Anna Maria Island Accommodations

Anna Maria Island Accommodations We're the Flip-Flop Company!

The Anna Maria Island Accommodations team embodies the laid-back Island vibe, and with many years of Anna Maria Island vacation rental property management under our belts, we are your resident experts.

Fall mornings on Anna Maria Island are made for slowing down. ☕🌴Sleep in, open the curtains, grab your coffee, and ease ...
09/04/2026

Fall mornings on Anna Maria Island are made for slowing down. ☕🌴

Sleep in, open the curtains, grab your coffee, and ease into the day before heading out to the beach. No packed schedule, no rush, just a slower start to your island getaway.

Save this for your next fall escape. 🍂

September is a great time to enjoy a beach day on Anna Maria Island. 🌴With fewer summer crowds, quieter beaches, and war...
09/02/2026

September is a great time to enjoy a beach day on Anna Maria Island. 🌴

With fewer summer crowds, quieter beaches, and warm Gulf water, there’s no need to pack your day with plans.

🌊 Beach morning
🍴 Easy lunch
☀️ Back to the water

Just a simple island day, at a slightly slower pace.

Save this for your September trip to Anna Maria Island. 📌

09/01/2026

Pool days, putting green rounds, ping pong matches, and plenty of time to slow down. At Simply Chic, you can make the most of a long weekend without going far - plus, the beach is less than a five-minute walk away.

Ready to make the long weekend count?

🏡 Explore Simply Chic: https://tinyurl.com/4fcd3dtt

Beach days, pool time & backyard games - all at home. 🌴At North End Chic, the fun doesn't have to stop when you leave th...
08/31/2026

Beach days, pool time & backyard games - all at home. 🌴

At North End Chic, the fun doesn't have to stop when you leave the beach. Come home to a private pool, kick back outdoors, and enjoy a little friendly competition with backyard games.

It’s the kind of setup that makes it easy to spend the day your way - beach in the morning, pool in the afternoon, and more time outside together before the day winds down.

🏡 Explore North End Chic: https://tinyurl.com/2kzhp3c8

Azure 🌴A north-end Anna Maria Island stay with the beach, bay, and plenty of ways to relax close by.🏖️ 7-minute walk to ...
08/28/2026

Azure 🌴

A north-end Anna Maria Island stay with the beach, bay, and plenty of ways to relax close by.

🏖️ 7-minute walk to Bean Point Beach & Bayfront Park
🏊 Private heated pool with loungers
🍔 Outdoor dining & BBQ grill
🛏️ 3 bedrooms | 2 bathrooms | Sleeps 6
📍 Near Pine Avenue shops and dining

After a morning at Bean Point, come back for a pool afternoon, fire up the grill, and enjoy an easy evening at home. Azure gives you a comfortable home base for making the most of the north end of the island.

🏡 Explore Azure & plan your stay: https://tinyurl.com/mwdn9u59

Hidden spot worth walking to 🌿Looking for a quieter stop to add to your Anna Maria Island day?Coquina Baywalk is a short...
08/26/2026

Hidden spot worth walking to 🌿

Looking for a quieter stop to add to your Anna Maria Island day?

Coquina Baywalk is a short nature trail near Coquina Beach, winding through mangroves along the bay. It’s an easy way to step away from the beach for a little while, enjoy the scenery, and keep an eye out for coastal wildlife.

📍 Coquina Baywalk, Bradenton Beach

Save this one for your next AMI day. 🌴

08/25/2026

Kinda chic to book Island Chic. 🌴

A sunny pool day, private hot tub, loungers, and plenty of space to relax - without even leaving your vacation rental.

At Island Chic, you’re also less than a 5-minute walk from the beach, with a putting green, co****le, ping pong, and a fully equipped kitchen waiting back at home.

Ready to make Island Chic your home base?

🏡 Explore Island Chic: https://tinyurl.com/2tkmchnn

“We loved Turtle Crawl. The place was spotless and had everything we needed. The beach access was perfect. It was only a...
08/24/2026

“We loved Turtle Crawl. The place was spotless and had everything we needed. The beach access was perfect. It was only a short walk away. We enjoyed several close by restaurants, The Porch, Feast, Ginny & Jane E’s and Hurricane Hank’s. We recommend them all. Our only regret is we didn’t have more time to stay. A five day stay is not enough to enjoy this nice home and wonderful beach.” — Taffy Orvin

Thank you, Taffy, for sharing your experience! 💙

We love hearing that a home makes it easy to enjoy both the beach and nearby local spots. Turtle Crawl offers a short walk to the beach, a private pool, and a comfortable home base for enjoying the north end of Anna Maria Island.

🏡 Explore Turtle Crawl: https://tinyurl.com/kuesxa9y

The Best Stops for a Self-Guided Food Crawl 🍴🌴One day. A few island stops. No need to overthink it.Save this mini food c...
08/21/2026

The Best Stops for a Self-Guided Food Crawl 🍴🌴

One day. A few island stops. No need to overthink it.

Save this mini food crawl for your next Anna Maria Island trip:

☕ Start with breakfast & coffee
Ease into the day with something sweet and a good cup of coffee.

🍔 Lunch at Skinny’s Place
Keep it casual with one of AMI’s longtime burger spots, located across from Manatee Public Beach.

🌊 Dinner at The Waterfront Restaurant
Finish the day with fresh seafood, classic American dishes, and a laid-back waterfront setting in Anna Maria.

🍦 Save room for dessert
Because no island food crawl feels complete without something sweet to finish the day.

Save this for your next AMI getaway and eat your way around the island. 🌴

Your Own Space to Unwind 🌴For bigger groups, having plenty of room isn't just about fitting everyone under one roof. It'...
08/21/2026

Your Own Space to Unwind 🌴

For bigger groups, having plenty of room isn't just about fitting everyone under one roof. It's about having space to spread out, recharge, and come back together when you're ready.

At Blue Bay, eight bedrooms and six bathrooms give everyone more flexibility throughout the stay, while the spacious living areas and private pool create plenty of room to gather. The separate guest house adds even more privacy for larger families and groups.

🏡 Blue Bay
8 Bedrooms • 6 Bathrooms • Sleeps 18

Ready to give everyone their own space?

Explore Blue Bay - https://tinyurl.com/3mrmecr8

Address

Holmes Beach, FL

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm

Telephone

(941) 779-0733

Website

Alerts

Be the first to know and let us send you an email when Anna Maria Island Accommodations posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Category