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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 September (S$ 499). Conversely, the most expensive month to stay in Anna Maria is January (S$ 1,140).

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

The cheapest day to stay in Anna Maria is Sunday (S$ 760). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 1,081.

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 S$ 236 per night.
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Other accommodations in Anna Maria

Find the perfect holiday rental for your stay in Anna Maria. There are 1,318 hotels in Anna Maria and price data was last updated on 30 July 2025. The average price for a hotel in Anna Maria is S$ 647/night.
Anna Maria Island Beach Palms 6b
Anna Maria Island Beach Palms 6b

Anna Maria Island Beach Palms 6b

Anna Maria, FL, United States
7.3 km from city centre
Air conditioning
S$ 328
Avg. per night
View Deal
Minnow 2 Villa
Minnow 2 Villa

Minnow 2 Villa

Anna Maria, FL, United States
0.9 km from city centre
Air conditioning
S$ 388
Avg. per night
View Deal

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 30 July 2025.
Navigate to the areas in Anna Maria you plan to visit to find vacation rentals that are close by. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 30 July 2025.

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

    On average, it costs S$ 648 per night for a Anna Maria holiday rental, but S$ 569 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Anna Maria was for S$ 145 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking July (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Anna Maria?

    There are 6 holiday rentals in Anna Maria that fall under the Resort category, the most popular is The Rod and Reel Resort Grand Suite 6.

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