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Vacation rentals in Anna Maria

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Travel insights for holiday rentals in Anna Maria

Use these up-to-date, data-driven insights about booking a holiday rental in Anna Maria including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Anna Maria?

The cheapest month to book a vacation rental in Anna Maria is November ($330). Conversely, the most expensive month to stay in Anna Maria is December ($803).

What is the cheapest day to stay in a vacation rental in Anna Maria?

The cheapest day to stay in Anna Maria is Saturday ($449). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $598.

How far ahead should you book a vacation rental in Anna Maria?

Save money by booking a vacation rental at least 67 days before your trip to Anna Maria. The lowest price found when booking 67 days ahead was $183 per night.
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Where to stay in Anna Maria

Explore different neighbourhoods and areas within Anna Maria to find the perfect location for your stay. Map data was last updated on 15 August 2025.
Utilize the map to find properties close to the Anna Maria area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Anna Maria

Find useful tips and insights about staying in Anna Maria to help you make the most of your experience. FAQs were last updated on 15 August 2025.

  • How much does a holiday rental in Anna Maria cost?

    The average cost for a holiday rental in Anna Maria is $544/night. A good holiday rental deal in Anna Maria would be for $468/night or less. The cheapest rental deal found recently by our users was $167/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking April is the cheapest month to book a holiday rental in Anna Maria.

  • Are there any Resort holiday rentals in Anna Maria?

    Yes, there are 6 Resort holiday rentals in Anna Maria. According to our data, The Rod and Reel Resort Grand Suite 6 is currently the most popular Resort rental in the city.

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