Anna Maria Island - Chamber of Commerce

Let’s Plan Your Dream Getaway ✨

Thank you for your interest in vacationing on the stunning Anna Maria Island, Florida! 🐚 We’re so excited to help you plan your getaway to paradise.

We received your inquiry as a referral for “Where to Stay” from the Anna Maria Island Chamber of Commerce, and we’re thrilled to assist!

We’re Once Upon A Beach Vacation Rentals, a locally owned and operated boutique luxury vacation rental agency right here on the island. 🌴✨ Our mission is to make your vacation magical, stress-free, and filled with memories that last a lifetime.

To better assist you, we’d love to know your specific travel dates—or any flexibility you may have. This helps us send over a curated list of beautiful homes that match your needs perfectly.

In the meantime, feel free to explore our website for easy browsing of our handpicked properties, updated availability, and transparent pricing. You’ll find everything from charming cottages perfect for a quiet escape to spacious luxury homes designed for family gatherings and celebrations. Each home is thoughtfully maintained and equipped with the comforts and details that make your stay unforgettable—from private pools and rooftop decks to gourmet kitchens and easy beach access. 🌊🌴

Whether you’re seeking a cozy retreat for two or a spacious getaway for the whole crew, we’ve got you covered. 🏠💫

At Once Upon A Beach, we believe every vacation should be more than just a trip—it should be a story worth remembering. Please don’t hesitate to reach out with any questions along the way. We’re here to guide you every step of the journey and make your dream island getaway a reality.