Anna Maria Vacation Rentals

Our Favorite Vacation Rentals in Anna Maria

  • PassAGrille Anheiser Busch Resort Captain&Boat
     4br Home/Apartment
    RedAwning
    From
    $2,023
  • Club Bamboo South 224 Studio
     -1br Studio
    HolidayLettings
    From
    $405
  • Pass-A-Grille Anheiser Busch Resort Boat House
     2br Home/Apartment
    RedAwning
    From
    $1,065
  • Beach Escape with Heated Pool - Sleeps 20
     3br Home/Apartment
    HolidayLettings
    From
    $1,566
  • Pass-A-Grille Anheuser Busch Resort Bay House
     6br Home/Apartment
    HolidayLettings
    From
    $1,745
  • Pass-A-Grille Anheuser Busch Resort Bay House
     6br Home/Apartment
    HolidayLettings
    From
    $1,748
  • Waterfront Beach Escape - Walk to the Beach
     4br Home/Apartment
    Airbnb
    From
    $1,559
  • Vibrant Beach Getaway - Built like a Tropical Island - Sleeps 12
     3br Home/Apartment
    Airbnb
    From
    $1,397

Check prices for these upcoming dates

Anna Maria Vacation Rentals with a Pool

  • Tropical Beach House - 2 mins to Anna Maria Beach - Sleeps 6
     2br Home/Apartment
    Airbnb
    From
    $988
  • Mediterranean Beach Escape W Heated Pool - Sleeps 8
     3br Home/Apartment
    Airbnb
    From
    $911
  • Sunset Inn 3
    Nice3br Home/Apartment
    Airbnb
    From
    $472
  • Luxury Beach Getaway - 6 minutes to the Beach - Sleeps 10
     3br Home/Apartment
    Airbnb
    From
    $988

Anna Maria Vacation Rentals with Wi-Fi

  • Tropical Beach Escape - 10 Min to the beach!
     4br Home/Apartment
    Airbnb
    From
    $1,359
  • Stunning Waterviews Beach Escape - Sleeps 8
     3br Home/Apartment
    Airbnb
    From
    $1,397
  • Tropical Beach Paradise - 10 Minutes to the beach - Sleeps 14
     5br Home/Apartment
    Airbnb
    From
    $2,033
  • Tropical Waterfront Escape - Anna Maria Vacation Rental - Sleeps 10
     4br Home/Apartment
    Airbnb
    From
    $2,033

Anna Maria Pet-Friendly Vacation Rentals

  • Tropical Beach Getaway - Heated Pool & Fire Pit - Sleeps 18
     4br Home/Apartment
    Airbnb
    From
    $1,242
  • Share Mediterranean Home...Historic River District
     2br Home/Apartment
    Airbnb
    From
    $153

Anna Maria Travel Guide

Dreaming of white sand beaches? Anna Maria, Florida is the perfect location for a long weekend getaway. The city of Anna Maria is only 40 miles south of Tampa Bay, and seven miles west of Bradenton beach. This dreamy beach town will take your breath away with its beautiful beach, charming beachfront rental homes, and many things to do and see.

Because Anna Maria is on the gulf coast, the Gulf of Mexico makes the sea a beautiful tinted blue and very warm. This lovely island has it all; a stunning pier, bay walk, colorful beach houses, museums and plenty of beaches to soak in the sun. Because Anna Maria Island vacation rentals have became so popular in the past years, vacation home real estate has skyrocketed -- many people even build houses for the purpose of vacation rentals now.

Things to Do in Anna Maria

The various beaches here are the most popular choices of course, such as the Coquina Beach and the Holmes Beach. White sand, blue water and lots of sunshine are not the only things visitors can enjoy to the fullest at Anna Maria. The top things to do include the Coquina Baywalk, galleries such as the Island Gallery West where many paintings are on display, and the Anna Maria Island Historical Museum which includes plenty of information of the island, such as the sadly destroyed Pier which was ripped apart by a hurricane.

The Pine Avenue is one of the best streets in Anna Maria, which also means it is one of the busiest. The street connects Holmes Beach and the now-destroyed Anna Maria City Pier. There are many little restaurants and coffee shops to enjoy, a community garden, and an Olive Oil Outpost where farmers display their finest oils, vinegars, honey and many more artisan products. For family-friendly fun, visit the Mote Marine Laboratory and Aquarium. Visitors can learn about marine life and the importance of oceans. Many fish, crabs and even sharks can be seen here, and some attractions include touch tanks to discover even more about these wonderful creatures.

Best Places to Stay in Anna Maria

For the most amazing and fun vacation, rent out beach houses and condos. There are plenty of places to stay, great options for families, couples and friends as well. The downtown area of Anna Maria is busier, so if you prefer quiet nights make sure to avoid those locations. Gorgeous beachfront properties are very popular but these accommodations tend to sell out fast, so when you see something you like do not hesitate to book it.

Best Time to Visit Anna Maria

Due to its great location, Anna Maria is always warmer than 60 degrees, and particularly hot in the summer months. October is probably the best month to visit because the weather is very nice with a lot of sunshine, the average temperature above 75 degrees, and not too much rain.

During summer months and in September there is heavy rainfall. So if you prefer dry and sunny weather, June to September is not your best bet for a weekend getaway at Anna Maria.

Food in Anna Maria

There are plenty of great places to check out in Anna Maria! Lots of seafood and Italian restaurants, and if you have a sweet tooth you will not be disappointed. Cute donut shops and dessert bars await visitors. Walk down to the beach and have a nice refreshing drink at one of the seaside restaurants. Many places offer great selections for children as well, so the whole family can tuck into a meal together.

Price and Availability in Anna Maria

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Anna Maria tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Anna Maria tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Anna Maria is in March, while the cheapest month is in November. The most popular time to book a vacation rental in Anna Maria is in the high season in March. Anna Maria has its low season in September, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Anna Maria

Rainy days
84° 40°
3
87° 46°
2
86° 45°
1
94° 56°
2
97° 67°
2
99° 73°
6
94° 71°
14
96° 72°
13
96° 69°
2
94° 71°
3
91° 51°
1
84° 48°
3
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Anna Maria. The warmest months in Anna Maria are July and August, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to 40 ˚F. The wettest month in Anna Maria is June with 13.92 inches of rain, while the driest month is February with 0.53 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly

Vacation Rentals in Anna Maria

At AllTheRooms.com we have vacation rentals from all of your favorite providers - Airbnb, RedAwning, Priceline and many more. AllTheRooms has 2,594 rentals, hotels and other great places to stay while you enjoy Anna Maria, with everything from budget hostels and homestays to luxury Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Anna Maria is available at $84 per night. In general, a place to stay in Anna Maria will cost you $455 per night.

If you have to have an internet connection during your time in Anna Maria, then you can choose from over 459 accommodations that have WiFi internet. 4 places to stay include a morning meal. You can maintain your workout regime by staying at one of 19 accommodations that provide gym facilities. If you're planning on getting to Anna Maria by car, be sure to choose from 416 accommodations that provide parking. 326 places to stay have a a pool or jacuzzi

AllTheRooms has 132 pet-friendly places to stay in Anna Maria, so if you're traveling with your cat or dog you won't have any problems.

We combine a wide variety of Anna Maria accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 414 places to stay from Airbnb, 35 accommodations from RedAwning and 16 places to stay from Priceline.

1,115 of the rentals in Anna Maria have been rated by previous guests. They rated 45% as excellent or good. 1,154 accommodations allow instant booking.

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