Two private pool homes on Anna Maria Island: white sand, turquoise water and Old Florida calm, with no high-rises in sight.
New in Island NotesOctober on Anna Maria IslandBook your stay and save. Pick your home, copy its code, and enter it when you book. No blackout dates, so it works any time you can get away.
ISLANDBREEZESEACRESTAMIU.S. News & World Report ranked Anna Maria Island the No. 3 beach in the U.S. for 2026. Siesta Key, just down the coast, took No. 1, so two of the top three beaches in the country are right here on Florida's Gulf Coast.
No plane ticket, no passport. Pack the car, park it for the weekend, and let the free island trolley do the driving. And if you're coming from farther away, now you know exactly where to land.
Source: U.S. News & World Report, Best Beaches in the U.S. for 2026, as reported by TravelPulse (Apr. 16, 2026) and the Observer (Apr. 14, 2026). Per TravelPulse, U.S. News editors evaluate more than 1,500 destinations, with user voting also playing a role.
AmIsland Properties is family owned, and our story is a simple one. We visited Anna Maria Island once, and we fell in love with it.
The white sand, the turquoise water, the easy pace of a place where the buildings stay low and a free trolley carries you from one end to the other. We wanted a way to keep coming back, and a way to share it.
Island Breeze and SeaCrest are that way. Island Breeze sits in Bradenton Beach, near the shops and pier of historic Bridge Street. SeaCrest is on a quiet Holmes Beach street, about 200 steps from the sand. Both have a private pool, both sleep six, and both are cared for by a local management team that handles every booking.
Our hope is simple: that you catch the island bug too, and that we see you again next season.
The AmIsland Properties family
A bright, open-plan pool home in the heart of Bradenton Beach. Walk to the beach, to dinner, and to the boutiques and restaurants of Bridge Street, then come back to a private pool and hot tub.
$50 off with code ISLANDBREEZE Off your total stay · No minimum
A tropical two-bedroom escape on a quiet island street, about 200 steps from the white sand. Mornings on the beach, afternoons by the saltwater pool, evenings watching the sun go down over the Gulf.
$100 off with code SEACRESTAMI Off your total stay · 7-night minimum
Our family's favorite · Anna Maria
Ask us for one place you have to eat on the island and we'll send you here. The Porch is our must-go, can't-miss restaurant.
It lives in one of the first homes built in Anna Maria.1 Owners Brianna and Joshua Foster restored the century-old house down to its original windows and hardwood floors, and kept the kitchen small rather than change the building. There isn't even room for a freezer, so, as Brianna told SRQ Magazine, the food is "made fresh and never frozen."2
Lunch is casual and dinner is a little more upscale, from a scratch kitchen known for steak, fresh fish and seasonal dishes.1
Good to know: seating is mostly first come, first served, with a limited number of reservations on their website.1
Hours, menu and happy hour from The Porch's website as of Oct. 4, 2026. Check before you go.
Chef-inspired craft sandwiches and BBQ fusion · Bradenton Beach
We love to eat, and the island's restaurants are a big part of why we keep coming back. Every month we pick one favorite to share with you.
The fries and their signature sauce are worth the drive. That's what we order every time, and it's a must-order.
The AmIsland Properties family
Smoqehouse calls itself "chef inspired. craft sandwiches. bbq fusion. fast casual." Don't expect a traditional barbecue joint: the kitchen cooks from scratch with fire and smoke and borrows ideas from cuisines around the world, turning them into handcrafted sandwiches, salads, soups and fries.
Anna Maria Island holds the cities of Anna Maria, Holmes Beach and Bradenton Beach. Leave the car parked: the free island trolley runs daily from 6:00 a.m. to 10:30 p.m.
Illustrated map, not to scale. The dotted line is the free island trolley route. The turtles, dolphin and sailboat are just here for fun.
Some beaches are built to keep you busy. Anna Maria Island was built to let you breathe.
Seven miles of white sand, low-rise cottages instead of high-rise towers5, and a free island trolley that runs from Coquina Beach to the Anna Maria City Pier while the car stays parked6. Every summer, sea turtles still dig hundreds of nests on its beaches3. People have been calling it Old Florida for years4, and they mean it as the highest compliment: a slower, friendlier island where the best plan for the day is a beach chair, a good lunch and the sun going down over the Gulf.
That's why Anna Maria belongs on everyone's list. You come for the beach and leave a little more rested than you've been in years. Come once, and you'll understand why so many of us keep coming back.
“Laid-back and natural, Anna Maria Island awaits.”
“postcard-perfect Gulf sunsets”
“We've been all over Florida, but we love Anna Maria Island because it's so oldy-worldy”
Quotes are short excerpts from the sources listed, all checked on Oct. 4, 2026. The U.S. News page blocks our checking tools, so the ranking is confirmed through the TravelPulse and Observer reports.
Both homes sleep six, with two bedrooms, two baths and a private pool. The difference is the neighborhood.
| Feature | Island Breeze | SeaCrest |
|---|---|---|
| Town | Bradenton Beach | Holmes Beach |
| To the beach | Short walk | About 200 steps |
| Pool | Private brand-new saltwater pool and hot tub | Private brand-new saltwater pool |
| Layout | 2 bedrooms, 2 baths, sleeps 6 | 2 bedrooms, 2 baths, sleeps 6 |
| Beds | King, two twins, sleeper sofa | King, twin-over-full bunk, queen sleeper sofa |
| Outdoors | Private patio and turf yard | Deck, front porch and turf yard |
| Beach gear | Chairs, umbrellas and towels included | Chairs, umbrellas and towels included |
| Guest rating | 4.95 from 38 reviews on Airbnb | 4.87 from 15 reviews on Airbnb |
| Best for | Walking to dinner and Bridge Street evenings | Quiet mornings and long beach days |
| Details | View Island Breeze | View SeaCrest |
A seven-mile-long barrier island on Florida's Gulf Coast.
Beach in the U.S. for 2026, ranked by U.S. News & World Report.
Island trolley, daily 6:00 a.m. to 10:30 p.m., Coquina Beach to the Anna Maria City Pier.
Cities: Anna Maria, Holmes Beach and Bradenton Beach.
Every stay is booked, cleaned and supported by our local management company. Pick your home to see live dates, rates and secure checkout, and use your code when you book.
ISLANDBREEZESEACRESTAMIJoin the AmIsland Properties returning guest list for first word on open weeks and island news. We send a few notes a year.