Photo by throwingsofas

Anna Maria Island houses

We found 3,328 houses — enter your dates for availability

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Anna Maria Island?
Choose one of the 3,328 holiday home rentals around Anna Maria Island and get more space, amenities and privacy than a hotel room. Check out stays in exciting cities like Holmes Beach, Bradenton Beach and Anna Maria and prepare to explore like a local.
How much does it cost to stay in a holiday rental house in Anna Maria Island?
Whether you’re searching for a budget-conscious getaway or a lavish retreat, Vrbo has a range of holiday home rentals in Anna Maria Island for you to choose from. Use our filter tools to narrow down your options and find the best stay to start your next adventure.
When is the best time to rent a holiday house in Anna Maria Island?
January is when most guests book a holiday home rental in Anna Maria Island. You can expect average temperatures of between 14ºC (57ºF) and 19ºC (66ºF) if you plan your getaway during this month.
Where can I rent an Anna Maria Island holiday house with great views?
When searching for your holiday home rental in Anna Maria Island, take advantage of our “Location” filter. This will help you narrow down the sorts of areas you’d like to stay in, whether that’s far from the hustle and bustle or somewhere close to the action.
Does Anna Maria Island have any weekend house rentals?
We’ve got a range of top-quality houses that are available for weekend rental. Simply key in your preferred travel dates and look forward to a whirlwind few days of fun. If you can’t find the perfect holiday home rental in Anna Maria Island right away, adjust your dates or broaden your search to include the surrounding areas.
Are there any pet-friendly house rentals in Anna Maria Island?
If you want to experience Anna Maria Island with your beloved pet at your side, use our filter tool to search for pet-friendly houses. Check the box marked “Pets allowed” to find a holiday home rental with perks like fenced-in yards and complimentary treats. After all, when the family goes away, the pets should be invited too!
What are the top things to do in Anna Maria Island?
There are so many amazing experiences to look forward to when you book a holiday home rental in Anna Maria Island. The type of things you’re interested in and the people you’re travelling with will help you decide what to see and do, so do some research before leaving home.
Why should I book my holiday rental house with Vrbo?
From houses by the oceanfront to those located downtown, Vrbo has a wide range of holiday home rentals to choose from. One of the many reasons to book with us? You won’t have to share the property with the owner or anyone else. Plus, with our One Key™ rewards programme, you can collect OneKeyCash™* and spend it on eligible bookings across Vrbo. And with flexible cancellation policies and great customer support throughout your trip, we’ll ensure everything goes to plan. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.

People also search for

More Holiday Rentals ideas