Anna Maria Island Accommodations

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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.

Meet 3 Nights Was Never Enough, a beautiful 3-bedroom condo in Bradenton Beach that's ready to welcome your next Anna Ma...
11/10/2026

Meet 3 Nights Was Never Enough, a beautiful 3-bedroom condo in Bradenton Beach that's ready to welcome your next Anna Maria Island getaway!

Perfect for families or small groups of up to 6 guests, this condo offers comfort, convenience, and easy access to the beach. ☀️

✨ Property highlights:
🏖️ Just a 2-minute walk to the beach
🏊 Shared community pool and hot tub
🌴 Screened balcony with outdoor dining
🍽️ Fully equipped kitchen
🛏️ 3 bedrooms | 2.5 bathrooms | Sleeps 6

Whether you're spending your days at the beach or relaxing back at the condo, everything is set for an enjoyable island stay.

🔗 Ready to book? Explore 3 Nights Was Never Enough, check availability, and reserve your dates here: https://tinyurl.com/4t48zc4b

More space, more fun, and great locations! ⭐⭐⭐⭐⭐Our guests had wonderful things to say about their stays at Dolphin Poin...
11/09/2026

More space, more fun, and great locations! ⭐⭐⭐⭐⭐

Our guests had wonderful things to say about their stays at Dolphin Pointe and Sweet and Salty! 🌴

From family-friendly amenities and easy beach access to a beautiful pool and helpful hosts, both homes made a great impression.

Swipe through to read their reviews!

🏡 Planning your next Anna Maria Island getaway? Explore these guest-loved homes, check availability, and book your stay today!

The holiday season is getting closer! Have you made your travel plans yet? 🌴☀️Whether you're planning a Thanksgiving get...
11/06/2026

The holiday season is getting closer! Have you made your travel plans yet? 🌴☀️

Whether you're planning a Thanksgiving getaway, a family trip over the holidays, or simply looking to spend a few days by the beach, Anna Maria Island is worth adding to your plans.

With vacation rentals offering space for family and friends, fully equipped kitchens, and convenient beach access, you can enjoy the holidays your way.

🏡 Ready to plan your holiday getaway? Explore our Anna Maria Island vacation rentals, check availability for your preferred dates, and book your stay today!

A little piece of Anna Maria Island history! 🌴Located on Pine Avenue, the Historic Old City Jail is a reminder of the is...
11/04/2026

A little piece of Anna Maria Island history! 🌴

Located on Pine Avenue, the Historic Old City Jail is a reminder of the island's early days. Built in 1927, this small, roofless jail once held people who caused trouble on the island!

Today, it's a popular photo stop and part of the Anna Maria Island Historical Society Museum grounds.

📍 402 Pine Avenue, Anna Maria, FL

If you're exploring Pine Avenue, take a few minutes to stop by, snap a photo, and learn a little about the island's past.

Save this stop for your next Anna Maria Island visit! ☀️

Bringing the whole crew to Anna Maria Island? 🌴☀️Sea Oats in Holmes Beach has plenty of room for everyone, with 6 bedroo...
11/03/2026

Bringing the whole crew to Anna Maria Island? 🌴☀️

Sea Oats in Holmes Beach has plenty of room for everyone, with 6 bedrooms, 4.5 bathrooms, and space for up to 12 guests!

🏡 Property highlights:
🌊 Just a 1-minute walk to the beach
🏊 Private heated pool and spa
🍹 Tiki bar and covered outdoor lounge with TV
🍽️ Outdoor kitchen and grill
🛗 Elevator access

Spend your mornings at the beach, afternoons by the pool, and evenings enjoying time together without leaving your vacation home.

🏡 Planning a family or group getaway?
Check Sea Oats' availability: https://tinyurl.com/52utfkyp

A great location, a comfortable home, and everything you need for a relaxing vacation. ⭐⭐⭐⭐⭐That's what our guests appre...
11/03/2026

A great location, a comfortable home, and everything you need for a relaxing vacation. ⭐⭐⭐⭐⭐

That's what our guests appreciated about their stays at Costa Bella and Sea Turtle!

🌴 Costa Bella – Susan loved the beautiful views, cleanliness, easy check-in, and thoughtful amenities.
🏡 Sea Turtle – Mark highlighted the home's great location and the wonderful vacation experience.

Swipe through to read their 5-star reviews!

☀️ Ready to plan your own Anna Maria Island stay? Explore these guest-loved homes, check availability, and book your getaway today!

A little shopping between beach stops? 🛍️🌴Make time to visit the Coquina Beach Market in Bradenton Beach, where you can ...
10/28/2026

A little shopping between beach stops? 🛍️🌴

Make time to visit the Coquina Beach Market in Bradenton Beach, where you can browse local art, handmade jewelry, crafts, and unique finds from local vendors.

It's a great way to support local businesses and pick up something special to remember your Anna Maria Island trip!

📍 Coquina Beach, Bradenton Beach
🗓️ Wednesdays, Fridays & Sundays
⏰ 10 AM–2 PM (weather permitting)

Save this spot for your next island visit! ☀️

Beach days and poolside fun, all in one stay! 🌴☀️Welcome to Sea Turtle, a 3-bedroom, 2-bathroom vacation home in Holmes ...
10/27/2026

Beach days and poolside fun, all in one stay! 🌴☀️

Welcome to Sea Turtle, a 3-bedroom, 2-bathroom vacation home in Holmes Beach that comfortably accommodates up to 6 guests.

Enjoy your own private heated pool, challenge your family to a round on the putting green, or take a short 5-minute walk to the beach. 🏖️⛳

Plus, Sea Turtle is pet-friendly with prior approval, so your four-legged companion may be able to join the vacation, too! 🐾

🏡 Ready to stay at Sea Turtle?
Explore → https://tinyurl.com/2fafdtrj

A backyard pool oasis or a convenient stay just blocks from the beach? Our guests loved both! ⭐⭐⭐⭐⭐At Ainsley Beach Hous...
10/26/2026

A backyard pool oasis or a convenient stay just blocks from the beach? Our guests loved both! ⭐⭐⭐⭐⭐

At Ainsley Beach House, Alyssa enjoyed the pool, clean accommodations, and thoughtful welcome essentials. Meanwhile, Kathi appreciated The Palms 2 for its convenient location and everything needed for a comfortable stay. 🌴

Swipe through to read their reviews!

🏡 Planning your own island vacation? Explore these guest-loved homes, check availability, and book your stay today!

10/24/2026

Imagine starting your morning with coffee on the balcony, then heading out for a beach walk just minutes from your door. 🌴☀️

That’s the convenience of staying at Mermaid Retreat in Holmes Beach.

With the beach just a 2-minute walk away, you can come and go all day without worrying about parking. Head back to your condo for lunch, relax in the comfortable living space, or explore nearby shops and restaurants when you’re ready.

With 2 bedrooms, a fully equipped kitchen, and a wraparound balcony with peekaboo Gulf views, you have everything you need for an easy island stay. 🏖️

Like what you see?

Check Mermaid Retreat’s availability and book your Anna Maria Island vacation today!
→ https://tinyurl.com/pze8j3tk

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

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