendly. See Aylee’s Siesta Key Beach House for a townie home with a dog run.
Can I cook with fresh seafood at my rental?
Absolutely. Big Water Fish Market offers fresh catch to cook in your full kitchen. Just grab seafood and come home to cook!
How do I book a Sand Dollar Life Vacation Rental?
Visit our All Properties page or Contact us for help. We love making your trip easy.
What is the best time to dine out to avoid crowds?
Weekdays before 5 PM are usually less busy. Happy hour times (3 PM – 6 PM) offer deals and smaller crowds.