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Restaurants near Ocean Harbor 5 by Vacation Rental Pros

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28 restaurants available nearby

A photo of Michael's St. Augustine restaurant
4.8
Exceptional(3620)
Price: Expensive
• Steakhouse • St. Augustine
Booked 27 times today
Michael's offers a contemporary steakhouse experience with a celebrated chef, dedicated staff, and passion for exquisite flavors and world-class wines. Michael's has received numerous honors and accolades. Chef Michael has been recognized as Best Chef of St. Augustine from several of the city's publications. The restaurant was featured on The Food Network with Chef Emeril Lagasse during Florida's 500th anniversary.
A photo of Pesca Rooftop and Lobby restaurant
4.6
Exceptional(11)
Price: Moderate
• Seafood • St Johns
No reservation needed, First Come First Serve seating only. Check out our website for live music schedule and special events. We look forward to seeing you soon.
A photo of Columbia Restaurant - St. Augustine restaurant
4.6
Exceptional(15223)
Price: Moderate
• Spanish • St. Augustine
Booked 214 times today
Family-owned and operated for more than 116 years, Columbia has earned acclaim for its old-world charm and award-winning Spanish/Cuban cuisine.Casual attire is fine, but we don’t allow sleeveless shirts on men in the dining room.Join us for century-old family recipes like Paella "a la Valenciana," Roast Pork "a la Cubana," and fresh seafood specialties.Don’t miss Columbia’s Original “1905” Salad®, prepared tableside with our delicious, freshly-made dressing, a 100-year-old family recipe of fresh garlic, oregano, wine vinegar and Spanish extra virgin olive oil. Be sure to sample a fine Spanish wine like Montecillo or Campillo. Relax in our courtyard or Mediterranean-style dining rooms, filled with hundreds of hand-painted tiles and Spanish-style fountains. We are a sister to the Columbia in Tampa's Ybor City, founded in 1905. Children's menu available. Open 365-days a year, including all holidays.
A photo of Forgotten Tonic restaurant
4.8
Exceptional(2816)
Price: Moderate
• Contemporary American • St. Augustine
Booked 22 times today
Forgotten Tonic, a hidden neighborhood gem on historic Aviles Street in St. Augustine, blends old-world European charm with modern flair. Our cozy, inviting space is perfect for enjoying expertly crafted cocktails, a diverse wine selection, and a menu of New American cuisine with global influences. Whether you're here for a casual dinner, a special celebration, or a private event, Forgotten Tonic offers exceptional hospitality and a memorable dining experience in the nation's oldest city. Discover the charm of this local favorite and make it your go-to spot in St. Augustine!
A photo of Raintree Restaurant restaurant
4.8
Exceptional(6246)
Price: Moderate
• Contemporary American • St. Augustine
Booked 46 times today
Enjoy casual dining at it finest, the Raintree Restaurant & Steakhouse, recognized Nationally and Internationally for over 43 years as one of Florida's top destination Restaurants. The Raintree is renowned for its consistent, award-winning menu, consisting of Prime Steaks, Lamb, Poultry, Veal, fresh Seafood and more. The Raintree has a Wine Spectator Award of Excellence Wine List and a premium bar, served in the warm, intimate atmosphere of a restored 1879 Victorian home. The home is surround by a brick courtyard with Gazebo's for outdoor dining. Even if you choose to dine elsewhere, join us afterward in The Dessert Bar, choose from our Famous Crepes, Ice cream Drinks, Dessert Martinis, Cappucinno & Espresso or indulge in a fine after dinner Liquor or Cognac.
A photo of Chez L'amour restaurant
4.5
Awesome(298)
Price: Expensive
• Tapas / Small Plates • St. Augustine
Booked 15 times today
Chez L'amour is an elevated uptown adult (21+) Live entertainment and Upscale Dining experience. Social dining and tapas style global cuisine faire. Luxurious desserts and additional plant based dining options. A full bar, curated with signature cocktails and mocktails. Delivering live world class Jazz and piano music every day.~ Dress Code Enforced (no beachwear, flip-flops, tattered or disheveled clothing)~ 5% Band gratuity optional.
A photo of Castillo Craft Bar + Kitchen restaurant
4.2
Awesome(388)
Price: Expensive
• American • St. Augustine
Booked 22 times today
Nestled in the Historic District of Down Town St. Augustine, Castillo Craft Bar + Kitchen showcases a menu of elegant comfort and craft beverages along with sustainable creativity. Our restaurant team has committed to working with sustainable local farms to create a positive impact on its environmental footprint while showcasing local ingredients.
A photo of Collage Restaurant restaurant
4.8
Exceptional(6638)
Price: Expensive
• Global, International • St. Augustine
Booked 16 times today
When dining at Collage, be prepared for a first-class, award-winning experience. The menu reflects theeclectic tastes of owners Mike Hyatt and Cindy Stangby and focuses on fresh local seafood, steaks, lamb,and veal, using international flavor profiles. Located just a block off of St. George Street in the heart of the historic district, Collage serves dinner nightly from 5:00 p.m.Unfortunately, we do not accept parties of 5+ online. Please note we are just a small 15 table restaurant. Thank you for your understanding. Please reach out with any questions.We will no longer accept Credit Card Gift Cards as payment due to the fact that the issuing bank will not allow us to adjust applied gratuity at this time. Thank you for your understanding.
A photo of Sainte-George restaurant
3.4
Very Good(1565)
Price: Expensive
• American • St. Augustine
Booked 5 times today
Casual dining with a touch of sophistication! The Sainte-George Restaurant offers exquisitely crafted dishes blending the best of American and European cuisines. Our menu, combined with impeccable service and stunning views of the Castillo De San Marcos, will contribute to an unforgettable dining experience. Open for Brunch and Dinner.
A photo of La Nouvelle restaurant
4.9
Exceptional(439)
Price: Moderate
• French • St. Augustine
Booked 20 times today
La Nouvelle is the next story in our culinary journey by Michael Lugo. This opportunity to bring French Nouveau cuisine to our city has us so excited. Bringing to the helm Matthieu Landillon from the coastal city of Marseille, La Nouvelle allows us to explore classic French Bistro fare with an elevated edge. The atmosphere will lead you to the streets of Paris without leaving St. Augustine.

Dining near Ocean Harbor 5 by Vacation Rental Pros at a glance

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See what locals rave about

From verified diners like you
From verified diners like you
  • Frank
    Minneapolis - St. Paul •1 review
    5.0
    Dined 3 days ago
    Reservations are recommended for this restaurant. On arrival I was quickly seated and my waiter Kit was quick to provide me details on the specials of the evening what dishes the restaurant is known for and explanations of some of the wines and they’re fairly extensive wine list. I opted for the pepper beef. It was served with Rosemary mashed potatoes and a side of green beans and carrots, which were all al dente. The beef itself was served medium rare as requested. The entire meal was excellent. Kit also provided recommendations on wines by the glass and the restaurant allows you to sample before you make your buying decision. I highly recommend this restaurant.
    More info
    Raintree RestaurantPrice: Moderate• Contemporary American• St. Augustine
    4.8
  • Steve
    Jacksonville / Northeast Florida •16 reviews
    5.0
    Dined 4 days ago
    I was a bit hesitant about the new location - the place on Cuna St. had outstanding charm. However, the new location was outstanding in every way. My wife had the Steak Diane and I had the 16 ounce Ribeye. Superb food and superb service. We will definitely return and recommend Michael’s to others.
    More info
    Michael's St. AugustinePrice: Expensive• Steakhouse• St. Augustine
    4.8
  • KateVIP
    Asheville / Western North Carolina •19 reviews
    5.0
    Dined 4 days ago
    Our first experience at a Columbia, but hopefully not our last! We truly enjoyed our dinner from our first steps inside, where we were warmly greeted at the host stand, to the last where I purchased salad dressing, olives and pottery in the gift shop. Seated next to a fountain, we reveled in the trickling water and colorful tiles as well as the careful attentions of our server Virginia. The 1905 salad was a delicious starter. My only regret was I don’t have a large enough appetite to have tried any of the three amazing-sounding soups as well. My husband’s Palomilla steak was tender and flavorful and he adores platanos, so he was content. My cannelloni de langosta was lobster in a flavorful, creamy sauce-so good! Our server Virginia definitely made our experience outstanding. On learning it was my birthday celebration, she brought our flan with a candle. Perfect ending to a memorable dinner. Can’t say enough good things about this experience. Will definitely seek them out whenever we are in Florida.
    More info
    Columbia Restaurant - St. AugustinePrice: Moderate• Spanish• St. Augustine
    4.6
  • Liz
    Orlando / Central Florida East •4 reviews
    5.0
    Dined on Jan 31, 2025
    Forgotten Tonic is an absolute gem! From the cozy, inviting atmosphere to the exceptional service, everything about our experience was top-notch. The food was easily a 5/5—I had the pork chop, and it was cooked to perfection, juicy and flavorful. The creamiest mashed potatoes complemented it beautifully, making every bite pure comfort. The cocktails were just as impressive, and the overall vibe made for a perfect evening. Whether you’re a local or just visiting St. Augustine, this place is a must-try. Can’t wait to come back
    More info
    Forgotten TonicPrice: Moderate• Contemporary American• St. Augustine
    4.8
  • BrianCVIP
    Hawaii •6 reviews
    5.0
    Dined on Nov 4, 2023
    We had an OUTSTANDING dining experience at Pesca, food was fantastic and the service and hospitality were amazing. We will definitely be coming back!
    More info
    Pesca Rooftop and LobbyPrice: Moderate• Seafood• St Johns
    4.6
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