Best Neighborhood Gem Restaurants in Maitland

21 restaurants available nearby

A photo of Permanent Vacation restaurant

1. Permanent Vacation

4.9

Exceptional(282)

Price: Moderate

• American • Maitland

Booked 35 times today

Permanent Vacation is a tropical destination with an extensive rum list, rum mixed with exotic flavors, exquisite bites, immersive special effects and vibes that never stray too far from the equator!You must be at least 21 to dine or drink with us.

A photo of Christner's Prime Steak and Lobster restaurant

2. Christner's Prime Steak and Lobster

4.8

Exceptional(4778)

Price: Very Expensive

• Steak • Winter Park

Booked 74 times today

The Christner family invites you to join them at Orlando's favorite steakhouse. Opened in 1993, Christner's is truly a family business "we have very little turnover because our employees are part of the family"! Our customers are locals...business people... travelers...vacationers and sports stars...including many celebrities. Everyone agrees...outstanding menu...professional staff and America's Most Award Winning Steakhouse! The Christners maintain an informal flavor of warm, hands-on, personal hospitality. As Russ said, "Hey, we're just a humble little steakhouse" Enter a guest, leave a friend. Reservations for Private Rooms must be made in advance by calling the restaurant directly at 407.645.4443.Bread: Baked fresh daily and served piping hot to your table. Rip it. Break it. Just don't cut it with a knife.Beef: USDA Prime, aged corn-fed straight from the Midwest and cut to order.Lobster: Cold Water Australian

A photo of The Tap Room at Dubsdread restaurant

3. The Tap Room at Dubsdread

4.8

Exceptional(3164)

Price: Expensive

• American • Downtown Orlando

Booked 77 times today

Our spectacular setting and award-winning food have made us a favorite in Central Florida. Join us for lunch, dinner or happy hour inside or out on the verandah. We proudly offer fresh fish, hand-cut prime steaks, homemade desserts and Orlando’s best burger!

4. Jazz Tastings

4.8

Exceptional(590)

Price: Expensive

• American • Maitland

Booked 9 times today

• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Thursday- 1/2 off Don Julio Anejo, Blanco and Reposado all night! Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.

A photo of Antonio's - Maitland - Upstairs restaurant

5. Antonio's - Maitland - Upstairs

4.6

Exceptional(1806)

Price: Expensive

• Italian • Maitland

Booked 21 times today

Antonio's has built a reputation for high quality, great value and friendly service. Our menu features authentic Northern and Coastal Italian cuisine. We prepare a wide variety of original seafood, veal, steaks and pastas with the freshest ingredients, at competitive prices. To complete your experience we offer an extensive bottle wine list, a full liquor bar and warm, gracious service in a comfortable and elegant atmosphere overlooking Lake Lily.

A photo of Fleming's Steakhouse - Winter Park restaurant

6. Fleming's Steakhouse - Winter Park

4.7

Exceptional(2242)

Price: Expensive

• Steak • Winter Park

Booked 50 times today

Your Winter Park Fleming’s is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you’re celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out – we will create a safe and memorable evening in our Dining Room. With premium Prime steak options on our Dinner Menu as well as best-in-class seafood and innovative plant-based options, we have something to offer everyone you are dining with.

A photo of Ruth's Chris Steak House - Winter Park restaurant

7. Ruth's Chris Steak House - Winter Park

4.7

Exceptional(2664)

Price: Very Expensive

• Steakhouse • Winter Park

Booked 63 times today

Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Winter Park, 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 Bulla Gastrobar - Winter Park restaurant

8. Bulla Gastrobar - Winter Park

4.8

Exceptional(2645)

Price: Moderate

• Spanish • Winter Park

Booked 65 times today

Bulla (boo-ya), which is slang for chatter and what people are talking about, is devoted to delight you by serving your favorite Spanish dishes such as “Patatas Bravas," "Huevos Bulla," "Buñuelos de Bacalao," and other tapas, as well as tantalizing daily specials from our kitchen to bed shared amongst friends.We select only the finest and freshest ingredients, accented in our authentic, savory cuisine. Our ambiance is created to stir the senses and stimulate your appetite. We invite you to join us to indulge in a celebration of good taste!

A photo of Reel Fish Coastal Kitchen & Bar restaurant

9. Reel Fish Coastal Kitchen & Bar

4.8

Exceptional(2851)

Price: Moderate

• Seafood • Winter Park

Booked 42 times today

Reel Fish Coastal Kitchen & Bar is a contemporary version of a classic fish camp, serving fresh Florida seafood prepared in a southern style and served in a casual, family friendly environment. The restaurant’s daily blackboard specials and core recipes feature creative takes on fresh-caught fish not typically found on many inland-Florida seafood restaurant menus, including tile fish, trigger fish, sheepshead, hogfish and other local species. The Reel Fish menu includes signature classics like fried seafood platters, shrimp & creamy cheese grits, whole fried market fish, such as yellow tail snapper, and Low Country Boils featuring shrimp, PEI mussels, scallops and snow crab legs. Central to the restaurant is a raw bar serving oysters on the half shell, broiled, steamed and Rockefeller, as well as ceviche and peel & eat wild-caught Florida shrimp.

A photo of Bosphorous Turkish Cuisine - Winter Park restaurant

10. Bosphorous Turkish Cuisine - Winter Park

4.8

Exceptional(2826)

Price: Moderate

• Turkish • Winter Park

Booked 69 times today

Bosphorous Turkish Cuisine is a family owned business, established in 2005, that offers variety of authentic Turkish food from many regions of Turkey. Bosphorous Turkish Cuisine adapted its name from one of the oldest cities in the world, Istanbul, which was once known as the Constantinople in the early 13th century. The name “Bosphorous” taken from the strait that lies in the center of Istanbul connecting the Black Sea and the Sea of Marmara, Europe to Asia. The decor of this eatery is kept to minimum to draw the attention to the food. The intent was to create a modernized, warm authentic atmosphere by taking the old elements of Istanbul and combining it with some modern influences to create a truly unique experience.

See what locals rave about

From verified diners like you

E
Elizabeth
Orlando / Central Florida East •3 reviews
5.0
Dined today
Friday night post Christmas dinner was excellent. Very nice drinks. Dinner served at a good pace. Both the Lamb Chops and Prime Rib were cooked exactly the way we ordered. Attentive but not overwhelming service. The dining room was quite loud but it doesn't take away from the dinner. Overall great meal!
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The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
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4.8
J
Jennifer
Orlando / Central Florida East •8 reviews
5.0
Dined today
We decided to get in while the Christmas decorations were still up and it did not disappoint. They are so amazingly over the top and loved every place we looked to find something new. Service was, as always, the best and the holiday drink and food menu was incredible. Loved the creativity and ambiance and Brian, Nick and Jerry took very good care of us!
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Permanent VacationPrice: Moderate• American• Maitland
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4.9
C
Cassie
Orlando / Central Florida East •2 reviews
5.0
Dined 3 days ago
We had an amazing time with delicious food expertly prepared and everyone working was so friendly and helpful to make sure it was not just an ordinary night.
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Christner's Prime Steak and LobsterPrice: Very Expensive• Steak• Winter Park
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4.8
C
Connie
Orlando / Central Florida East •2 reviews
5.0
Dined 4 days ago
Beautiful evening spent at Jazz Tastings. They got it all right - food, lighting, volume of live music, and most importantly, outstanding service. We will be back soon!
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Jazz TastingsPrice: Expensive• American• Maitland
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4.8
C
Cynthia
Orlando / Central Florida East •1 review
5.0
Dined 4 days ago
We went to Fleming’s on Christmas Eve. There were a lot of people but the service was excellent and the food was great. Laura, our waiter, was very attentive and did a great job!!! Definitely plan to return!!!
More info
Fleming's Steakhouse - Winter ParkPrice: Expensive• Steak• Winter Park
•
4.7

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Maitland

Best Neighborhood Gem Restaurants in Maitland

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21 restaurants available nearby

1. Permanent Vacation

2. Christner's Prime Steak and Lobster

3. The Tap Room at Dubsdread

4. Jazz Tastings

5. Antonio's - Maitland - Upstairs

6. Fleming's Steakhouse - Winter Park

7. Ruth's Chris Steak House - Winter Park

8. Bulla Gastrobar - Winter Park

9. Reel Fish Coastal Kitchen & Bar

10. Bosphorous Turkish Cuisine - Winter Park

See what locals rave about

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