Siesta Key Listings Dining Shopping Leisure Highest Rated Dining The Cottage $$ 1041 reviews New American, Peruvian, Tapas/Small Plates (941) 312-9300 153 Avenida MessinaSarasota, FL 34242 Summer House Steak & Seafood $ 558 reviews Seafood, Steakhouses (941) 260-2675 149 Avenida MessinaSiesta Key, FL 34242 Big Water Fish Market $$ 795 reviews Seafood Markets, Seafood (941) 554-8101 6641 Midnight Pass RdSiesta Key, FL 34242 Island House Tap & Grill $$ 602 reviews Beer Bar, Seafood, Burgers (941) 487-8116 5110 Ocean BlvdSiesta Key, FL 34242 Spearfish Grille $$ 600 reviews Seafood (941) 349-1971 1265 Old Stickney Point RdSarasota, FL 34242 Dry Dock Waterfront Grill $$ 2105 reviews Seafood, American (941) 383-0102 412 Gulf Of Mexico DrLongboat Key, FL 34228 Claytons Siesta Grille $$ 732 reviews New American, Seafood (941) 349-2800 1256 Old Stickney Point RdSarasota, FL 34242 Siesta Key Oyster Bar $$ 1732 reviews Seafood, Sports Bars, Music Venues (941) 346-5443 5238 Ocean BlvdSarasota, FL 34242 Florence and the Spice Boys $$ 141 reviews Mediterranean, Middle Eastern, Caterers (941) 923-9920 4990 South Tamiami TrlSarasota, FL 34231 Cafe Gabbiano $$ 672 reviews Italian, Seafood, Wine Bars (941) 349-1423 5104 Ocean BlvdSarasota, FL 34242 Casa Masa $ 105 reviews Mexican (941) 922-9078 2773 Bee Ridge RdSarasota, FL 34239 Ophelia's on the Bay $$$ 616 reviews Seafood (941) 349-2212 9105 Midnight Pass RdSarasota, FL 34242 My Village Pub $$ 217 reviews New American, Pubs, Sports Bars (941) 777-6787 5200 Ocean BlvdSiesta Key, FL 34242 Owens Fish Camp $$$ 2569 reviews Seafood (941) 951-6936 516 Burns CtSte 7030 Miguel's $$ 226 reviews French, Desserts, Salad (941) 349-4024 6631 Midnight Pass RdSarasota, FL 34242 Capo Pazzo $$ 147 reviews Pizza, Salad, Bars (941) 487-8677 2053 Reynolds StSarasota, FL 34231 Flavio's Brick Oven Pizza & Bar Siesta Key $$ 318 reviews Italian, Bars, Pizza (941) 349-0995 5239 Ocean BlvdSarasota, FL 34242 La Dolce Vita - Authentic Italian Cuisine $$ 228 reviews Italian, Wine Bars, Desserts (941) 210-3631 2704 Stickney Point RdSarasota, FL 34231 Ripfire Pizza & Bbq $$ 199 reviews Pizza, Barbeque (941) 313-7511 5218 Ocean BlvdSarasota, FL 34242 The Star Thai & Sushi - Siesta Key $$$ 241 reviews Sushi Bars, Thai, Japanese (941) 217-6758 240 Avenida MaderaSarasota, FL 34242 3.14 Pi Craft Beer & Spirit $$ 255 reviews Pizza, Bars (941) 346-1188 5263 Ocean BlvdSiesta Key, FL 34242 Captain Curt’s Crab & Oyster Bar $$ 816 reviews Seafood, Bars, Music Venues (941) 349-3885 1200 Old Stickney Point RdSarasota, FL 34242 Tortellino Bistrot $ 109 reviews Italian, Pasta Shops (941) 388-7174 6584 Superior AveSarasota, FL 34231 Sun Garden Cafe $$ 823 reviews Breakfast & Brunch, Cafes, American (941) 346-7170 210 Avenida MaderaSarasota, FL 34242 Grillsmith - Sarasota $$ 252 reviews American, Steakhouses, Bars (941) 259-8383 6240 S Tamiami TrlSarasota, FL 34231