Book Holiday Homes in Anna Maria
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Featured Holiday Homes in Anna Maria

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Charming Bungalow with Fabulous Location and Private Pool!

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

Adorable Beach cottage just steps Bean Point beach!

Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

Escape to Anna Maria Island!
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 | 873 Holiday Homes |
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Lowest Price | NZ$1,445 |
Highest Price | NZ$1,445 |
Popular accommodation | Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!, Charming Bungalow with Fabulous Location and Private Pool!, 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬, Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach, Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views, Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park, Adorable Beach cottage just steps Bean Point beach!, Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar, Escape to Anna Maria Island! |
More accommodations in Anna Maria
Top trending hotels in Anna Maria

Adorable Beach cottage just steps Bean Point beach!

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
More ways to explore Anna Maria
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^Subject to availability and chosen travel dates.