How one beach house brought four generations together

Location: Anna Maria Island, Florida

There’s something special about a vacation home that brings everyone together. From infants to great-grandparents—and even family members with unique mobility needs—sharing one welcoming space creates unforgettable memories and deep connection.

On our trip to Anna Maria Island, Florida in early summer of 2022, our family experienced just that: the joy of simply being together in a beachside home that, while not perfect, included a few key features that made it easier for everyone to enjoy. More than a vacation—it was a celebration of inclusion, rest, and quality time.

The Magic of Multigenerational Travel

Our family group ranged from a 91-year-old great-grandmother to an uncle living with multiple sclerosis, all the way down to our early-rising 5-month old. Having one home that could accommodate everyone—safely, comfortably, and under one roof—made all the difference.

What worked for us?

• An elevator to move between levels with ease (no one had to sit out or feel stuck and an ease of use for wagons, suitcases, and all things with wheels)

• Zero-entry access to the elevator area, which made it safer for wheels and walkers

• Wide doorways that allowed smooth movement with rollators

• Step-in showers and lever-style door handles and faucets for easier access

• A pool with a tanning shelf, ideal for lounging or safe water play (especially for babies and toddlers!)

• A beach just steps away, which kept the group connected without long treks

These simple but thoughtful features reduced barriers—and elevated our experience.

The Real Highlight? Being Together

One of the most beautiful aspects of this trip was simply being in one place—eating meals together, sharing sunrise coffee, and winding down with ocean breezes after a day of playing, swimming, or relaxing.

Thanks to portable access mats we purchased from Access Trax, my grandmother and brother-in-law were able to sit on the beach with the entire family—something that wouldn’t have been possible otherwise. Even better? We extended the mats all the way to the shoreline, and my brother-in-law made it into the water. Pure JOY.

Access Trax creates lightweight, foldable mats designed to make outdoor terrain more accessible for people who use mobility aids—ideal for sand, grass, and gravel. It was a game-changer for our trip.

The kids had room to play. The older adults could stay involved without strain. And my brother-in-law, who lives with multiple sclerosis, had the independence and dignity that thoughtful design can provide—even when it’s not the main focus.

While the home itself wasn’t fully accessible, our experience was a powerful reminder: sometimes, small adaptations—like an elevator or a shower chair, or in this case, a set of access mats—can make a huge difference in creating inclusion for everyone.

Why We Fell in Love with Anna Maria Island

Beyond the house itself, Anna Maria Island stole our hearts. This small Gulf Coast gem is known for its walkability, friendly vibe, and old Florida charm. Some of our favorite features:

• Free trolley service around the island (although, we never used it…the island was walkable and great for runners)

• Golf cart rentals for easy travel

• Calm bay waters perfect for all ages and abilities

• Peaceful sunrises and soft sand beaches

• Local eats, like The Donut Experiment and island-fresh seafood

Just an hour’s drive from St. Petersburg, we even explored St. Pete Pier, which is beautifully accessible—walkable, rollable, and stroller-friendly. And yes, we indulged in the locally made cashew brittle from Son’ni Boi & Petal (a must-try).

Fun fact: my great-great-grandfather, Charles Monroe Blanc, was the Mayor of St. Pete from 1925–1926—so the area holds personal meaning too.

A Note on Inclusive Vacation Design

This experience reminded us of something important: universal design doesn’t mean “institutional” or “clinical.” It means flexibility, comfort, and dignity for everyone.

If you’re building or renovating a vacation home, consider adding:

• At least one curbless shower

• Grab bars near toilets and in showers (even vertical bars make a difference)

• Removable showerheads for ease of use (and cleaning!)

• Contrast strips or lighting on stairs

• Rubber thresholds to ease transitions across sliding doors

• A shower chair available on request (we rented one through a local beach rental company along with all things baby-related)

• A wider beach gate for beach wheelchairs

• A chair in each bedroom for dressing or luggage

These small touches aren’t just for older adults or those with mobility challenges. They make life easier for parents with strollers, folks recovering from injury, and guests of all ages.

Final Reflection: Home Is Where We’re Together

This vacation wasn’t about fancy amenities or flashy features. It was about the quiet joy of watching four generations under one roof laugh, share meals, explore, and rest—together.

Anna Maria Island gave us a setting for that connection to flourish, and we’ll treasure the memories forever.

No, this specific home may not be available to rent anymore. But the experience—the togetherness, the access, the simplicity—is something every vacation rental can aspire to provide.

Booking company used: AMI Locals.

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Hey, It's Tiffany!

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Meet the Blogger

Hi, I’m Tiffany Dill!

As a mom with profound hearing loss, I know firsthand the beauty and chaos of navigating life with young kids, extended family, and all the little surprises along the way. At Blue Day 2, I’m all about creating spaces and experiences that bring joy to families of all ages and abilities. From home designs that work seamlessly for everyone to sharing my favorite picks from my LTK and Amazon shops, I’m here to make life and travel simpler, more accessible, and filled with joy. Stick around for plenty of inspiration, a little less stress, and a whole lot more fun as we embrace life’s perfectly imperfect adventures together!

Let's Get Personal!

Click on the tabs below to learn more fun facts about me. Do we have anything in common?

Tiffany, you've been married to Andrew for over 16 years now. Any special anniversary traditions?

Oh, absolutely! Every year since we got married in September 2008, we’ve worn the exact same clothes we left our wedding reception in. Yup, I'm talking my gold cocktail dress, wedding jewelry shining, and Andrew rocking his wedding suit. We’re not about to let that tradition slide. It’s been 16 years of pure anniversary magic. I guess you could say we’re "stuck" in our wedding day outfits, but in the best way possible!

Completing an Ironman and earning a doctorate in occupational therapy in the same year sounds intense. How did you pull that off?

Intense is one way to put it! But honestly, raising two energetic boys might just be the hardest thing I’ve ever done. The Ironman and doctorate were definitely tough, but mom life? That’s the ultimate endurance race. It’s the one that keeps me—and even Andrew—on our A-game, every single day. I wouldn’t trade it for the world, though. There’s nothing like their opposite personalities and they surprise you with so much joy even in the chaos, and that's where my energy goes—no finish line required.

You’ve set a pretty ambitious goal with playing ‘Sweet By and By’ on the piano. What’s the story there?

Ah, yes! I miss playing the piano. I started playing piano since second grade and even made it to an advanced level through college. But now, my life goal is to master Sweet By and By (again) before I leave earth. It’s definitely a stretch, but that’s the fun part, right? First, though, I need to add a piano in a room I’ve been dreaming of since we built our home. Playing piano was always my outlet. Until then, running is my stress reliever.

Hidden talent alert: You can read lips. How’d you discover that one?

Oh, this one goes way back! When I was four years old, I managed to fool five different audiologists during my hearing tests. It wasn’t until a doctor noticed that I wasn’t repeating what she said when she turned around (back in those days they didn’t cover their lips nor did they have tinted windows in the sound booth)! I had spinal meningitis at 13 months, which nearly took my life and left me in a coma for a week. As a result, I had to start over on a few developmental milestones and missed a lot of early speech and language development. Thanks to years of speech therapy and a knack for lip-reading, I still manage to fool people with my profound hearing loss. It comes in handy when someone wants to know what the ref said on the field or TV, or if I’m in a crowded room and want to eavesdrop—just kidding. Sort of.

On the flip side, what are some things you’re not a fan of?

Confined spaces. Cilantro. Olives. Blue cheese. I could live without all of those. And don’t even get me started on being stuck inside for hours at a time. I'm much more suited to wide-open spaces, the great outdoors, and pretty much anything that involves fresh air.

We all know you’re a planner, but what do you hold closest to your heart?

Sentiments. They’re irreplaceable. There’s something about the things that carry emotional weight—whether it’s a moment or an object—that just can’t be duplicated. I’ve learned to really appreciate the simple, meaningful stuff in life. In fact, our Christmas tree is adorned with over 20 years of ornaments symbolizing memories from a loss of loved ones to trips and even sour times. It’s like finding joy in the simple little things whether they are happy or sad or even bad memories.

You’re a busy mom and entrepreneur, but how do you manage to squeeze in family time?

Time? What’s that? Ha! Honestly, there’s just not enough of it. And the thing is, we can’t get it back. So I prioritize memory-making with my family. That’s my top priority. Whether it’s hiking, running, biking, traveling, or exploring the great outdoors with my boys, I live for those moments. In fact, I devote one day off work a week to be with my little guys and my husband and I carve out a weekly date night.

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