Book Holiday Homes in Anna Maria

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Featured Holiday Homes in Anna Maria

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

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

Anna Maria
The price is NZ$1,471 per night from 9 Apr to 10 Apr
NZ$1,471
includes taxes & fees
9 Apr - 10 Apr
Stay at this vacation home in Anna Maria. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Anna Maria Beach and Bean Point Beach ...
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Near Bean Point!! Short stays available! Heated Pool

Near Bean Point!! Short stays available! Heated Pool

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Anna Maria Beach and Bean Point Beach are located ...
Near Bean Point!! Short stays available! Heated Pool
Quiet North End Home Only 2 Blocks to Beach with Private Pool

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

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy private pools, a water park, and patios. Popular attractions Bean Point Beach and Anna Maria Beach are located ...
Quiet North End Home Only 2 Blocks to Beach with Private Pool
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Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

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

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy free WiFi, private pools, and a water park. Popular attractions Anna Maria Beach and Bean Point Beach are located ...
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Bella Vista: Bay front with gorgeous views and outdoor living space.

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

Anna Maria
Book a stay at this beach vacation home in Anna Maria. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Anna Maria Beach and Bean Point ...
Bella Vista: Bay front with gorgeous views and outdoor living space.
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

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

ANNA MARIA
Book a stay at this family-friendly vacation home in Anna Maria. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Anna Maria Beach ...
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!!!

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

Anna Maria
Book a stay at this family-friendly vacation home in Anna Maria. Enjoy free WiFi, private pools, and a garden. Popular attractions Bean Point Beach and Anna ...
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
The Wee Cottage | House in Anna Maria

The Wee Cottage | House in Anna Maria

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy private pools, a water park, and a garden. Popular attractions Bean Point Beach and Anna Maria Beach are located ...
The Wee Cottage | House in Anna Maria
Escape to an island adventure!

Escape to an island adventure!

Anna Maria Island
Book a stay at this family-friendly vacation home in Anna Maria. Enjoy free WiFi, a garden, and patios. Popular attractions Anna Maria Beach and Bean Point Beach ...
Escape to an island adventure!
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See all available properties in Anna Maria
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
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!

Top trending hotels in Anna Maria

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

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

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy free WiFi, private pools, and a water park. Popular attractions Anna Maria Beach and Bean Point Beach are located ...
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Adorable Beach cottage just steps Bean Point beach!

Adorable Beach cottage just steps Bean Point beach!

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy private pools, a water park, and balconies or patios. Popular attractions Bean Point Beach and Anna Maria Beach ...
Adorable Beach cottage just steps Bean Point beach!
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

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

Anna Maria
The price is NZ$1,471 per night from 9 Apr to 10 Apr
NZ$1,471
includes taxes & fees
9 Apr - 10 Apr
Stay at this vacation home in Anna Maria. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Anna Maria Beach and Bean Point Beach ...
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Save an average of 15% on thousands of hotels when you're signed in
We will be accepting new reservations from January 2025 going forward only.

We will be accepting new reservations from January 2025 going forward only.

Anna Maria
Stay at this cottage in Anna Maria. Enjoy free WiFi, a fitness center, and tennis courts. Popular attractions Anna Maria Beach and Bean Point Beach are located ...
We will be accepting new reservations from January 2025 going forward only.
Don't see what you're looking for?
See all available properties in Anna Maria
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.