Insights
Where to stay

Vacation rentals in Anna Maria

Search and compare Anna Maria, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 October ($318). Conversely, the most expensive month to stay in Anna Maria is December ($1,059).

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

The cheapest day to stay in Anna Maria is Sunday ($375). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $873.

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

Save money by booking a vacation rental at least 11 days before your trip to Anna Maria. The lowest price found when booking 11 days ahead was $188 per night.
Find deals

Other accommodations in Anna Maria

Find the perfect holiday rental for your stay in Anna Maria. There are 1,228 hotels in Anna Maria and price data was last updated on 2 May 2025. The average price for a hotel in Anna Maria is $659/night.
Show all 1,228 stays
Minnow 2 Villa
Minnow 2 Villa

Minnow 2 Villa

Anna Maria, FL, United States
0.9 km from city centre
Air conditioning
$392
Avg. per night
View Deal
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
$421
Avg. per night
View Deal
Seaside
Seaside

Seaside

Anna Maria, FL, United States
1.1 km from city centre
Air conditioning
$955
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 2 May 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 2 May 2025.

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

    The average cost for a holiday rental in Anna Maria is $660/night. A good holiday rental deal in Anna Maria would be for $545/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 April, 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 Suite 2 is currently the most popular Resort rental in the city.

Find better results for your stay in Anna Maria

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs
Orlando holiday rentals
Miami holiday rentals
Miami Beach holiday rentals
Fort Lauderdale holiday rentals
Sarasota holiday rentals
Lake Buena Vista holiday rentals
Tampa holiday rentals
Kissimmee holiday rentals
Key West holiday rentals
Aventura holiday rentals
Spring Hill holiday rentals
Deerfield Beach holiday rentals
Boca Raton holiday rentals
Winter Garden holiday rentals
Daytona Beach holiday rentals
Cape Canaveral holiday rentals
Hudson holiday rentals
Winter Haven holiday rentals
Clearwater holiday rentals
Key Biscayne holiday rentals
Marco Island holiday rentals
Palm Beach holiday rentals
Cocoa Beach holiday rentals
Delray Beach holiday rentals
Plantation holiday rentals
Celebration holiday rentals
Daytona Beach Shores holiday rentals
Sunny Isles Beach holiday rentals
Surfside holiday rentals
Sunrise holiday rentals
Bay Lake holiday rentals
Jacksonville holiday rentals