Once Upon A Beach Vacation Rentals

Once Upon A Beach Vacation Rentals Come write the next chapter of your vacation story with Once Upon a Beach Vacation Rentals.

As frequent visitors to Anna Maria Island, Florida, we quickly fell in love with the small town feel of this beach island paradise. We relocated here for the purpose of being able to enjoy this gem full time and make a business of our passion to share the island with others. It is our utmost goal to make every one of our guests instantly feel at home as a ‘true local’ in one of our unique, pristin

e, meticulously designed and luxurious accommodations. From two bedroom beach bungalows to a premier waterfront homes to sprawling multi-story single family homes. We take great pride in ensuring our homes are maintained with the highest standards in quality and care. We know planning a vacation can be stressful so we are dedicated to providing a personalized and stress free rental experience from booking to departure for all of our guests. As a boutique short term vacation rental & property management company, our guests experiences are everything and we look forward to helping you write the next chapter of your vacation story with us and welcome you back for years and years to come.

✨ Welcome to Vela Mar ✨Modern coastal luxury meets effortless island living at the newest addition to the Once Upon A Be...
05/28/2026

✨ Welcome to Vela Mar ✨

Modern coastal luxury meets effortless island living at the newest addition to the Once Upon A Beach portfolio. 🌊☀️

Thoughtfully designed with elevated finishes, open gathering spaces, and a seamless indoor-outdoor flow, Vela Mar was created for the kind of vacation that feels both luxurious and easy. From sun-filled interiors and designer details to inviting outdoor living spaces made for pool days, evening cocktails, and slow mornings, every corner of this home was curated with intention.

Perfectly positioned on beautiful Anna Maria Island, Vela Mar offers the ideal balance of relaxation, connection, and upscale comfort, creating a backdrop for unforgettable family vacations, celebrations, and coastal escapes.

We are beyond excited to officially welcome Vela Mar to the Once Upon A Beach collection and cannot wait for guests to experience this incredible island retreat. 🐚✨

📍Anna Maria Island
🌴 Managed by Once Upon A Beach Vacation Rentals

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

05/26/2026

Welcome to Casa Mariposa 🦋✨
Where slow mornings, salty air, and island sunsets turn into the kind of memories you never want to leave behind. From poolside lounging to beach days just moments away, this is your sign to escape to paradise. 🌴☀️

Your Anna Maria Island story starts here.

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

05/20/2026

POV: You finally found the kind of island mornings you never want to leave behind. ☀️🌴

Slow coffee on the patio, salty air drifting through the palms, a quick bike ride to the beach, and room for everyone to settle into vacation mode at Tern Key.

From sun-soaked beach days to evenings spent poolside under the lights, this Anna Maria Island escape was made for memory-making. ✨

Private pool ✔️
Coastal luxury ✔️
Walkable island location ✔️
Vacation mode: fully activated ✔️

Your curated island story starts here. 🌊

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

05/14/2026

Mornings at Tern Key just hit different ☀️🌴

Slow coffee by the canal. Morning light pouring through the windows. Quiet pool dips before the island wakes up. The kind of mornings where no one’s rushing and every little detail feels intentional.

From the spa and sun shelf to the outdoor bar, canal views, double kitchen islands, and dreamy king suites, Tern Key was designed for mornings that turn into unforgettable days on Anna Maria Island.

Just minutes from Bean Point and Pine Ave, but somehow it still feels like your own private escape. ✨

Who’s claiming the lounge chair first? 👀

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

POV: Your Anna Maria Island vacation just got an upgrade 🌴🛺Book 7 nights at select Holmes Beach homes and enjoy a compli...
05/13/2026

POV: Your Anna Maria Island vacation just got an upgrade 🌴🛺

Book 7 nights at select Holmes Beach homes and enjoy a complimentary 3 day golf cart rental through Once Upon A Beach Carts.

Because beach days are better when you can cruise there.

Spend your mornings grabbing coffee on Pine Ave, your afternoons chasing sunsets at Bean Point, and your evenings exploring the island without worrying about parking.

✨ Complimentary 3 day golf cart rental included
✨ Valid on new 7 night reservations
✨ Select Holmes Beach homes only
✨ Blackout dates apply

Your Summer Stay, Upgraded ☀️

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

✨ Your Memorial Week escape just opened up at Casa Mariposa ✨May 23 to May 30, 2026 🌴Tucked just one street north of Pin...
05/13/2026

✨ Your Memorial Week escape just opened up at Casa Mariposa ✨

May 23 to May 30, 2026 🌴

Tucked just one street north of Pine Avenue and only four houses from the beach, Casa Mariposa is the kind of place that makes you instantly slow down and settle into island time. Think earthy luxury, swaying palms, mornings with coffee by the pool, and evenings spent under the stars. 🌿☀️

Private pool + spa
Walkable to Pine Avenue shops & cafés
Steps to the sugar white sand
Beautifully designed spaces made for gathering, relaxing, and reconnecting

Whether you’re planning a family getaway, couples trip, or a reset with your favorite people, this is your sign to spend Memorial Week on Anna Maria Island. 🦋

Your vacation story starts here.

📍Anna Maria Island
📅 Available May 23 to May 30, 2026

Book direct for the best experience through Once Upon A Beach 🌴

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

05/12/2026

🚨 SAVINGS ALERT 🚨

Go to our website in bio and find our ‘Current Promotions’ tab and save money on your next vacation!

Click link in bio to see how much $ you can save 😊

🌐 www.onceuponabeachami.com
📞 Call or text: 941-584-5844
✉️ Email: [email protected]
🎵 tiktok.com/onceuponabeachami

🌊⛱☀️🌴
PROMO CODE: WRITEYOURSTORY

05/12/2026

Address

411A Pine Avenue
Anna Maria, FL
34216

Telephone

+19415845844

Website

https://linktr.ee/Onceuponabeachami, https://www.onceuponabeachami.com/beach-reads-b

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