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Restaurants near Castaway Cove 3B by Vacation Rental Pros

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78 restaurants available nearby

A photo of Ophelia's on the Bay restaurant
4.7
Exceptional(6257)
Price: Expensive
• Contemporary American • Siesta Key
Booked 35 times today
Ophelia's on the Bay is one of Sarasota’s premier fine dining waterfront restaurants. Enjoy beautiful vistas of Little Sarasota Bay, from the floor-to-ceiling windows that line the dining room. Or join us for al fresco dining on our open-air patio, as the dolphins and manatee swim by. Winner of many awards both locally and nationally, including an Excellence rating from Zagat as well as being listed as the number one restaurant in America in Power and Motoryacht Magazine for dock and dine. Ophelia's on the Bay has also been voted most romantic, best waterfront and best restaurant with a view by its loyal customers. The menu changes nightly using fresh and seasonal ingredients, fresh fish flown in from all over the world and specialty meats. There is certainly something for every palate! We feature an extensive wine list, specialty martinis, as well as a full bar. Family owned and operated for over 22 years, we have an experienced staff that prides itself on exemplary service.
A photo of Roessler's restaurant
4.9
Exceptional(1851)
Price: Expensive
• Contemporary American • Sarasota
Booked 7 times today
WE CANNOT WAIT TO SEE YOU! PLEASE NOTE WE CAN NOT ACCEPT RESERVATIONS FOR OUTSIDE DINING, PARTIES OVER 6, OR HOLIDAYS THROUGH OPEN TABLE. PLEASE CALL THE RESTAURANT IF YOUR TIME IS NOT AVAILABLE. THANK YOU!!! 941 966 5688
A photo of Ruth's Chris Steak House - Sarasota restaurant
4.7
Exceptional(2268)
Price: Very Expensive
• Steakhouse • Sarasota
Booked 37 times today
Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Sarasota, FL serves the finest USDA Prime beef available, broiled at 1,800° and served on 500° plates, so your steak stays hot, juicy and delicious from first bite to last. Enjoy our New Orleans-inspired appetizers, USDA Prime steaks, fresh seafood, signature side dishes and homemade desserts. All this while you enjoy our warm, inviting atmosphere and Ruth’s Chris’ genuine hospitality. So whether you’re a regular or have just been wondering what all the buzz is about, Ruth's Chris is the perfect excuse to enjoy the perfect night out. Dinner is served nightly, reservations are suggested and private dining and offsite catering may be arranged.
A photo of Clayton's Siesta Grille restaurant
4.9
Exceptional(2237)
Price: Moderate
• American • Sarasota
Booked 35 times today
At Clayton’s Siesta Grille, our motto is “If you give people good food that’s affordable, and love them, they’ll support you”. We promise that only the finest and freshest ingredients are used and you can be sure that attention to detail, quality, and customer satisfaction is and will always be our primary goal. Come and join us for dinner and see for yourself why Clayton’s Siesta Grille will be one of your favorite hotspots on Siesta Key.
A photo of La Violetta Restaurant restaurant
4.8
Exceptional(1038)
Price: Moderate
• Italian • Sarasota
Booked 15 times today
Intimate and designed to provide a rustic Italian experience. Buonissimo!
A photo of Tripletail Seafood & Spirits restaurant
4.8
Exceptional(2137)
Price: Expensive
• Seafood • Sarasota
Booked 21 times today
FRESH SEAFOOD | SMOOTH SPIRITS | EXCEPTIONAL HOSPITALITYTripletail Seafood & Spirits offers a unique dining experience with a casual atmosphere and an elevated menu. An upscale nautical theme adorned with local artwork, creating an inviting atmosphere for guests to enjoy. Known for our fresh and sustainable seafood, Tripletail offers a menu that highlights the flavors of the Gulf of Mexico. To complement the exquisite seafood offerings, Tripletail is highly acclaimed for our inventive cocktails. The Smoked Old Fashion is a must try!Daily happy hour from 3 to 6 pm, offering discounted wine, house drinks, appetizers, and beer. The restaurant also accommodates all dietary needs, ensuring that every guest can enjoy a delicious meal tailored to their preferences.Overall, Tripletail Seafood & Spirits is a must-visit destination for those seeking a memorable dining experience that combines fresh seafood, innovative cocktails, and attentive service in a chic and welcoming atmosphere.
A photo of The Italian Grill restaurant
4.9
Exceptional(70)
Price: Moderate
• Italian • Osprey
Booked 10 times today
The New Italian Grill Restaurant serves traditional Italian favorites & wood-fired pizza pies in a casual, family-friendly atmosphere
A photo of The Point kitchen + cocktails + sunset restaurant
4.1
Excellent(372)
Price: Moderate
• American • Osprey
Booked 10 times today
The Point offers casual, waterfront dining on Little Sarasota Bay. Our atmosphere balances a new and old Florida feel with relaxation, good food, great cocktails and most importantly, quality service. Come join us!
A photo of Sardinia Sarasota restaurant
4.7
Exceptional(1488)
Price: Moderate
• Italian • Sarasota
Booked 5 times today
Chef Carta brings the authentic simple elegance of the Sardinian dining tradition to your table. Sardinian cuisine is known for the purity of food and flavors. To insure the authenticity of the dining experience Chef has imported an authentic hood wood-burning oven for the kitchen. The menu is focused on farm fresh and locally grown food. Chargrilled meats and local fish will be cooked in the oven as it is in Sardinia. Taste the Sardinia bread, know as Pane carasau, baked fresh daily which welcomes you at your table. The pasta dough is also made fresh daily. Revel in the authentic Sardinian paella made with fregola and enjoy the unique flavor of bottarga. To maximize the pleasure of sharing good food with good friends, Sardinia has 45 seats- 24 in the main dining room, a chefs table for 10 and 13 seats in the bar area. Good food-good conversation-good friends. A true Sardinia experience you will not forget.
A photo of Dolce Italia restaurant
4.8
Exceptional(606)
Price: Expensive
• Italian • Sarasota
Booked 7 times today
Dolce Italia was established in 2010 by Tiziana Di Costanzo who came from Ischia, an island in the Gulf of Naples. Using a combination of classic Italian dishes, family recipes passed down for generations, and warm hospitality, Dolce Italia has built a reputation in Sarasota as a destination for anyone seeking great food and ambiance. In 2015 Matthew joined as manager of the front of house and is now a managing partner of Dolce Italia. The kitchen staff trained by Tiziana from the beginning are still with the restaurant with Maria being the capocuoco.Some of the specialities Dolce Italia has become famous for are the Napoletan Eggplant- a tender sautee eggplant with fresh tomatoes crowned with ricotte, the Trenne Dolce Italia- the signature pasta dish with creamy tomato sauce, fresh tomatoes, mozzarella, and mushroom.

See what locals rave about

From verified diners like you
From verified diners like you
  • Maxwell
    Houston •118 reviews
    5.0
    Dined 1 day ago
    Good food at this local establishment that has been on siesta key for years. Service was great. The menu has not changed in several years and is due for a change in our opinion – they used to have the best roast duck anywhere, it was a big seller and yet they took it off the menu when they revised it 2 or 3 years ago; they need to bring the duck back and a few other dishes That were taken off the menu. The mushroom pizza is gone and was also terrific. Still a great local restaurant
    More info
    Clayton's Siesta GrillePrice: Moderate• American• Sarasota
    4.9
  • Angie
    Tampa / Central Florida West •4 reviews
    5.0
    Dined 3 days ago
    Amazing from start to finish, food is old school, executed perfectly Lovely location, peaceful and a great setting The service surpasses any restaurant in Sarasota, it’s phenomenal, you will not be rushed, the staff are lovely Last night our server was Marshall, 5+ stars
    More info
    Roessler'sPrice: Expensive• Contemporary American• Sarasota
    4.9
  • Tony
    Atlanta Metro •3 reviews
    5.0
    Dined 4 days ago
    This was the fifth time we had dinner at Ophelia’s and it was awesome as always. The staff is so friendly and helpful, everything was timed perfectly. I had the best duck ever and my wife had lobster risotto that was amazing. It’s so good they were able to recover from the recent hurricanes! We will be back soon.
    More info
    Ophelia's on the BayPrice: Expensive• Contemporary American• Siesta Key
    4.7
  • LeeVIP
    Tampa / Central Florida West •135 reviews
    5.0
    Dined 5 days ago
    Based on reviews and having to book more than a week in advance, we accepted an early reservation and are so glad we did. I consider La Violetta to be in the top three restaurants in Sarasota after dining there just this one time. Exceptional dishes for us were the ravioli osso buco and the sardine appetizer. Our server Frederico was exceptional. We'll be back.
    More info
    La Violetta RestaurantPrice: Moderate• Italian• Sarasota
    4.8
  • William
    Philadelphia County •2 reviews
    5.0
    Dined on Dec 12, 2024
    Very nice neighborhood restaurant. Casual but white tablecloths and lovely waitstaff and owner. I gave the food 4 stars because it doesn't have a Michelin star (haha).
    More info
    The Italian GrillPrice: Moderate• Italian• Osprey
    4.9
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