Book Holiday Homes in Anna Maria
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Anna Maria

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Near Bean Point!! Short stays available! Heated Pool

Quiet North End Home Only 2 Blocks to Beach with Private Pool

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Bella Vista: Bay front with gorgeous views and outdoor living space.

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

The Wee Cottage | House in Anna Maria

Escape to an island adventure!
Anna Maria Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Anna Maria vacation homes are the perfect way for you to wing it.
Holiday houses in Anna Maria let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Anna Maria in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Anna Maria adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Anna Maria with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Anna Maria vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Anna Maria Holiday Homes essential information
Accommodation | 853 Holiday Homes |
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Lowest Price | NZ$1,471 |
Highest Price | NZ$1,471 |
Popular accommodation | Waterfront dog-friendly home with heated private pool, dock, views, and lanai, Near Bean Point!! Short stays available! Heated Pool, Quiet North End Home Only 2 Blocks to Beach with Private Pool, Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!, Bella Vista: Bay front with gorgeous views and outdoor living space., Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!, The Wee Cottage | House in Anna Maria, Escape to an island adventure! |
More accommodations in Anna Maria
Top trending hotels in Anna Maria

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Adorable Beach cottage just steps Bean Point beach!

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

We will be accepting new reservations from January 2025 going forward only.
More ways to explore Anna Maria
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.