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.

Anna Maria, United States
7 May — 8 May2
...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 (S$ 543). Conversely, the most expensive month to stay in Anna Maria is December (S$ 1,813).

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$ 643). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 1,494.

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 S$ 246 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 30 April 2025. The average price for a hotel in Anna Maria is S$ 862/night.
Show all 1,228 stays
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$ 433
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$ 493
Avg. per night
View Deal
Seaside
Seaside

Seaside

Anna Maria, FL, United States
1.1 km from city centre
Air conditioning
S$ 1,137
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 April 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 April 2025.

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

    On average, it costs S$ 863 per night for a Anna Maria holiday rental, but S$ 713 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$ 219 per night. If you can, try to avoid booking your rental April (as this is the most expensive month). Booking April (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 Suite 2.

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
Lake Buena Vista holiday rentals
Kissimmee holiday rentals
Orlando holiday rentals
Miami holiday rentals
Fort Lauderdale holiday rentals
Gainesville holiday rentals
Four Corners holiday rentals
Miami Beach holiday rentals
Ocala holiday rentals
Palm Coast holiday rentals
Winter Garden holiday rentals
Bay Lake holiday rentals
Naples holiday rentals
Plantation holiday rentals
Pompano Beach holiday rentals
West Palm Beach holiday rentals
Sunny Isles Beach holiday rentals
Key West holiday rentals
Tampa holiday rentals
Panama City Beach holiday rentals
Daytona Beach holiday rentals
Sarasota holiday rentals
Deerfield Beach holiday rentals
Hollywood holiday rentals
Madeira Beach holiday rentals
Destin holiday rentals
Daytona Beach Shores holiday rentals
Fort Myers holiday rentals
Saint Pete Beach holiday rentals
Jacksonville holiday rentals
St. Augustine holiday rentals
St. Petersburg holiday rentals
Port Richey holiday rentals
Pensacola holiday rentals
Lauderdale-by-the-Sea holiday rentals
Cocoa holiday rentals