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08/26/25
Anna Maria

Host a Family Pool Party This Summer in Our Rentals with Pools

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Summer on Anna Maria Island is made for long, sunny days, refreshing swims, and time with the people you love. Hosting a family pool party here is more than just an afternoon of fun. It is a chance to make lasting memories in a setting that feels like your own private resort. With our Anna Maria rentals with pools, you can take the idea of a simple pool day and… Continue Reading Host a Family Pool Party This Summer in Our Rentals with Pools

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07/14/25
Activities

Top Summer Activities in the Area for Your Stay on Anna Maria Island

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Anna Maria Island is the kind of place where summer feels endless. Warm breezes, turquoise waters and a laid-back pace define life on this seven-mile barrier island off Florida’s Gulf Coast. It’s where locals know the value of a slow morning and visitors quickly adopt the art of unwinding. Whether you’re here for a family vacation, a romantic escape or a solo getaway, the summer season brings out the very… Continue Reading Top Summer Activities in the Area for Your Stay on Anna Maria Island

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05/16/25
Activities

Why Anna Maria Island Is the Perfect Destination for Your Next Family Reunion

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There’s something about a family reunion in Florida that deserves more than folding chairs in someone’s backyard or a rushed weekend in a cramped hotel. It should be a time where everyone, from toddlers to grandparents, can actually relax, reconnect, and make new memories without feeling like they’re just checking boxes on a schedule. That’s where Anna Maria Island comes in. Whether you’ve got cousins flying in from all corners… Continue Reading Why Anna Maria Island Is the Perfect Destination for Your Next Family Reunion

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05/1/25
Anna Maria

Top Things to Do for Memorial Day on Anna Maria Island

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In other places in the world it may feel as if you wait all year for summer to arrive, only to have it end in a blink of an eye, and although that is not an issue we have here on Anna Maria Island, we do feel your pain. Fortunately, the time left until Memorial Day, the unofficial kick off to summer, can now be counted in days and weeks,… Continue Reading Top Things to Do for Memorial Day on Anna Maria Island

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01/6/22
Anna Maria

Book Your Summer 2022 Getaway Now!

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It’s time to start daydreaming about your next summer vacation, and we’ll bet Anna Maria Island has been crossing your mind! With scenery that rivals the Caribbean islands and a wealth of activities available, Anna Maria Island has always been a favorite of vacationers year-round but especially shines during the popular summer season. It’s an ideal way to get a taste of the tropical lifestyle without ever leaving the country… Continue Reading Book Your Summer 2022 Getaway Now!

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12/16/14
Anna Maria

Dips

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Located in Anna Maria on Gulf Drive, Dips is the perfect spot for ice cream and candy. This family-owned and operated ice cream shop is definitely a favorite of locals and visitors as it has been voted the #1 ice cream shop on Anna Maria Island by the Anna Maria Island Sun eight times! Take a different kind of dip at Dips selecting from its 32 flavors of ice cream,… Continue Reading Dips

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12/12/14
Anna Maria

Bortell’s Lounge

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Bortell’s Lounge is another favorite spot for locals and visitors looking for a place to quench their thirst, shoot a round of pool and boogie to the tunes on the juke box! Located on the north end of Anna Maria Island, just a short walk from the Gulf of Mexico beach, the bar/lounge is open from 1:00 p.m. to 2:00 a.m. Monday through Friday and 11:00 a.m. to 2:00 a.m.… Continue Reading Bortell’s Lounge

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12/12/14
Anna Maria

City Pier Grill

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The historic Anna Maria City Pier is a great place to take a stroll, fish (fishing is free when you purchase anything at the restaurant or bait shop!), buy some authentic jewelry or grab a great meal. Located at the end of the 750-foot-long pier is the appropriately-named City Pier Gril. The waterfront restaurant is open from 11:00 a.m. to 9:00 p.m. Sunday through Thursday and until 10:00 p.m. Friday… Continue Reading City Pier Grill

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09/22/14
Anna Maria

Ocean Star

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Family owned and operated for over 10 years, Ocean Star’s number one priority is its customers. From the quality of its food to the level of its service they give it all 100 percent. Traditional Japanese menu items mixed with sushi, wines, beer and sake, along with daily fresh sushi specials, Ocean Star truly has something for everyone. Ocean Star has two location — in Bradenton and, its newest location,… Continue Reading Ocean Star

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06/30/14
Anna Maria

Rod & Reel Pier Restaurant

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Rod & Reel Pier Restaurant is a local favorite for residents and visitors alike and is an institution in the city of Anna Maria. It sits at the end of a pier on Tampa Bay and offers incredible views. Breakfast, lunch and dinner are served, but seating is limited, and larger parties will be divided up into separate tables. Visit: 875 North Shore Drive, Anna Maria, Florida 34216 Contact: 941-778-1885 Connect:… Continue Reading Rod & Reel Pier Restaurant

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