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.

06/05/2026

Some moments don’t need an itinerary.

Just the sound of the waves, a colorful sky, and the people you love beside you.

Sunsets on Anna Maria Island have a way of making time slow down - reminding us to pause, take it all in, and appreciate the simple moments that often become our favorite vacation memories. 🌅

Who would you watch this sunset with?

🔗 https://www.annamariaparadise.com/

There's nothing we value more than hearing from our guests. 💙Whether it's a peaceful morning walk along Coquina Beach, q...
06/04/2026

There's nothing we value more than hearing from our guests. 💙

Whether it's a peaceful morning walk along Coquina Beach, quality time with loved ones, or simply knowing your vacation home is ready when you arrive, we're committed to creating a seamless stay from start to finish.

📍 Morning walk at Coquina Beach

"Wonderful properties, always well maintained and very responsive when I have an issue or question."
— Ray T.

Thank you, Ray, for your kind words and for choosing Anna Maria Island Accommodations for your island getaway.

Ainsley Beach House
🔗 https://tinyurl.com/fwa8ra5c

Vacation Mode: ON. ☀️🌴The bags are unpacked, the beach chairs are set up, and the only thing left to do is enjoy the vie...
06/03/2026

Vacation Mode: ON. ☀️🌴

The bags are unpacked, the beach chairs are set up, and the only thing left to do is enjoy the view.

Whether it's a week of beach days, sunset walks, family dinners, or simply spending time together, there's something special about that first moment when vacation finally begins.

Here's to slower mornings, sandy toes, and making memories that last long after the trip is over.

Ready for your own Anna Maria Island getaway?

🔗 https://hubs.ly/Q04jFvdH0

The best vacations are the ones where everything is within reach. 🌴At Seaside Serenity, you can start your morning with ...
06/02/2026

The best vacations are the ones where everything is within reach. 🌴

At Seaside Serenity, you can start your morning with bayfront sunrise views, stroll to the beach in minutes, grab lunch on Bridge Street, and spend the evening watching boats drift by from your private dock.

Located in the heart of Bradenton Beach, this charming waterfront cottage makes it easy to enjoy the island at your own pace - no complicated plans required.

✨ Private bayfront cottage
✨ Private dock for fishing, kayaking & dolphin watching
✨ 5-minute walk to Bradenton Beach
✨ Steps from Bridge Street dining & shopping
✨ Near Bradenton Beach Marina
✨ Spacious tropical yard
✨ Balcony with outdoor seating & BBQ grill

Whether you're exploring the island or simply soaking in the waterfront views, Seaside Serenity puts the best of Anna Maria Island right at your doorstep.

🔗 https://tinyurl.com/35hjjf6d

Summer looks even better at No Bad Days. ☀️Just a short 4-minute walk from Holmes Beach, this coastal retreat is designe...
06/01/2026

Summer looks even better at No Bad Days. ☀️

Just a short 4-minute walk from Holmes Beach, this coastal retreat is designed for easy island living. Spend your mornings by the shore, cool off in the private pool, unwind in the spa, and gather outdoors for dinner fresh off the grill.

With four bedrooms, open living spaces, and room for family and friends, it's the perfect home base for making the most of your Anna Maria Island getaway.

✨ Private pool & in-ground spa
✨ Outdoor dining area & BBQ grill
✨ 4-minute walk to Holmes Beach
✨ Near the free island trolley
✨ Sleeps up to 8 guests

Ready for your next island escape?

🔗 https://tinyurl.com/mr3nrs4z

Coffee in hand, toes in the sand ☀️One of the best island traditions on Anna Maria Island? Starting the day slow. Mornin...
05/29/2026

Coffee in hand, toes in the sand ☀️

One of the best island traditions on Anna Maria Island? Starting the day slow. Morning coffee, salty air, quiet beach walks, and nowhere else to be.

Sometimes it’s the simplest routines that turn into the best vacation memories.

“Pool days” ☀️– Maria B.Sometimes the best vacation moments are the simplest ones - sunny afternoons in the pool, nonsto...
05/28/2026

“Pool days” ☀️
– Maria B.

Sometimes the best vacation moments are the simplest ones - sunny afternoons in the pool, nonstop laughter, and making memories together without rushing anywhere.

That’s what island getaways on Anna Maria Island are all about. Slower mornings, quality time, and the kind of family moments you’ll talk about long after the trip ends.

📍Sand And Sea 113 A
🔗https://tinyurl.com/589c3jd9

Ready for your own pool days? 💦

Check in, unpack, and head straight to the beach ☀️This Anna Maria Island getaway is designed for easy vacation living -...
05/27/2026

Check in, unpack, and head straight to the beach ☀️

This Anna Maria Island getaway is designed for easy vacation living - from a private pool and outdoor lounge space to beach days just a 2-minute walk away.

Another Paradise: https://tinyurl.com/3vsbx2k8

Highlights:
☀️ 2-minute walk to Anna Maria Beach
☀️ 3 Bedrooms / 3 Bathrooms
☀️ 1 King bed, 2 Queen beds + 1 Queen sleeper sofa
☀️ Private pool
☀️ BBQ grill + outdoor seating
☀️ Putting green + co****le
☀️ Deck with outdoor seating
☀️ Washer + dryer
☀️ Walkable to Pine Avenue shops + restaurants
☀️ Parking for 4 vehicles

The kind of stay where vacation starts the moment you arrive.

Still planning your summer getaway? ☀️Stormalong Bay is your last-minute summer-ready stay, just a 5-minute walk from Ho...
05/26/2026

Still planning your summer getaway? ☀️

Stormalong Bay is your last-minute summer-ready stay, just a 5-minute walk from Holmes Beach. From pool days and beach mornings to backyard games and outdoor dinners, this island home was made for easy summer living.

Highlights:
☀️ Private pool
☀️ Putting green + co****le
☀️ Pool table + ping pong
☀️ Covered patio + outdoor dining
☀️ 2 king beds + triple queen bunk bed
☀️ Bonus room for extra space
☀️ Walkable to Holmes Beach
☀️ Near local restaurants + shops

Perfect for families, groups, and spontaneous island escapes.

Book your stay here: https://tinyurl.com/ysenbd45

05/22/2026

Every family vacation has that one stop the kids never skip 🍦

Somewhere between beach days, sunset walks, and dinner plans, there’s always time for ice cream. And somehow, it ends up becoming one of the moments everyone remembers most.

A simple island tradition that never gets old!
vacationtraditions floridavacation beachdays vacationmode coastalliving travelwithkids beachtown gulflife makingmemories vacationvibes islandescape

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

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