Once Upon A Beach Vacation Rentals

09/08/2026

10 YEARS. 5 NEW PARTNERSHIPS. 🏡🌴

In honor of 10 years of Once Upon A Beach, we’re opening our boutique portfolio to five new qualifying homes with a very special anniversary offer:

✨ 15% management commission for your first 6 months.

And when we say full-service, we mean it.

No upfront costs. No nickel-and-diming.

Your management partnership includes:

• Basic maintenance visits
• A/C filters, batteries & lightbulbs
• All marketing costs
• All credit card processing fees
• Guest welcome starter amenities for every kitchen & bathroom
• Initial AND annual enrollment in our professional linen program — at our cost
• Exclusive golf cart discounts for guests
• Beach gear gift credit program for every stay
• Local guest services & hands-on property oversight
• Professional revenue management & distribution
• Industry-leading technology, marketing and expertise built over a decade specializing in Anna Maria Island
• Direct access to Nikki, the owner of Once Upon A Beach

You bring us your home. We take care of the rest.

For 10 years, we’ve believed vacation rental management should feel like a partnership… not a transaction. Our homeowners aren’t account numbers in a massive portfolio. They have a local team, a local office, and direct access to the person who owns the company.

To celebrate our next chapter, we’re looking for five exceptional homes and homeowners ready to write theirs with us.

15% for your first six months. First five qualifying new partnerships only.

Interested in learning what your home could do with Once Upon A Beach?

Contact Nikki, Owner & Founder, directly at [email protected]

Once Upon A Beach | Boutique Vacation Rental Management Since 2016

09/07/2026

✨ THE CURATED PALM ✨
Where elevated island living meets the laid-back magic of Anna Maria. 🌴

An Airbnb Luxe-qualified retreat, The Curated Palm is a stunning 4-bedroom canal-front home designed for guests who want a little more from their beach vacation.

🚤 Bring the boat.
👙 Bring the swimsuit.
🌊 Leave the rest behind.

Spend your days around the sprawling private pool and outdoor living spaces, then step inside to expansive, beautifully curated interiors featuring a chef-worthy kitchen with multiple islands, an incredible primary suite and bath, private office, three additional bedrooms, and an elevator connecting it all.

Tucked away on a quiet street yet close to everything—walk to the Bayside waterfront, Anna Maria City Pier & Pine Avenue shops, then hop on a bike or golf cart for the quick ride to the sugar-white Gulf beaches.

Luxury. Location. Waterfront living.
This is The Curated Palm. 🌴✨

Now welcoming guests exclusively with Once Upon A Beach.

🔗 onceuponabeachami.com/rentals/the-curated-palm
📞 941-584-5844

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09/07/2026

Happy Labor Day from Once Upon A Beach! 🌴🇺🇸

Our office is CLOSED today as we take a moment to celebrate the people whose hard work keeps our little slice of paradise running every single day.

To our incredible cleaners, maintenance teams, pool professionals, landscapers, AC technicians, plumbers, electricians, contractors, inspectors, vendors, tradespeople and behind-the-scenes crews… THANK YOU. 💙

Vacation rentals don’t happen without you. You answer the calls, solve the problems, brave the Florida heat, tackle the unexpected and help us create beautiful homes and unforgettable stays for our guests.

Today, we celebrate you. 🥂

Happy Labor Day from all of us at Once Upon A Beach! 🌊☀️ We will resume normal business operations tomorrow at 9 AM

09/04/2026

You loved our Anna Maria Island beach cottages…
so we saved the PINK one for last. 🎀🌴

Meet The Cottage on Pine… the final stop in our cottage trifecta and proof that sometimes the best beach vacations come in small packages.

This adorable 2-bedroom, 1-bath cottage is tucked away in its own little tropical oasis with all the Instagram-worthy pink beach-house vibes. 🎀

Private heated pool. 🌴
Secluded patio. ☀️
Putting green. ⛳️
And a location right on Pine Avenue… walk to the pier, wander the shops, grab an ice cream, or head straight for the Gulf beaches. 🌊🍦

It’s cozy, private, ridiculously cute and perfect for a little Anna Maria Island getaway.

✨ The Cottage on Pine
📍 Anna Maria Island, Florida
🗓️ onceuponabeachami.com/rentals/the-cottage-on-pine

Who are you bringing here? 👇

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09/03/2026

Our last Anna Maria Island beach cottage went viral… so wait until you see THIS one. 👀🌴

This one puts the BEACH in beachfront. 🌊

Welcome to Happy Ours… a dreamy 5-bedroom beach cottage located at the end of Magnolia Avenue, literally sitting on the sand.

Wake up to Gulf views, walk straight from the house to the beach, and settle into the kind of place you’ll never want to leave. ☀️

Five bedrooms. Plenty of space. Incredible views. And Anna Maria Island right outside your door.

✨ Ready to write your vacation story at Happy Ours?

Comment HAPPY and we’ll send you the details! 👇

09/02/2026

We know there are a lot of questions surrounding the new and upcoming parking changes in the City of Anna Maria… and we want our owners and guests to know that we’re here to help. 🌴

At Once Upon A Beach, being local means more than simply managing vacation homes. We’re committed to being an active partner in our community and a voice and resource for our residents, homeowners, and visitors.

Nikki, our owner, attended Monday’s community parking meeting, where we listened, learned, asked questions, and participated in the conversation surrounding the proposed changes including paid parking.

Most importantly: these changes will not keep our guests from enjoying your Anna Maria Island beach vacation. 🏖️

As details are finalized, we’re committed to helping our guests and owners understand exactly what the changes mean and how to navigate them. Parking maps will be available on our website as soon as available.

Have a question? Don’t hesitate to call or email us… we’re local, we’re paying attention, and we’re here to help. 💙

Are you in favor or opposed to paid parking in the City of Anna Maria?

09/01/2026

Want to add a seafood boil to your island vacation? Yes, please! 🙋🏼‍♀️ 🦀 🍻

We’re giving ONE lucky winner a FREE Shark Bite Signature Bay Bucket! 🦈🪣🔥

Ready to enter? Tell us your favorite seafood protein to throw in your seafood boil! 🦞🦀🦐

HOW TO ENTER:
❤️ Like this post
📲 Follow us on Instagram OR follow us on Facebook
🦞 Comment your favorite seafood protein — Lobster, Crab, Oysters, Shrimp or Scallops
🌴 Tell us what month you’re visiting AMI!
— No trip booked? Comment the month you’d love to visit
— AMI local? Comment LOCAL!

👯 BONUS ENTRY: Tag a friend! Each friend tagged = an additional entry!

That’s it! One lucky seafood lover will be taking home a Shark Bite Signature Bay Bucket! 🌴🦈

What protein are you picking?! 👇

Winner must like this post, follow us on Instagram or Facebook, and comment to qualify. Giveaway is not sponsored, endorsed, administered by, or associated with Instagram or Facebook.

09/01/2026

✨ 10 YEARS = 10% OFF ✨

We’re celebrating 10 years of Once Upon A Beach — and kicking off our 10th anniversary month with a little something for YOU. 🌴🥂

For the entire month of September, book a new Once Upon A Beach vacation and receive:

☀️ 10% OFF YOUR STAY
🏝️ Stays of 4–10 nights
✨ Use promo code 10CHAPTERS
🌴 Book direct at onceuponabeachami.com

For 10 years, you’ve trusted us with one of the best parts of your story — your vacation. From first trips to AMI to annual traditions, family celebrations, sunsets, sandy toes and “we’re never leaving” moments… you’ve helped write our story, too.

Here’s to 10 years, 10 chapters & the next vacation story waiting to be written. 🌴✨

New reservations booked during September only. Excludes holiday and spring break weeks. Cannot be combined with other discounts. Additional restrictions may apply.

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Find your Anna Maria Island beach rental today. We have a pristine collection of luxury Anna Maria Island vacation rentals curated by local stewards who treat every home like their own.

08/31/2026

🌴✨ JUST ADDED: Hidden Palms ✨🌴

Welcome Hidden Palms to the exclusive Once Upon A Beach portfolio! 🌊

This beautifully updated 3 bedroom, 2 bathroom Holmes Beach retreat brings all the tropical vacation vibes — a private pool surrounded by lush landscaping, gorgeous interiors, and the beach just minutes away. 🌺☀️👙

And because she’s brand new to our collection… the calendar is WIDE open. 👀

Be one of the first to make Hidden Palms part of your Anna Maria Island story. 🏝️

Book Now:
onceuponabeachami.com/rentals/hidden-palms

📞 951-584-5844
📧 [email protected]

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