Holmes Beach · Anna Maria Island, Florida
2 Bed · 2 Bath · Waterfront · Private Dock · 4 Blocks to Gulf
Nestled along the tranquil waters of Holmes Beach, Makin' Memories Retreat is where barefoot days and golden sunsets become the rhythm of your vacation.
This lovingly curated waterfront home sleeps up to 6 guests in pure coastal comfort. Step off the private boat dock straight into adventure — kayaks, paddleboards, fishing gear, and the open water are all yours. Then stroll four blocks to Anna Maria Island's world-famous Gulf beach.
Every detail here was chosen to make your week feel effortless — because the only thing you should be thinking about is which memory to make next.
Accommodates vessels up to 36 feet. Please note the boat lift on the property is not available for guest use. Tie up your boat, drop a line at golden hour, or just sit on the dock and watch the sun melt into the bay. Some of the best memories start right here.
Bring your own vessel and launch with ease. The community boat ramp puts the whole Gulf coast in your backyard for the week.
Two kayaks and two paddleboards — ready to go, no rental lines, no extra cost. A sunrise paddle on the glassy bay is a memory you won't forget.
Sand chairs, boogie boards, and a beach cart — grab what you need and head to the Gulf. Making memories at the shore has never been easier.
Fire up the grill after a day on the water — fresh-caught fish tacos, sunset cookouts, the whole spread. Outdoor dining at its best.
Well-behaved dogs are welcome at the retreat — because some memories are even better when the whole family comes along, leash and all.
Challenge the family on the community courts. A little friendly competition is one of those moments that somehow makes the whole trip.
Rinse off the salt and sand before heading inside. The back deck is your outdoor living room — morning coffee, evening cocktails, all of it waterfront.
Sugar-white sand is a four-block stroll away. Morning walks, sunset swims, shelling at low tide — Anna Maria's beach is always calling.
Wake up to the water every morning. Sip coffee as dolphins arc past the dock — the kind of moment that makes you wonder why you'd vacation anywhere else.
World-class waterfront dining, local boutiques, art galleries, and ice cream shops are minutes away — the perfect backdrop for a post-beach evening.
Stay connected when you want to — or unplug completely. The choice is yours. Either way, you're on island time now.
*Okay, it's not exactly a resort pool — but it's yours. Squeeze in, strike a pose, and tag us @makin.memories.retreat. It's basically a rite of passage at this point. 📸
Book directly with us and skip the platform service fees. Our calendar syncs automatically with Airbnb and VRBO — no double bookings, ever.
Airbnb & VRBO calendars sync via iCal every hour. Double bookings are impossible.
Anna Maria Island is one of Florida's last true coastal gems — old Florida charm, no chain restaurants, no high-rises. Just warm water, great food, and the kind of place that makes you want to come back every year.
From the best grouper sandwich to the perfect morning coffee — our curated insider's guide to making memories beyond the retreat.
A short stroll to sugar-white sand and some of Florida's most spectacular sunsets.
Gulf Drive Cafe, The Sandbar, Beach Bistro — world-class seafood steps from the water.
Local cafes and bakeries nearby make the perfect slow start to a perfect island day.
Eco tours and dolphin watching depart from nearby marinas — a memory the kids never forget.
Boutiques, galleries, farmers markets, and the best ice cream on the island.
Sarasota-Bradenton Airport ~25 min · Tampa International under an hour.
"We kayaked every morning, fished off the dock every evening, and walked to the beach every afternoon. This place is pure magic. Already booked again."
"The dock, the sunsets, the sound of the water at night — Makin' Memories Retreat delivers exactly what it promises. The home was spotless and the host incredibly responsive."
"Perfect anniversary trip. We used the paddleboards, fished every morning, and barely left. Anna Maria Island is stunning and this is the perfect home base."
We'd love to help you plan your perfect week on Anna Maria Island. Reach out anytime — we typically respond within a few hours.
