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Anna Maria Vacation Rentals

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  4. Anna Maria

Our Favorite Vacation Rentals in Anna Maria

  • Charming Island Banyon tree house
     Country House
    Booking.com
    From
    $253
  • Beach Dreams "Tangerine Dreams Villa "
     Cottage
    Flipkey
    From
    $250
  • Shorewalk Vacation Villas
     Country House
    NextTrip
    From
    $125
  • Emerald Seas
     Country House
    Booking.com
    From
    $690
  • Club Bamboo South 119 Studio
    Nice-1br Studio
    HolidayLettings
    From
    $306
  • Sandpiper Suite
     Home/Apartment
    Booking.com
    From
    $173
  • Dream Lover Boat & Breakfast on Anna Maria Island
    Excellent2br Boat
    HolidayLettings
    From
    $335
  • Runaway Bay 274 - 1784240 Condo
     Home/Apartment
    Booking.com
    From
    $263
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Check prices for these upcoming dates

Anna Maria Vacation Rentals with a Pool

  • Sea Club I
    Good24br Home/Apartment
    Booking.com
    From
    $146
  • Bay Breeze Cottages #2
    ExcellentHome/Apartment
    Airbnb
    From
    $343
  • Tropical Beach Hideaway - Walk to the beach - Heated Pool
     3br Home/Apartment
    Airbnb
    From
    $1,152
  • Villa Seahorse at Islands West Resort
    ExcellentHome/Apartment
    Airbnb
    From
    $290
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Anna Maria Vacation Rentals with Wi-Fi

  • Sunset Inn 3
    Nice3br Home/Apartment
    Airbnb
    From
    $270
  • Coquina Beach #4~Full Gulf View!
    Excellent2br Home/Apartment
    Airbnb
    From
    $206
  • Banyan in West Bradenton
     Home/Apartment
    Airbnb
    From
    $206
  • Tropical Beach Mansion Escape - Sleeps 20
     7br Home/Apartment
    Airbnb
    From
    $2,409
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Anna Maria Pet-Friendly Vacation Rentals

  • NEW! Canalfront Bradenton Home w/ Dock & Pool!
     3br Home/Apartment
    HolidayLettings
    From
    $428
  • Blue Bungalow
     3br Home/Apartment
    HolidayLettings
    From
    $204
  • BAY FRONT HOUSE WITH PRIVATE DOCK
    Good2br Home/Apartment
    HolidayLettings
    From
    $221
  • Palm Retreat: #1 Top Rated In Bradenton/Anna Maria
    Excellent4br Home/Apartment
    Airbnb
    From
    $341
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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.

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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.
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The Weather in Anna Maria

Rainy days
89° 44°
2
85° 42°
8
80° 30°
3
90° 49°
0
86° 40°
2
89° 52°
3
92° 61°
7
94° 70°
4
93° 69°
8
95° 71°
5
94° 72°
6
92° 54°
1
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Anna Maria. The hottest month in Anna Maria is May, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to 30 ˚F. The wettest month in Anna Maria is January with 8.1 inches of rain, while the driest month is November with 0.44 inches of rain.

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What Expert Travelers Think

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    Jeff CampbellMiddle Class Dad
    Middle Class Dad

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
    Laurelle McVicker

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