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Restaurants near Castaway Cove 3B by Vacation Rental Pros

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202 restaurants available nearby

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A photo of Ophelia's on the Bay restaurant
1. Ophelia's on the Bay
4.7
Exceptional(6966)
€€€€
• Contemporary American • Siesta Key
Booked 25 times today
As entrancing as our surroundings can be, you'll likely become distracted once your dinner reaches your table. Our executive chef Nick Reddel is constantly reinventing our menu to offer guests new and appealing tastes. You'll enjoy classic American cuisine enhanced with international flavors, leading to a unique and truly memorable culinary experience. Our nightly printed menu features the freshest possible ingredients: Florida grown fruits and vegetables and fish that is flown in daily. Ophelia's on the Bay is the perfect place to linger over dinner.
A photo of Roessler's restaurant
2. Roessler's
4.9
Exceptional(2283)
€€€€
• Contemporary American • Sarasota
Booked 8 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 The Point Waterfront Restaurant - Evie’s On The Bay restaurant
3. The Point Waterfront Restaurant - Evie’s On The Bay
4.6
Exceptional(557)
€€€€
• American • Osprey
Booked 7 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 La Violetta Restaurant restaurant
4. La Violetta Restaurant
4.8
Exceptional(1678)
€€€€
• Italian • Sarasota
Booked 17 times today
Intimate and designed to provide a rustic Italian experience. Buonissimo!
A photo of Deep Lagoon Seafood & Oyster House - Osprey restaurant
5. Deep Lagoon Seafood & Oyster House - Osprey
4.7
Exceptional(1105)
€€€€
• Seafood • Osprey
Booked 43 times today
NESTLED IN THE HEART OF FLORIDA... ...lies a place just off the beaten path where the drinks are colder, the fish is fresher and the food is tastier. Where you can breathe easy, be casual and take in the sights and sounds of everything that is "Real Florida". A departure from a busy day, a place to be with friends, a place to share laughs and great memories. Relax and take it all in! Welcome to Deep Lagoon Seafood. Deep Lagoon brings you fresh fish and seafood brought to you by the family that brought you Pinchers restaurants. Local Fisherman fish Local Waters for a Local Restaurant. You can't get a more Southwest Florida experience than that!
A photo of Ruth's Chris Steak House - Sarasota restaurant
6. Ruth's Chris Steak House - Sarasota
4.9
Exceptional(2454)
€€€€
• Steakhouse • Sarasota
Booked 8 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
7. Clayton's Siesta Grille
4.5
Awesome(2608)
€€€€
• American • Sarasota
Booked 12 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 Maestrale restaurant
8. Maestrale
4.9
Exceptional(211)
€€€€
• Italian • Gulf Gate Estates
IMPORTANT: We use both Opentable and the Toast reservation system, to avoid confusion you can reserve on Opentable up to 4 people, for 6 and up you can reserve on google or our website using toast, and you can always call us! This way we avoid double bookings. Thank you for your understanding!Maestrale is the wind that blows from the north to south over the Italian peninsula mainly on the coast. Everything in our restaurant carries the personal touch of family. Our dishes and drinks are rooted in Puglia, the southern Italian region where our story begins. We've adapted traditional cuisine for local tastes while preserving rare, unique recipes passed down from our grandparents. The atmosphere is warm and welcoming, perfect for family gatherings, romantic evenings, or special occasions. Classic, elegant, and cozy, just like dining at home. When you come in make sure to check our specials on the board that the chef prepares fresh daily, and call us for any requests.
A photo of Masō restaurant
9. Masō
4.8
Exceptional(98)
€€€€
• Steakhouse • Gulf Gate Estates
Booked 3 times today
Masō Steakhouse is an intimate, reservation-only steakhouse and raw bar in Sarasota designed around the idea that dining should feel personal, unhurried, and memorable. Hidden behind a moody, speakeasy-inspired dining room with just a handful of tables, Masō blends prime steaks, pristine seafood, thoughtful wine pairings, and elevated hospitality into a curated evening built for conversation and connection.Our menu focuses on precision and restraint, from dry-aged and specialty cuts to oysters, crudo, and modern steakhouse accompaniments, paired with a cellar built around Napa Cabernet, Old World classics, grower Champagne, and rare whiskey selections. Every detail is intentionally designed to make your experience one of a kind.Masō is ideal for guests seeking a more exclusive dining experience: limited seatings, exceptional wine values, chef-driven features, and a level of hospitality that feels closer to a private supper club than a traditional restaurant.
A photo of Tripletail Seafood & Spirits restaurant
10. Tripletail Seafood & Spirits
4.9
Exceptional(2842)
€€€€
• Seafood • Sarasota
Booked 20 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.

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See what locals rave about

From verified diners like you
From verified diners like you
  • JoGold
    Austin •13 reviews
    5.0
    Dined 3 days ago
    Nyssa was a fabulous server. Food was awesome. Great view of the sunset. Very satisfied.
    More info
    Deep Lagoon Seafood & Oyster House - Osprey$$$$• Seafood• Osprey
    •
    4.7
  • Patricia
    Southwest Florida •2 reviews
    5.0
    Dined 3 days ago
    This was the first time a friend & I visited Evie's on the bay, we loved it and the view was beautiful and the food was so delicious. We had the orange Salmon with the vegetables and it was so delicious, we couldn't believe how good it was. we ate everything on our plate. The service was great, atmosphere was very good, not noisy at all. They were very attentive to make sure we had everything we needed. We will certainly go back again and highly recommend you give it a try. You will love it
    More info
    The Point Waterfront Restaurant - Evie’s On The Bay$$$$• American• Osprey
    •
    4.6
  • Carol & JohnGold
    Denver / Colorado •37 reviews
    5.0
    Dined 4 days ago
    Once again, we had another wonderful dinner & evening at Ophelia’s! We have never been disappointed with the food or service and our latest dinner was no exception! From the escargot appetizer to our entrees, we had another beautiful meal! Chris provided outstanding service! We were thrilled to learn that Scott who had been the server we would always request has now been promoted to a management role! He’s always been a pleasure to interact with while we dined but now his new role will undoubtedly enhance the “Ophelia experience”! Bravo on always striving to improve diners experience!
    More info
    Ophelia's on the Bay$$$$• Contemporary American• Siesta Key
    •
    4.7
  • Allan
    Washington, D.C. Area •13 reviews
    5.0
    Dined 6 days ago
    Outstanding meal in a fantastic restaurant! Bravissimo!
    More info
    La Violetta Restaurant$$$$• Italian• Sarasota
    •
    4.8
  • Carol
    Tampa / Central Florida West •4 reviews
    5.0
    Dined 7 days ago
    Roessler's has the best food and menu choices in Sarasota. The ambiance is wonderful and service is fastidious. Love this place.
    More info
    Roessler's$$$$• Contemporary American• Sarasota
    •
    4.9

Discover best restaurants near Castaway Cove 3B by Vacation Rental Pros

Castaway Cove 3B by Vacation Rental Pros is a charming landmark that serves as a perfect retreat near the beautiful Sarasota coast. Where to Eat Near Castaway Cove 3B by Vacation Rental Pros? The dining scene near Castaway Cove is vibrant and diverse, offering a delightful array of options. Explore intimate settings for rustic Italian meals, lively American taverns with a focus on fresh, quality ingredients, and contemporary spots for a taste of exquisite seafood. Whether you're craving handmade pasta, hearty burgers, or innovative dishes, you'll find something to satisfy your palate. Enjoy a memorable dining experience that caters to your taste and creates lasting memories.

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