Family Fun on Anna Maria Island

Family is all about love, and we have plenty of things you’ll love to do with your family while vacationing on Anna Maria Island.

Family Fun on Anna Maria Island!

Robinson Preserve Treehouse
Make it a day trip and visit some of the Manatee county parks which are as close as a bike ride to Anna Maria Island or check out some of our other day trip recommendations! There are plenty of other parks to have a picnic or you can spend a day with the kids at the local children’s playgrounds.


Robinson Preserve Kayak
If you’re looking for a family friendly restaurant try checking out one of the island’s waterfront restaurants featuring live entertainment and a comfortable inviting atmosphere.

Things To Do

Florida Aquarium
If you’re getting tired of swimming or visiting the many beaches in the area there are plenty of public pools to visit as well. Take a trip to one of the area aquariums to get a close up look at the sea life! A short trip to the Florida Maritime Museum will be both educational and fun for the whole family.

If you’re visiting during the summer there are plenty of additional options, such as participating in the turtle watch which takes place between May 1st-October 31st. The kids can learn about the local turtles and see some of the nesting grounds that are penned off with stakes and tape right on the beaches. Kids can also learn to surf with the kid’s summer surfing camps!
St. Armands Circle
St. Armands Circle also offers plenty of family fun. Featuring shops, restaurants, and sights galore there is plenty to keep you in the area for a full day. There is also the Bridge Street Market in Bradenton Beach to check out.
Island Pearl
Take a water shuttle trip on the Island Pearl to various locations and maybe even see some dolphins! Or for those who prefer solid ground the Anna Maria Island Trolley the Crown Jewel will take you around the island for free!

If you would like you can take a video tour of Anna Maria Island before you visit to get acquainted with some of the sights and locations!

Video Tour

Invite your kids to share their opinions or check out more activities in our Kid’s Corner or check out the Top Ten Kid’s Activities.

Accommodations and Vacation Rental Properties on Anna Maria Island

Island Real Estate is the best choice when looking for the perfect family fun accommodations. With the largest inventory of vacation rental homes on Anna Maria Island, Island Real Estate is sure to please with great customer service and a knowledgeable staff.

Anna Maria Island vacation rental
Anna Maria Island vacation rental, My Sister’s Beach House, is the perfect family fun accommodations sleeping up to 10 guests with 5 bedrooms. Just a short walk to the beach, this home offers a pool paradise perfect for the kids! Click on the image above to reserve your stay at My Sister’s Beach House today!

Historic Bridge Street Anna Maria Island

Historic Bridge Street is a quaint strip of restaurants and shops on the south end of Anna Maria Island. Once the site of the first bridge connecting the island to mainland Bradenton, Bridge Street is still a special place. Check out our list of things to know about Bridge Street.

Historic Bridge Street
Find tons of things to do on Historic Bridge Street! Try fishing from the pier.

Historic Bridge Street – Bradenton Beach City Pier

At the very end of Bridge Street you’ll find the Bradenton Beach city pier. Here you’ll enjoy views of Sarasota Bay as you walk along the site of the original bridge to the island. After many updates the pier still stands today. Now you can find great fishing, a bait shop and the Anna Maria Oyster Bar restaurant.

Shopping on Bridge Street

You’ll also find great shopping when you visit Bridge Street. You’ll find gifts, local art, jewelry while visiting the strip. While shopping stop in for a massage and spa treatment and Searenity beach spa and eco-boutique. For additional information about shops visit the Bridge Street Merchants website.

Dining and Nightlife

There are a variety of places to dine on Bridge Street including casual, high end and breakfast too. Enjoy The Blue Marlin, Island Creperie, and the Bridge Street Bistro to name a few. For the nightlife scene you can visit Bridge Tender Inn, Island Time Bar and Grill, or even the Drift Inn. You’ll find these places open a little later than the average island establishment.

Happenings and Events

Throughout the year you’ll find different things to do on Bridge Street. The local Merchants host several events such as Christmas on Bridge Street, pubic art shops and the occasional market.

Nearby Accommodations and Beach Rentals

There are many great Anna Maria Island Beach rentals near Bridge Street. You’ll find cottages, condos and single family homes available in Bradenton Beach.

Anna Maria Island beach rentals Bradenton Beach
Bermuda Bay Club unit 25 is just a short walk from gulf beaches with accommodations for up to 6 guests! Click on the image to book your stay at Bermuda Bay Club!


Top 10 Anna Maria Island November Activites

Anna Maria Island November Activities are fun for the entire family! Fall is a great time of year to visit the island with your friends and loved ones. Give thanks island style this November while you try out these top 10 activities.

Anna Maria Island November Activities

Once you visit the island in November, you’ll want to spend every fall here! Follow our Top 10 Anna Maria Island November Activities guide, and enjoy paradise too.

1. Fall Shell Hunt

For some, the gulf starts to get a bit too cold for swimming in November. Visitors from the north might disagree, however everyone can agree on a November shell hunt. Walk along the beach and look for Fall colored seashells for a taste of Florida November.

Anna Maria Island November Activities
Find Fall colors with Anna Maria Island Sea Shells!

2. Cortez Stone Crab Festival

Join in on a tasty fun time with the 5th Annual Stone Crab Festival in Cortez Fishing Village! You’ll find fresh off the boat Stone Crab, live music, kid zone, artists and a beer tent. This event also benefits the Manatee Chapter of Fishing for Freedom. Visit Nov. 5th and 6th from 9am-6pm.

Anna Maria Island November activities guide
Visit the Cortez Stone Crab Festival.

3. Venice Chalk Festival

Head off island for one of the countries best Chalk Festivals. Located in Venice, about an hour from Anna Maria Island, this street art festival is truly impressive. Over 100 artists from all over the world create temporary master pieces with chalk. Attend this event Nov. 11-14.

4. Arts Hop

Anna Maria Island offers a two weekend long arts event in November. You’ll find tons of arts related events and participating organizations during Arts Hop! Events include art walks, plays, demonstrations and more. Visit Nov. 11-13 or Nov. 18-20.

Anna Maria Island November Activities
An island wide arts event for the entire family!

5. Sunbathe on the Beach.

Anna Maria Island air temperatures range from the upper 70’s to the upper 50’s during November. In fact, you can even get a Fall sun burn if you aren’t careful! Enjoy laying out on the beach and soaking in the sun.

6. Pick Veggies at Hunsader Farms.

Less than an hour drive from the island, Bradenton’s Hunsader Farms is great for picking your own fresh produce. During the month of November you can pick a great selection of veggies. Black eyed peas, eggplant, green beans, Okra, purple hull peas, tomatoes and zipper peas too! Fields close at 3:30 Monday through Saturday.

Anna Maria Island November Activities
Pick Florida Fall Produce at Hunsader Farms.

7. Go for a Trolley ride.

We may not have hay rides on Anna Maria Island, but we do have a fantastic free trolley! Enjoy November on Anna Maria Island and comfortably go sightseeing too. The free trolley runs almost the entire length of the island. Typically one will pass by every 15-20 minutes.

8. Do Thanksgiving on AMI.

Gather the entire family for a Florida Thanksgiving at one of the many great Anna Maria Island beach rentals! There’s nothing like eating turkey while digging your toes into powder soft sand.

Anna Maria Island November Activities
Give thanks for Anna Maria Island Vacations!

9. Avoid Black Friday – Shop online!

Who needs the Black Friday headache? Crowded stores, looking for parking spots, searching for that perfect something. Avoid it all this year and shop online! If you haven’t planned your Anna Maria Island vacation, now is a great time to check out your options! Relax at home, shop on, and buy vacation experiences instead of more stuff!

Anna Maria island beach rentals thanksgiving
Coquina Sands is a great Thanksgiving Anna Maria Island beach rental. Sleep up to 6 guests with a pool and spa! Click on the image to learn more about Coquina Sands.

10. Thanksgiving Nature Walk

Burn off all the food you ate on Thanksgiving with a family nature walk at Leffis Key. Located on the southern end of the island, Leffis Key is less than a mile long. Enjoy views of Sarasota Bay, Mangrove marsh and wildlife while walking the shell and boardwalk paths.

Give thanks and enjoy Anna Maria Island November Activities!

Anna Maria Island Activities November
Visit Anna Maria Island for November!


Anna Maria Fall Festival – All Welcome!

The Anna Maria Elementary Fall Festival is back again! All are welcome to participate in this fun family event benefiting the school.

This year’s festival takes place on October 22 at the Holmes Beach City Hall field, 5901 Marina Drive. The event runs from 10am-2pm. Prior to the event, AME students will meet at the Chamber of Commerce. After meeting, students will join in on a parade procession to the field.

Once at the field the day’s big event will begin. There will be a bounce house in addition to carnival games from each of the AME classes.

Also find Kona Ice, pizza from the Feast restaurant and fish tacos from The Waterfront.

There will be a lemonade stand to support aid in Haiti, and a mini bake sale to support the school.

Wear your Halloween costume to this great day of fun!

The AME PTO hosts the event, and they do a fantastic job. This is one of the largest annual fundraisers for AME, so be sure to stop by and support our school!

Fall Festival
Fall Festival 2016

Anna Maria Island Beach Picnic Guide

An Anna Maria Island beach picnic is the perfect way to enjoy beautiful weather, powder beaches and turquoise waters. Follow our picnic guide for great ideas too! Find the best picnic spots, get recipes and fun hacks to inspire your island style picnic in paradise.

Anna Maria Island Beach Picnic Guide

A day at the beach just isn’t compete without picnic snacks!

Anna Maria Island beach picnic
Head to Anna Maria Island for a beach picnic!

Finding perfect picnic spots

There are tons of fantastic spots to picnic on the island. However, the perfect spot depends on your specific needs.

Family picnics. When gathering the entire family, Manatee Public Beach access is a great destination. This access also offers all the amenities you could want and more. Find plenty of parking, picnic tables, concessions, shops, life guard, changing facilities, restrooms, volley ball, play ground and trolley stops too.

Picnic spots with grills. There are a few places that offer public grilling. This is a great idea for beach picnics! Anna Maria Island beaches do not allow open fires, or private grilling. However, you will find public use charcoal grills at Coquina Beach, Manatee Beach and Bay Front Park.

Romantic picnics. When planning a romantic picnic for two, we recommend Bean Point on north island. These beaches are more secluded, and also offer beautiful views.

Sunrise Picnics. The bay side of the island offers really great sunrises. However, a breakfast picnic at Robinson Preserve, just off island, is also lovely.

Sunset Picnics. Sunset is a gorgeous time to enjoy an Anna Maria Island beach picnic. Head to just about any gulf beach access, and you will find a stunning spot for a meal outdoors.

Island Style Picnic Recipes

Keep it easy. These Antipasto skewers would be a great option for an easy and beautiful picnic snack. Also, they would be very transportable.

Anna Maria Island beach picnic
Antipasto Skewers

Something for the kids. Try a twist on an old standby with Monster Sandwiches!

Anna Maria Island beach picnic
Monster Sandwiches

A foodie feast. When planning a more upscale picnic, try out cheese and charcuterie. This is really nice way to dress up a picnic for foodies.

beach picnic food

Breakfast on the go. Try these egg muffins for a hearty and easy breakfast! Follow the recipe exactly, or experiment with other ingredients. You could even bake these off the night before!

breakfast picnic
Breakfast Egg Muffins

Lemonade in a bag. These lemonade bags are a great picnic hack! Simply make an old fashioned lemonade recipe and put it in a plastic bag for a very transportable beverage.

Anna Maria Island beach picnic
Lemonade in a bag!

Sweet and treats. Finally, you have to have something sweet for a picnic. Try a Pineapple upside down cake. This would be a great tropical island dessert.

Anna Maria Island beach picnic guide
Pineapple upside down cake

Anna Maria Island beach picnic accessories

Grab a picnic beach blanket from West Coast Surf Shop! These are super cute and trendy too!

beach picnic
Super cute beach picnic blanket from West Coast Surf Shop in Holmes Beach

Fill up a S’well bottle from Pink & Navy Boutique. Not only do they keep your drink cold, but they also help reduce plastics on the beach!

beach picnic accessories
S’well bottles from Pink & Navy Boutique in Anna Maria.

Head over to Salt Air Boutique and get a super cute tote for all you beach gear, or snacks that don’t go in the cooler. A tote would also be a great alternative to a bulky picnic basket.

Anna Maria Island beach picnic
Beach totes from Salt Air Boutique in Holmes Beach

Skip the food prep

For the lazy beach picnic, order food from one of the many restaurants on the island. Also, don’t underestimate the selection of prepared foods from Publix super market. For a quick option swing through for sushi, sweet tea, fried chicken or subs. Any Floridians know Publix subs can’t be beat!

Publix subs picnic
Publix Subs

Once you enjoy an Anna Maria Island beach picnic, you won’t want to picnic anywhere else!

Anna Maria Island Beach Rentals

Casa Sierra A is the perfect beach rental for picnics! This 2 bedroom villa is just a short walk from the gulf for relaxed beach picnics. Additionally, Casa Sierra 205 A offers a poolside pergola, and a covered area on the lawn too!

Anna Maria Island beach rental holmes beach
Book your stay for up to 6 guests at Casa Sierra 205 A. Click on the image to learn more about this great beach rental!

Top 10 Anna Maria Island October Activities

Anna Maria Island October activities are a great way to enjoy Autumn island style! This is a beautiful time of year to visit with warm weather, fewer crowds and plenty of things to do. You’ll love Anna Maria Island in October!

Top 10 Anna Maria Island October Activities

Below is our list of must do activities for those visiting during the month. Try a few or try them all.

1 Pumpkin Spice Latte at Donut Experiment

A trip to the island is not complete without a tasty treat from the donut experiment. This is also a great time to pick up one of their seasonal Pumpkin Spice lattes and a custom donut too! We recommended the cinnamon sugar donut to complement your latte.

2 Fall Festival at Anna Maria Elementary

Help support the Anna Maria Elementary PTO and visit the Fall Festival. This great event not only benefits the school, but is a fun family activity. You’ll find kid activities, bounce house, bake sale and great vendors too! The event will be Oct. 22, 2016 at the Holmes Beach City Field at 5901 Marina Drive.

3 Head to Bay Fest in Anna Maria

The 16th annual Bay Fest is a great way to celebrate an Anna Maria Island October! This is one of the largest events on the island, and offers great family fun. Enjoy live music, tons of food, adult beverages, crafts and a huge car show. The event runs 10am-10pm on October 15th on Pine Avenue.

4 Go for a swim

Anna Maria Island does start to cool off in October, however, the average daily temperature still hovers in the upper 80’s. This means the island is still perfect for beach trips. Grab your suit and hop in the water!

5 Visit the Artists’ Guild Gallery

The October 2016 theme for the Artists’ Guild Gallery window is “Return to Paradise”. Stop by and see local artists works explaining why so many visitors return to Anna Maria Island every fall and winter!

6 Make Sand Dollar Cinnamon Cookies

Sand Dollar cookies are fun and delicious too. Check out this easy seasonal cookie recipe perfect for an Anna Maria Island October.

7 Eat Stone Crab Claws

Stone Crab Season starts in mid October for the Florida gulf coast, so be sure to try this seasonal delight! Anna Maria Island is located just across the bridge from Cortez Fishing Village. Come Stone Crab Season, there is no shortage of claws.

8 Take a sunset cruise

The Island may not have falling leaves, but finding fall colors during an Anna Maria Island October is easy. Wait for sunset and you won’t be disappointed with the rich oranges you’ll enjoy! Reserve yourself a spot on a sunset cruise and enjoy fall island style.

9 Watch the game at Slim’s Place

For many, Fall means Football. Head over to Slim’s Place in Anna Maria and catch a game. You’ll also enjoy delicious menu items, friendly service and a casual atmosphere. Slim’s is a sports bar, however is a family friendly option.

10 Dress up for the Trail of Treats

If you are on the island for Halloween, the Trail of Treats is a must for kids! Each year businesses across the island participate in handing out candy. Sponsored by the Anna Maria Island Chamber of Commerce, this event begins in the Holmes Beach commercial areas then moves to Anna Maria and Bradenton Beach. Always a perfect ending to Anna Maria Island October Activities!


Anna Maria Island October
Anna Maria Island October activities are fun!

Anna Maria Island October Beach Rentals

If you are looking to plan a last minute getaway to Anna Maria Island this October, Island Real Estate has great options!

Check out “The Villas”! New to the Island Real Estate beach rental inventory, “The Villas” are just a block from gulf beaches! Units 1-4 offer accommodations for up to 4 guests and unit 5 accommodates 6. “The Villas” base rates range from $595-$735/Week making them an affordable last minute getaway! Enjoy the heated pool along with this fantastic Bradenton Beach location. You’ll be within walking distance to many great island attractions. Reserve your stay at one of “The Villas” today!

Villa 1 Villa 2 Villa 3 Villa 4 Villa 5

Anna Maria Island Beach Rental
“The Villas” are great for a last minute beach rental on Anna Maria Island!

Anna Maria Elementary International Peace Day 2016

In observation of International Peace Day, Anna Maria Elementary hosted a celebration of Peace for all ages. Parents, students, teachers and locals all came together for a special day.

What is International Peace Day?

September 21st is The International Day of Peace. The United Nations established this special day in 1989, and is observed globally. The UN declared the day as “commemorating and strengthening the ideals of peace both within and among all nations and peoples”. This day contributes to a global culture of peace, and gives the world an opportunity to set aside differences, and practice kindness and understanding.

Anna Maria Elementary Peace Celebration

The school celebrated peace on September 23. It was truly a special day bringing together all ages in a commitment to peace. The Manatee County Rotary Club and Manatee High School Drum line also joined the elementary students.

Starting the day off, Principal Jackie Featherstone welcomed the crowd at this well attended event. School counselor Susan Tabicman organized the day in addition to the help of sponsorship from the Rotary Club. Next, the High School drum line and Elementary students marched in a parade across the campus. The High School students kept beat with a great cadence while the younger children held flags from around the world.

Students raised the U.S. flag and the crowd observed the National Anthem and Pledge of Allegiance.

One student from each grade two through five spoke in front of the crowd. These students made powerful statements about the meaning of peace. Well spoken, these students truly moved the crowd and made proud parents. Each grade level sang a song about peace with the help of Teacher Wooten and Teacher Ruise. It was adorable to say the least.

Pictures from Peace Day

International Peace Day
The Anna Maria Elementary Peace Day Celebration was well attended!

Finally, the event closed with a song sung all together. The entire group stood and held up peace signs making for the perfect ending to the celebration.

Check out our Instagram for a short video from the day too!

Top Tikitastic Anna Maria Island Beach Rentals

What could be more fun than spending a vacation at Anna Maria Island beach rentals with fantastic Tiki huts? Tiki huts are a fun retro style perfect for a tropical destination like the island.

Tiki Culture in the United States

This theme stems from Americans use of Polynesian culture starting in the 1930’s. While not considered a fine art form by Polynesian styles, the theme loosely stems from cultural mythology and art. However, Americans now associate Hawaiian and Tropical themes with the Tiki style. There has been a resurgence of the style that has directly coincided with the trendy craft cocktail movement.

Tiki Drinks

Fruity tropical drinks are a must for any Tiki party. Typically they include different fruit juices, and are rum based. These drinks are usually tasty, very alcoholic and also use multiple rums or liquors. Serve them in funky totem head shaped mugs for a retro look, or use any pretty tall glass. Little umbrellas, fruit, spices, and herbs all make nice garnishes. Check out great recipes here. Also enjoy kid friendly versions of these drinks – just omit the alcohol. The combinations of fruit juices are fantastic on their own, just add a garnish and enjoy!

Below is a list of our top tikitastic Anna Maria Island beach rentals! These homes offer fun huts and bars perfect for entertaining in tropical island style!

Top Tikitastic Anna Maria Island Beach Rentals

Pelican Landing offers a Tiki by the heated pool! This rental sleeps 8 with 4 bedrooms. Relax and enjoy a tropical island experience!

Anna Maria Island Beach rentals
Pelican Landing AMI 306 55th Street in Holmes Beach.

Casa Calienta has a fully equipped Tiki bar with grill, sink and mini fridge. Additionally this hut is in the screened lanai with the heated pool! Relax with a drink and a swim too! Sleep 6 with 2 bedrooms.

Anna Maria Beach Rentals
Casa Calienta 217 Pine Avenue in Anna Maria.

Starfish also has a backyard Tiki hut, and a swim up Tiki umbrella in the heated pool. This hut is a nice spot no matter the weather. Sleep 6 in this rental with 3 bedrooms.

Anna Maria Island vacation rentals Holmes Beach
Starfish 6802 Marina Drive.

A Sassy Seahorse has a Tiki area in the backyard in addition to heated pool and spa! A shady spot for cool drinks on a hot day. Sleep 6 in this 2 bedroom rental.

Beach rental anna maria island Florida
A Sassy Seahorse 264 Gladiolus in Anna Maria.

Summer Breeze offers a fun covered Tiki bar too! Here you’ll find a swinging chair, Foosball table and flat screen T.V. Sleep 10 at this 4 bedroom rental.

Anna Maria Beach rental
Summer Breeze 313 61st Street in Holmes Beach.

Island Time offers a large pool side Tiki Umbrella. The perfect spot for watching the day drift by with a cold drink. Sleep 8 in this 3 bedroom with heated pool.

Holmes Beach vacation rental
Island Time 309 62nd Street in Holmes Beach.

Coral Reef is an Anna Maria Island beach rental with a great Tiki and laid back feel. Sleeps 10 with 5 bedrooms.

Anna Maria Island Beach Rental
Coral Reef 215 64th Street in Holmes Beach.

Mango Breeze has a Tiki just a short walk to Gulf beaches! Relax by the heated pool with 8 in this 4 bedroom rental!

Anna Maria Island beach rental
Mango Breeze 141 50th Street in Holmes Beach.

Anna Maria Island Tiki Restaurants

While visiting Anna Maria Island beach rentals you’ll also find great local Tiki style restaurants too! On Bridge Street you’ll find The Bridge Tender Inn and Dock Side Bar. Here you’ll enjoy views of Sarasota Bay in addition to great food and drinks. Also in Bradenton Beach, there is Gulf Drive Cafe and Tiki bar. This restaurant offers direct gulf views. Finally, In Holmes Beach you will find an outdoor Tiki atmosphere at The Ugly Grouper.

Anna Maria Island Fall Tourist Guide

The Anna Maria Island fall tourist guide is a great resources for visitors and locals alike! After a hot summer, fall welcomes cooler weather and fun activities! Along with these great activities, also check out suggested Fall family beach rentals.

Anna Maria Island Fall Tourist Guide

Here are our top eight things to do, and know during Fall on Anna Maria Island. Furthermore, find out why this is a fantastic time of year to plan an Anna Maria Island beach vacation!

Anna Maria Island Fall Tourist Guide
Fall is a lovely time of year for an Anna Maria Island Vacation! Enjoy the Anna Maria Island Fall Tourist Guide, and plan your stay today!

Morning Beach Walk

Fall is an amazing time for a quiet walk on the beach with the sunrise. This is also a great time to catch up on some beach combing. Early morning temperatures are beautiful in Autumn. However, you will find that fall doesn’t necessarily mean it won’t be hot by mid day. For this reason, it’s nice to get up early while there is a crisp morning breeze off the gulf. Grab a cup of coffee, slip on your flip flops, and enjoy the peace of the beach at day break!

Beach Markets

Mid Fall, usually in November, is when all the beach markets begin their season. With the produce growing season underway, and weather that’s a tad less hot, markets are a great fall attraction. The Coquina Beach Market and Bridge Street Market are the two most popular on Anna Maria Island. However, here is a list of local markets to visit off island as well.

Wildlife Viewing, fall migration and local parks

As early as late summer you will notice an increase in local wildlife. For the expert wildlife viewers, it’s no secret that fall is the height of migration in Florida. This is when both the human and feathered snow birds make their early descent to Anna Maria Island.

Fall is an amazing time of year to get out to our local parks and preserves. Again, the weather is starting to cool, so enjoying the outdoors is more bearable than the summer months. During your visit check this list of parks and preserves on or around the island. These great locations give you the opportunity to get up close with Florida wildlife!

Go Swimming!

That’s right, you can still go for a swim in the Autumn months! Gulf of Mexico temperatures hang around 70-80 degrees Fahrenheit between September and December. This is not to say we don’t occasionally get below the 70’s, but these water temperatures are still swimable. Especially if you are visiting from the north, you will find Gulf temperatures very nice. On the other hand, locals tend to stop swimming a bit earlier. Really personal preference plays a big part in Fall island swimming.

Stone Crabs and Fishing

Stone Crab season starts mid October for the Florida gulf coast. While one of the countries oldest fishing villages lies just inland from Anna Maria Island; this is an anticipated time of year. Cortez fishing village is a great place to find fresh off the boat seafood. You’ll find Stone Crab so fresh it goes from the boat, to the boiling pot to your mouth! Going on in early November, check out the Cortez Stone Crab Festival too!

Anytime of year is great for Florida fishing, and Fall isn’t too bad either! Florida boasts the title “Fishing Capital of the World” because of great year round weather and angling. Fishing charters are just as popular in the fall as any time of year on the island!

Fall Festivals

This is the time of year when festival season starts for Islanders. There are several annual events that happen as the weather starts to change. You’ll find the Fall Festival, The Trail O Treats, Arts Hop and Bay Fest all going on throughout Autumn.

Find Fall colors with a sunset

While the trees and leaves may not turn to the striking hues of ocher, umber and rust orange, the sunsets surly do! Experience the turning of the season with one of the sunsets the Florida west coast is know for. Gather your family and friends to enjoy the peace of a sunset. This is one of the best times of day for beach photography too!

Anna Maria Island Fall Tourist Guide Beach Rentals

Autumn is a lovely time of year to gather the family at a beach rental! What Anna Maria Island Fall tourist guide would be complete without suggested accommodations? Island Real Estate has the island’s largest selection of homes to choose from, so plan your vacation today!

Anna Maria Island beach rentals

Casa Sierra 205 B is an excellent beach rental just a short walk from the gulf. This condo style home sleeps up to 6 guests with 2 bedrooms and 2 bathrooms. Fall family beach trips were never so relaxed!

Anna Maria Island beach rentals
Casa Sierra 205 B 36th Street in Holmes Beach. 2 Bedroom.

A Mermaid Crossing is a lovely family gathering place for up to 6 guests with 3 bedrooms and 3 bathrooms. This spacious home offers a heated pool and decor with a designer look. Less than a block to the beach!

Beach rental Anna Maria Island
A Mermaid Crossing 120 50th Street in Holmes Beach. 3 Bedroom.

Beachy Blue is just down the street from gulf beaches, and offers lovely accommodations. Enjoy the heated pool and spa with great coastal decor! Sleep up to 8 guests with 4 bedrooms and 4 bathrooms.

Anna Maria Island vacation rentals Holmes Beach
Beachy Blue 129 52nd Street in Holmes Beach. 4 Bedroom.

My Sisters Beach House sleeps up to 10 guests with 5 bedrooms and 3.5 bathrooms. This fun house offers a gorgeous heated pool and spa along with canal views and a short walk to Tampa Bay beaches! You’re family will love the game room and outdoor balconies too!

Anna Maria vacation beach rentals
My Sisters Beach House 520 Bay view Place in Anna Maria. 5 Bedroom.

Waterfront Retreat is a unique canal front home made for entertaining large groups! This 6 bedroom house offers accommodations for 14 guests with 3 full bath and 2 half baths. Enjoy the heated pool, canal views and fantastic bar area!

Anna Maria beach rentals
Waterfront Retreat 5132 Loquat in Anna Maria. 6 Bedroom.

Anna Maria Island Labor Day Activities

Relax with a beach break and Anna Maria Island Labor Day activities. A quiet island holiday, Labor Day is a time to enjoy beaches, family and friends, and an extra long weekend.

September is off the off season on Anna Maria Island. Generally speaking, Islanders love this time of year. Visitors to the island will not find many events happening, but will enjoy fewer crowds. End of summer things to do are the focus of Labor day. Grilling food, enjoying cold drinks and relaxing on the beach with friends are among popular things to do.

Anna Maria Island Labor Day Activities on the beach

Everyone loves a Labor Day beach break! Additionally,  beach games are a fun way to relax during the holiday. Frisbee, corn hole, tag football and volleyball are good old beach game standbys.

Many people also enjoy beach combing during labor day. Anna Maria Island has lots of pretty shells to collect. When searching for shells remember to never take living shells.

Labor Day Eats

Labor day is a fantastic time to enjoy grilled foods and tasty drinks. A Labor day gathering of family and friends just isn’t complete without firing up the grill! Open fires, grilling and alcohol are not allowed on the beaches of Anna Maria Island. However, the large public beach accesses offer designated grilling areas. Additionally, many Anna Maria Island vacation rentals do offer propane or charcoal grills.

Anna Maria Island Labor day activities
Labor Day is a great time to visit Anna Maria Island

Labor Day Business Openings

Many of the restaurants and shops are open Labor day weekend on Anna Maria Island. When you visit you are sure to find open businesses. The free trolley also runs on Labor day, so you can get around the island easily.

Labor Day Beach House Rentals Anna Maria Island

Island Real Estate offers Anna Maria Island’s largest selection of beach house rentals. Finding the perfect Labor day rental is easy when you rent through Island Real Estate!

Beach House Rentals Holmes Beach
North Beach Village 72 would make for a lovely Labor Day Anna Maria Island beach house rental. Located in Holmes Beach this rental accommodates up to 6 guests! Click on the image above to reserve your stay today!

Summer’s End Beach House Rentals Anna Maria Island

It’s not too late to enjoy end of summer beach house rentals Anna Maria Island style! Pumpkin spice latte is back on the Starbucks menu, kids are in school again, and Fall is less than a month away. Now is the time to plan that last minute summer getaway!

Summer Beach House Rentals Anna Maria Island in September

September is a fantastic time of year to visit Anna Maria Island. This is the off season, so the beaches are far less busy. During a September visit you’ll also notice there are fewer cars on the streets. The entire Island has a different vibe in the late summer. People are a little calmer as locals enjoy the respite from busy high season.

End of Summer beach Scene

Anna Maria Island beaches are as beautiful as ever in the late summer. The weather is hot and rainy during September in Florida, however, beaches are still very nice. Lots of rain may make the water a tad less blue than the normal, but it also cools the water temperature down. Gulf beaches are bathtub like in July and August, so a little rain makes them more refreshing.

End of Summer Island Activities

When you visit the island at the end of summer you may notice a few of the island’s restaurants are closed. This is when operators make improvements, and also have a little summer vacation before seasons starts again. However, there are still plenty of places to dine that are open year round. Closures are typically no more than a week long, or even just a few days.

Summer is also an excellent time to visit activities off island. With less congested roads, getting on and off the island is much easier in late summer. This is a fantastic time to drive down to Sarasota, or head into Bradenton to try new activities. You will find museums, shopping and sightseeing in both Sarasota and Bradenton.

Summer’s End Beach House Rentals Anna Maria Island have lowest rates.

The end of summer is one of the most affordable times to visit Anna Maria Island. September is when many beach houses lower their rates. These lower rates continue through to mid December when visitors from the north start to come down again. These lower rates don’t always include Labor Day weekend as this is the last busy weekend of the season. Rates for beach house rentals typically fluctuate to coincide with demand or popular seasons.

Direct Beach House Rentals Anna Maria Island

September is also the perfect time of year to reserve a direct beach front rental!

Hidden Cove is a fantastic direct gulf Front beach rental Anna Maria Island style. This is a great example of the type of rentals available in September.

Beach house rentals Anna Maria Island
Beach House Rentals Anna Maria Island style! Click on the image to learn more about this great condo!

Hidden Cove unit 1 offers accommodations for up to four guests with two bedrooms and two and half bathrooms. During your stay, enjoy direct gulf views from the master bedroom and main living space. You will love spending time on the open balcony watching sunsets, and relaxing. The quiet Hidden Cove complex also offers a community pool, and is located near free trolley stops, shopping and dining.

Beach House Rentals Anna Maria Island Florida
Click on the image to reserve Hidden Cove unit 1 for your next Beach house rental Anna Maria Island Holmes Beach.

Island Real Estate has the largest selection of Anna Maria Island beach rentals you’ll find in the area! When searching for a summer’s end beach rental be sure to check out the Sunshine Specials page for great deals.

Enjoy an Anna Maria Island paradise vacation and reserve the perfect beach rental today at!