7 Things To Know About The City of Anna Maria

Anna Maria – Occupying the northern end of Anna Maria Island is the city of Anna Maria. A coveted portion of the island, Anna Maria offers an old Florida coastal village feel with charming history, locals and sightseeing. Even if you have visited the city of Anna Maria there are likely a few things you didn’t know about this gorgeous little walkable town.

City Pier
The Anna Maria City Pier is an island landmark

History

Anna Maria has a proud and interesting history as the “Town Fig Newtons Built“. Charles Roser and his wife started the Anna Maria Beach Company to develop the land on Anna Maria Island in the late 1800’s. Charles Roser invented the machine that fills Fig Newtons. He used the money from the sale of his patented machine to begin Anna Maria Beach Company. One of the first steps to building a community on the island was to build the city pier which celebrated it’s 100th Birthday in 2011. When visiting the Island be sure to stop by the Anna Maria Historical Society on Pine Avenue to learn all about the unique history of this town.

Shopping

All along the small commercial streets of Anna Maria there are several locally run boutiques with everything from hand made to high end wares and souvenirs. There are no big box, or chain store retailers in Anna Maria making for a shopping experience full of great finds. All of the shops listed below are within walking distance of one another as is just about everything in the small city of Anna Maria. While in town check out the following shops:

Ginny & Jane E’s

Bella by the Sea

Shiny Fish Emporium

Pink & Navy

Historic Green Village

Restaurants

There is no shortage of fabulous Restaurants in Anna Maria from casual to sophisticated, and from gulf views to bay views you’ll be pleased with Anna Maria Dining options.

Rod & Reel Pier

J Burns

Poppo’s Tacos

Slim’s Place

Anna Maria City Pier Restaurant

Rudy’s Subs

The Waterfront

Sandbar

Ocean Star Sushi

Beaches

Anna Maria offers gorgeous beaches all around the northern tip of the island. Anna Maria beaches do not offer an abundance of parking making them more secluded and reachable by foot or bike. Enjoy beaches on the Gulf of Mexico, Bean Point and Tampa Bay beaches at Bay Front Park when you visit Anna Maria.

Sightseeing and Equipment Rentals

Sightseeing on the northern end of Anna Maria is truly stunning with gorgeous beaches and marine wildlife. You’ll also find great views from Rod & Reel Pier and the Anna Maria City Pier. While you stay on Anna Maria you may want to rent a bicycle or other fun outdoor equipment from Beach Bums or Lux Carts.

Events

The city of Anna Maria hosts several events throughout the year happening on Pine Avenue. Anna Maria events are family friendly and also offer great food, vendors and live music.

Food and Wine on Pine

Sandbar Easter Egg Hunt

Bay Fest

Christmas on Pine

Activities

When you have had your fill of the beach, or need to take a break from the beach because you are too sunburned, there are a few activities to enjoy in the city of Anna Maria.

Little free Library

Players Theater

Community Center

Vacation Rentals in the city of Anna Maria

If you are looking for the perfect vacation rental home in the city of Anna Maria, Island Real Estate has over 60 gorgeous homes within the city limits.

Anna Maria vacation rental
Gorgeous Direct Gulf Front Anna Maria Vacation Rental “Wind Song”. Click on the image to learn more about this property.

A Perfect Anna Maria Vacation – The Beach Life

A perfect Anna Maria vacation is full of endless sunshine, island activities and pristine beaches. While Anna Maria is small, there are tons of great ways to make your vacation both fun and relaxing. Follow our guide for a perfect stay!

A Perfect Anna Maria Vacation

The city of Anna Maria takes of up the northern tip of the island. Anna Maria is north of the city of Holmes Beach then Bradenton Beach is the southern tip. We encourage you to explore all the island, but you can make a trip of just visiting one of the island’s three cities.

The best Anna Maria vacation rentals for the best stay.

An amazing Anna Maria vacation starts with equally amazing accommodations. On the north end of the island you won’t find many condos. This is the best area to search for those charming beach cottages and single family rentals.

For small groups of four or less we recommend something like Holly Hideaway. This two bed, two bath rental is just a couple short blocks from north end gulf beaches. It also offers a heated pool and welcomes pets up to 25 pounds.

Anna Maria Vacation
Anna Maria Vacation Rental Holly Hideaway is a great north end rental for up to four guests.

For medium sized groups of 6-8 we would recommend a rental like Rest a Shore. This home not only offers a heated pool and spa, but it’s right on Tampa Bay beaches. This four bedroom home is stylish and spaciously accommodating.

Anna Maria Bay rental
Rest a Shore is a great direct Tampa Bay front beach rental in Anna Maria.

For large groups Grande Haven is an amazing option. This rental is just across the street from coveted Bean Point Beaches and sleeps up to 16 guests. While Grande Haven offers six bedrooms, it also offers a luxury stay with no amenity left out.

Anna Maria Vacations
Grande Haven is the best rental for a Luxury Anna Maria vacation with a large group.

Once you have settled into the perfect Anna Maria vacation rental the fun and relaxation is sure to start.

Anna Maria Restaurants are sure to please.

While visiting you won’t have to go far to find great restaurants in the city of Anna Maria. From breakfast to dinner and high end to quick convenient, you’ll find great eats on the north end of the island.

For breakfast try out Sign of the Mermaid for a more formal sit down meal. They have great morning offerings all in a cute old bungalow. Find Sign of the Mermaid at the corner of Gulf Drive and Palm Avenue. If you want a quick breakfast, try Ginny and Jane’s just a few blocks down the street from Sign of the Mermaid. They have a more casual selection of breakfast items along with specialty coffee drinks.

For Lunch or dinner in Anna Maria we suggest Poppo’s Taqueria for casual Tex-Mex, The Waterfront Restaurant for high-end and Rod & Reel Pier for Seafood. Find Poppo’s on Pine Avenue, and both Waterfront and Rod & Reel on Bay Boulevard.

Great restaurants are a sure way to make a perfect Anna Maria vacation!

Shopping and Sightseeing make fun activities.

The perfect Anna Maria vacation must include shopping and sightseeing. lucky enough for you, there are several places for both on north island. Find boutiques along Pine Avenue with some on Gulf Drive and Bay Boulevard too. Anna Maria doesn’t have chains or big box retailers, so you know island shopping will yield unique finds. For sightseeing you must stop at the Anna Maria Historical society Museum on Pine Avenue, and take a walk on the City Pier. You’ll learn a great deal about the island’s interesting past at the museum. Before bridges connected the island to the main land steam ships would drop visitors off at the City Pier. View the island like the first vacationers did and walk the pier.

Anna Maria Beaches are the best.

Some say that Anna Maria beaches are some of the best on the island, and the West coast of Florida. Bean Point is the very tip of the island where you’ll find more secluded public beaches. There aren’t many parking spaces in this area making these public accesses just a tad harder to reach. the perfect Anna Maria vacation  includes day long relaxation on the coast. while listening to the waves crash and the gulls cry you can’t help but relax.

Follow this guide and you are sure to enjoy the perfect Anna Maria vacation!

Anna Maria vacation on the beach
Bean Point make for the perfect Anna Maria vacation~

Top 15 Anna Maria Island Beach Rentals 2017

Here is our list of the top 15 Anna Maria Island beach rentals to visit in 2017! While this list includes a variety of different types of accommodations they all make our favorites list.

Top 15 Anna Maria Island Beach Rentals

How did these beach rentals make our list? All of these accommodations have a gold or platinum rating. They also have updated style and are in great locations across the island’s three cities. While some of these homes are new, we did include our favorite Old Florida beach cottages too. You are sure to find the best destination with our list of the top 15 Anna Maria Island Beach Rentals!

A Sassy Seahorse

A Sassy Seahorse is a bright and lively vacation rental just a short walk from both Tampa Bay and Bean Point beaches. This elevated home sleeps up to six guests with two bedrooms. During you stay enjoy the heated pool and spa along with the fun Tiki hut.

Top 15 Anna Maria Island Beach Rentals
A Sassy Seahorse in Anna Maria.

You’ll not only be close to the beach but you can walk to the City Pier for dining and sightseeing too! Pets up to 50 pounds welcome with pet fee.

Anna Maria Beach rental
A fun and colorful Anna Maria beach rental!

Fernweh

Fernweh is an updated rental less than two blocks from the beach, and close to shopping and dining. Here you’ll enjoy coastal style decor in cool blues great for any sensibility. Fernweh has a lovely open floor plan for entertaining up to eight guests. Relax in the heated pool and spa, or lounge on one of the balconies.

beach rental
Fernweh in Holmes Beach.

You’ll find this four bedroom home leaves no amenities to be wanted for a luxury vacation experience!

Anna Maria Island beach rental
Relax and unwind at Fernweh

Bradenton Beach Club B

Find a luxury destination directly on the beach when you visit Bradenton Beach Club B. Not only will you have gorgeous views, but you’ll be close to shops, restaurants and free trolley stops too! This home sleeps up to 6 guests with two bedrooms and a comfortable tropical style decor.

Bradenton Beach Rental
Bradenton Beach Club B in Bradenton Beach.

Enjoy the heated pool overlooking the beach while soaking up the sun.

Bradenton Beach rental
Gorgeous direct beach front views!

Sugaree

You will love the style of Sugaree! This two bedroom, two bathroom elevated duplex sleeps six guests just a block from gulf beaches. At Sugaree you’ll enjoy the private heated pool and outdoor space too.

Holmes Beach Rental Anna Maria Island
Sugaree in Holmes Beach

When you visit this well-appointed vacation rental you are sure to find everything you need for a comfortable stay in paradise.

Holmes Beach Rental
Great updated duplex Sugaree!

Blue Bayou

Blue Bayou is a lovely canal front home just a short walk from gulf beaches. Everything about this rental is updated and new with great amenities. Inside the decor is stylish with a sophisticated beach feel. Sleep up to six guests with three bedrooms.

Anna Maria canal front vacation
Blue Bayou in the city of Anna Maria.

You’ll love the heated pool and spa nestled in lush backyard. Bring your boat on this Anna Maria vacation, as Tampa Bay is just a few minutes ride through the canal.

Anna Maria canal front rental
Great canal front luxury rental.

Wine Down

Wine Down offers an unforgettable luxury vacation right on the beaches of Anna Maria Island. Everything is special about this updated four bedroom gulf front home. All of the bedrooms have a private bathroom along with a tasteful use of bright colors in the decor. Enjoy the heated pool and spa and beach views from the living room and upstairs master suite.

Holmes Beach direct gulf front rental
Wine Down in Holmes Beach.

Relax in the backyard around the fire pit as you watch the island’s stunning sunsets.

Direct Gulf front Holmes beach rental
The vacation spot of your dreams!

A Pirate’s Cove

A Pirate’s Cove is a wonderfully updated 1950’s cottage just a block from gulf beaches. Here you’ll find old Florida charm perfectly blended with a modern trendy style.

Bradenton Beach Cottage Rental
A Pirate’s Cove

A Pirate’s Cove has a heated pool and lovely backyard space. Sleep up to six guests in this fantastic two bedroom cottage near shopping, dining and free trolley stops too.

Bradenton Beach vacation rental
Trendy meets Old Florida and close to the beach!

Le Paradis

Le Paradis is a one of a kind beach rental just a short walk to gulf beaches. This home is decorated in crisp whites throughout for a high end, but relaxed beach feel. Spaciously sleep six guests with three bedrooms at Le Paradis. This elevated home has a wrap around screened lanai overlooking the heated pool and backyard lounge chairs.

Top 15 Anna Maria Island Beach Rentals in Anna Maria
Le Paradis in the city of Anna Maria.

Access the loft like upstairs by the spiral staircase where you’ll find the bedrooms and an open balcony.

Anna Maria Vacation rentals
Crisp white decor and huge windows make for an airy beach feel at Le Paradis.

Fish House

Fish House mixes a luxurious style with an old fish camp feel for a unique Anna Maria vacation. Right on the canal, you’ll find a rustic beach style through the home with custom features everywhere. Enjoy the heated pool and spa, nautical bunk room great for kids, and high end bathrooms.

beach rental in the city of Anna Maria
Fish House in the city of Anna Maria.

The boat dock offers a boat lift, and quick access to great fishing in Tampa Bay. Sleep up to eight guests comfortably in this three bedroom home.

Anna Maria fishing retreat
Luxury meets rustic fishing retreat at the Fish House!

Vista Grande 3 Penthouse

Vista Grande 3 Penthouse will have you falling in love with luxury living. Enjoy million dollar direct beach front views during your stay. Everything here is top of the line with Mediterranean style architecture, and balcony access from all three bedrooms.

Holmes Beach Luxury rental
Vista Grande 3 Penthouse in Holmes Beach.

Accommodating six guest, every detail is high end. While the beach is your backyard, you’ll also enjoy the heated pool and spa at this exclusive condo complex.

Holmes Beach Luxury rentals
Million dollar views and an exclusive beach front location!

Starfish Beach 4

Starfish Beach 4 is nestled in a popular complex of cottages just a block from gulf beaches. Updated end of 2016 this beach rental has great features and an adorable beachy style. Great care was taken in the remodeling of this cozy two bedroom vacation destination.

Holmes Beach cottage rental
Starfish Beach 4 in Holmes Beach.

Sleep up to six guests and enjoy the heated community pool during your stay.

Holmes Beach villa rental
Recently updated accommodates six guests.

Palm Beach House

Palm Beach House is the perfect place for a family vacation. Offering four bedrooms you’ll have more space than you’ll need for your eight guests. Not only does this home offer a heated pool, but you’ll love the ping pong table and all the great family friendly activities here too. Walk to gulf beaches, shops, restaurants and free trolley stops.

Anna Maria beach rental
Palm Beach House in the city of Anna Maria.

Even pets are welcome to tag along at Palm Beach House.

Family Friendly Anna Maria beach rental
The perfect Family Friendly Anna Maria vacation rental!

Sea Song

Sea Song is a cozy beach front cottage sleeping up to six guests. There’s nothing more Floridian than experiencing an old beach cottage vacation. Inside you’ll find everything you’ll along with cute popping colors.

Direct beach front Anna Maria
Sea Song in the city of Anna Maria.

Sea Song is situated on the coveted northern tip of Anna Maria Island with beautiful Gulf of Mexico beaches. Relax and unwind at this great direct beach rental.

Anna Maria beach front rental
Gorgeous cozy beach cottage.

Casa Bonita

When you visit Casa Bonita you’re sure to know you have found one of Anna Maria Island’s best canal front rentals. Well-appointed this luxury home is just a short walk to gulf beaches. Sleep up to eight guests with four bedrooms, and all the amenities you expect from a high end getaway.

Anna Maria Island Top 15 Beach Rentals
Casa Bonita in the city of Anna Maria.

Enjoy the heated pool and spa, custom kitchen with gas stove, and tons of outdoor entertaining areas.

Anna Maria Luxury rental
While visiting Casa Bonita you’ll find a luxury destination.

Dream Maker

Last on our list of Top 15 Anna Maria Island Beach Rentals is Dream Maker! A unique vacation rental with great natural lighting and floor to ceiling windows this is a lovely spot. You’ll feel like you’ve found a luxury tree house in this elevated rental.

Anna Maria beach rental salt water pool
Dream Maker in the city of Anna Maria.

Dream Maker is just a short walk to secluded Bean Point beaches, and also offers a heated salt water pool. This three bedroom home sleeps up to six guests with everything you’ll want from a Florida vacation!

Top 15 Anna Maria Island beach rentals
During your visit enjoy the heated Salt water pool.

Plan the perfect paradise vacation today with one of these Top 15 Anna Maria Island beach rentals! Book now with IslandReal.com.

Top 5 Anna Maria Island Coffee Shops – Grab a Cup of Joe!

If you are looking for Coffee Shops in Anna Maria Island this list is for you! Grab your morning pick me up and enjoy a caffeinated day on island time!

Top 5 Coffee Shops in Anna Maria Island

This list is organized by location from north to south Anna Maria Island. While there are many places to get coffee, the businesses here are the closest thing you’ll find to a Starbucks-style coffee shop.

The Donut Experiment

The Donut Experiment is a must during a visit to Anna Maria. Not only to they offer made to order donuts, but they have great coffee too! Typically you will find their house blend along with a daily flavored coffee. Also enjoy some of the island’s tastiest espresso based drinks. Find them at 210 Pine Avenue next to Poppo’s Tacos. Open 7am to 1pm daily.

Coffee Shop Anna Maria Island
The Donut Experiment is the quintessential coffee and donuts shops.

Island Coffee Haus

There are now two Island Coffee Haus locations with one at 317 Pine Avenue and one at 5350 Gulf Drive. These shops have just about everything you would want from a java shop. Find coffees, teas, smoothies and lite breakfast type options such as oatmeal and bagels.

Ginny’s and Jane E’s

Ginny and Jane E’s is a unique cafe and shop serving breakfast and lunch. Not only can you find coffee and specialty drinks here, but they have beer, wine and Mimosas too. Locals love to grab a coffee and read the paper in front of this cute shop. Find them at 9807 Gulf Drive in the city of Anna Maria.

Anna Maria Island Coffee Shops
Find a funky fun atmosphere and an easy quick place to grab coffee too!

 Dunkin Donuts

While you won’t find many chain stores and restaurants on Anna Maria Island there is a Dunkin Donuts Baskin Robbins in Holmes Beach. Find it at 3302 East Bay Drive.

Back Alley Treasures

Back Alley is a fun coffee shop with local art, jewelry, clothes and gifts. In addition to coffee drinks you’ll find on the go breakfast type items, pie and sandwiches. Back Alley has a great wine and beer selection too. Sit at their cute counter indoors or find a seat outside while you people watch on Bridge Street.

Anna Maria Island Coffee Shops
Back Alley Treasures offers local and handmade art and more.

Anna Maria Island Mediterranean Style Vacation

Island Real Estate has what you need for an Anna Maria Island Mediterranean style vacation! Why travel across the world for beautiful beaches when they are waiting right here on the Florida Gulf Coast?

Anna Maria Island Mediterranean Style Vacation for Less

A Mediterranean vacation is full of relaxation, blue seas, and beautiful sunshine. The countries around the Mediterranean offer great sight seeing and interesting history too. All of these things are on Anna Maria Island! An exotic destination, with perfect weather and fun leisure activities is waiting for you. All you need is the quintessential Mediterranean style beach rental to set the tone for your Anna Maria Island vacation. Best of all, you won’t break the bank during your coastal siesta to Anna Maria Island!

Mediterranean Style Beach Rentals

Under the Tuscan Sun

This beach rental is about two-three blocks from gulf beaches, and one of the island’s most popular public accesses. Under the Tuscan Sun offers 3 bedrooms and 3 bathrooms with plenty of space for up to 9 guests. Not only will you be close to the beach, but you’ll be able to walk to shops, restaurants and free trolley stops! Enjoy the private heated pool too.

Anna Maria Island Mediterranean style vacation beach rental
Under the Tuscan Sun 4005 5th Avenue in Holmes Beach.

Beach Escape

Beach Escape is three blocks from Gulf beaches and also centrally located to Anna Maria Island activities and attractions. This 3 bedroom, 3 bath rental offers accommodations for up to 8 guests. Inside you’ll find an updated style with the cool blues and whites characteristic of Mediterranean decor. Enjoy the heated pool and spa, or open air balconies at this fantastic Anna Maria Island beach rental!

Anna Maria Island Vacation Rental
Beach Escape 4105 5th Avenue in Holmes Beach

Blue Waters

Located in Anna Maria, Blue Waters is a platinum rated rental on direct canal front. This 4 bedroom, 4 bath home sleeps 8 guests, and is a few blocks from coveted Anna Maria gulf beaches. You’ll find luxury amenities including a large heated pool and spa, boat dock and a lovely Mediterranean style. You’ll truly love this one of a kind destination.

Anna Maria vacation rental
Blue Waters 230 Willow in Anna Maria.

Casa Sierra Rentals

Casa Sierra is a small 4 unit condo complex just a short two blocks from gulf beaches. These great Mediterranean style condos offer 2 bedrooms and 2 baths with accommodations for up to 6 guests. These rentals are relaxed, however, they do have all the great amenities that come with their gold rating. Enjoy the community heated pool along with a fabulous location too. Casa Sierra Unit 205 A, Unit 205 B, Unit 203 A.

Holmes Beach rental Anna Maria Island
Casa Sierra Complex located on 36th Street in Holmes Beach.

L’Plage

The L’Plage complex is on direct gulf front in Holmes Beach. This luxury condo offers everything you’ll need for the perfect Mediterranean style holiday. Enjoy the community heated pool and spa just steps from the powder white sands of the Gulf of Mexico. Inside this unit you’ll find 3 bedrooms and 3 baths with room for up to 8 guests too!

Anna Maria Island Luxury beach rental
L’Plage 6420 Gulf Drive unit 3 in Holmes Beach

Beach House on 5th

Beach House on 5th is a great spot for up to 10 guests! This 3 bedroom 3 bath rental is less than 3 blocks to gulf beaches, shopping, dining and free trolley stops too. You’ll love the heated pool and the fun coastal decor in this Mediterranean style home.

Mediterranean style Anna Maria Island beach rental
Beach House on 5th 4107 5th Avenue in Holmes Beach

Vista Grande

You’ll enjoy direct gulf front views when you spend a holiday at Vista Grande. This lovely platinum rated villa sleeps 6 guests with 3 bedrooms and 3 bathrooms. Not only does this beach rental have million dollar views, but also luxurious amenities fit for a Mediterranean style vacation.

Anna Maria Island beach villa
Vista Grande 5622 Gulf Drive in Holmes Beach

The Oasis

Perfect for a family getaway, The Oasis has accommodations for up to 6 guests with 3 bedrooms and 3 bathrooms. You’ll be 3 blocks from pristine Gulf of Mexico beaches, and centrally located on Anna Maria Island. Enjoy the heated pool during your stay!

Anna Maria Island Holmes Beach Rental
The Oasis 4004 6th Avenue in Holmes Beach.

La Casa Costiera 

The La Casa Costiera is a gorgeous luxury condo complex right on the Gulf of Mexico. Here you’ll find many well-appointed rentals to pick from. These units sleep 6 or 8 guests, and each has unique tropical decor. They have 3 bedrooms and either 2, 2.5 or 3 bathroom. Enjoy the heated pool and spa or relax all day long on the beach.

La Casa Costiera Anna Maria Island luxury beach rental
La Casa Costiera 7318 Gulf Drive in Holmes Beach

Cayman Bay

This canal front Anna Maria rental is just a short walk to Tampa Bay beaches. You’ll love the fantastic style and amenities at Cayman Bay. Sleep up to 8 guests with 4 bedrooms and 4 bathrooms. Each of the bedrooms at this home have a great luxury feel. Enjoy the beautiful backyard with a heated pool and spa. Dock your boat in the canal too!

Anna Maria beach rental
Cayman Bay 505 Magnolia Avenue in Anna Maria.

Poppo’s Tacos Anna Maria Island

Poppo’s Tacos offers Anna Maria Island authentic Tex-Mex that is out of this world! Poppo’s Taqueria has been winning hearts since late 2012 with an attention to detail rarely found in the food industry.

Poppo’s Tacos

Owned and operated by two brothers and one significant other Poppo’s has a belief in flavor and sustainability over all. With careful sourcing they have put together a menu of meats free of antibiotics, added hormones, growth stimulants, and preservatives. Additionally, all meat is from human sources. Their produce comes from Global Organics. Indgredients are only the best too! From each organic roma tomato to every avocado that goes into their delicious guacamole.

The Soda is made with real cane sugar, natural herbs and spices. The idea that better ingredients make better food has taken off. They now opened a second location off Anna Maria Island in Bradenton located at 6777 Manatee Ave. West. Next time you find yourself on Anna Maria Island there’s no better place than Poppo’s Taqueria.

Poppo's Tacos Anna Maria
Order at the counter when you visit Poppo’s Tacos

Anna Maria Bay Fest 2016

The Anna Maria Bay Fest is back again! This years event runs from 10am-10pm Saturday, October 15th. and will be on Pine Avenue as usual.

Anna Maria Bay Fest

The event is a show case of food, arts and crafts, exotic and classic cars and music. Additionally, this is a family friendly event with a kid zone and bounce house.

Music

Throughout the day there will be live music too! Mike Sales will be the emcee with the following musical acts.

KoKo Ray & The Keepers 11-12:30
Whiskey Blind 1-3pm
Billy Rice: 3:30-5pm
soulRcoaster 5:30 – 7:30
The Karen & Jimmy Band 8 – 10

Food

You’ll find something for everyone to eat with this list of food vendors. In addition to great food options, you’ll find beer, wine and cocktails.

T & L Bar-B-Q Award Winning Ribfest Bar- B-Q
The Waterfront Restaurant
The Feast Restaurant
Corky’s Hot Dogs
Coastal Crab
Joey D’s
Riverside Rollin’ Smoke
Ellas Greek Restaurant
AMI Privateers
Joey’s Italian Ice
Coco Loco
Kona Ice

Happenings

Enjoy over a 100 classic, exotic and muscle cars to see during Bay Fest. There will be over 100 vendors to peruse. Vendors will offer a wide selection of wares including art, jewelry and more.

The Event is hosted and organized by the Anna Maria Island Chamber of Commerce.

Anna Maria Bay Fest
Join in on the fun at the Anna Maria Bay Fest!

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 3 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.

National Guacamole Day Anna Maria Island

September 16th 2016 is National Guacamole Day. Everyone loves guacamole and Anna Maria Island is no exception.

National Guacamole Day

Guacamole is the perfect blend of creamy and tangy. Sometimes it has tomatoes, and sometimes it has a hint of spice. It’s great on tacos, chips, toast and serves as an amazing topping on just about anything. Some even use it in Ice Cream too!

Guacamole Facts

  • Guacamole dates back to the 1500’s when Aztecs made it.
  • “Guac” is a common short name for guacamole.
  • Use Florida, California or Hass avocados to make a good guacamole.
  • Different types of Avocados have a different flavor and texture.
  • Restaurants always charge for extra “Guac”.
  • Everyone loves guacamole because it’s amazing!

Places to Celebrate National Guacamole Day on Anna Maria Island

There are several restaurants on Anna Maria Island that serve guacamole. Below we have three suggestions for enjoying a heaping serving of the tasty green stuff.

Poppo’s Taqueria is a local small restaurant chain. The first store also opened on the city of Anna Maria’s Pine Avenue. This Tex-Mex style restaurant offers scratch made flour tortillas, hormone free meat, and organic veggies. Poppo’s guacamole is out of this world amazing. Poppo’s makes all their food right in front of you, and you get to choose all your toppings too! Their menu includes tacos, burritos, quesadillas and meals in bowls. Poppo’s staff prepares everything on site including their guac, sauces, and slow roasted meats, just to name a few. You’ll love the food in addition to their local craft beers, high fructose free soda, and Kombucha probiotic drink.

Tortilla Bay Southwest Grill is also a great option for a guacamole fix. Located in Holmes Beach, Tortilla Bay is quick and inexpensive lunch or dinner. They offer many Tex-Mex favorites along with salads. Not only do they have a fantastic guac, but the queso dip is a must! Tortilla Bay has a kids menu along with a beer and wine menu.

Wicked Cantina is located in Bradenton Beach, and specializes in Austin style Tex-Mex. In addition to their traditional Tex-Mex they also offer great burgers and seafood options. Wicked Cantina has a full service bar with craft cocktails. Try the Margarita! Often times they offer live music in their outdoor seating area. When you visit, be sure to try the guacamole bites. For this appetizer they roll guacamole in tortilla chips, deep fry, and serve with a side or ranch dip. Delicious!

National Guacamole Day
A big batch of Guacamole made fresh daily in the kitchen at Poppo’s Taqueria.

Top 15 Anna Maria Island Beach Cottage Rentals

Anna Maria Island beach cottage rentals are the perfect way to experience this old Florida vacation destination. There aren’t many places like the island anymore. You won’t find any high rises, big night clubs or chain store outlets in this quaint coastal getaway. Such a charming gulf island, a beautiful vacation cottage is the perfect match.

Anna Maria Island Beach Cottage Rentals

Here is a list of 15 of the best Anna Maria Island beach cottage rentals for you to try out! All offer a little something different. Additionally, these range from old to new, and from bronze to platinum rated. Arranged by city location in Anna Maria, Holmes Beach or Bradenton Beach, these great cottages also span the entire island.

Anna Maria beach cottage rentals

Sea Song is a direct gulf front cottage. Updated in December 2015, the beach is your backyard! Sleep up to six in this two bedroom home with beautiful beach views and amenities. Gold rated.

Anna Maria Island beach cottage rentals
Sea Song 103 Sea Grape Lane.

The Seashell Cottage is just down the street from gulf beaches, and is within walking distance to Pine Avenue shopping and dining. This quaint cottage also sleeps six guests with two bedrooms. Silver rated.

Anna Maria Beach cottage rental
The Seashell Cottage 118 Palmetto Avenue.

Fish House is really something special! Sleep eight guests with three bedrooms. Enjoy high end luxury mixed with an old fish camp feel. Heated pool and spa too! Gold rated.

Anna Maria cottage vacation rental
Fish House 231 Oak Avenue.

Dolphin Watch is similarly a great beach front cottage. Furthermore, this home sleeps six with two bedrooms, and beach views. Gold rated.

Anna Maria beach rental.
Dolphin Watch 12108 Gulf Drive.

Blue Bayou is a stylish updated cottage. Sleeps six with three bedrooms on direct canal front. Undoubtedly a beautiful location with heated pool and spa! Platinum rated.

Anna Maria Rental Cottage
Blue Bayou 229 Chilson Avenue

Hacienda Del Mar is in fact one of the larger cottage beach rentals offered on the list. Sleep eight guests with four bedrooms. Also on direct gulf front, and recently updated. Gold rated.

beach rental Anna Maria
Hacienda Del Mar 765 North Shore Drive.

Holmes Beach cottage rentals

Minnie Cottage is surely the ideal Holmes Beach cottage. Also sleeps eight guests, but with three bedrooms. This raised cottage has a heated pool and is a newer home. Platinum rated.

Holmes beach cottage rental
Minnie Cottage 125 47th Street.

Blue Lagoon 6 Osprey is a popular cottage. In contrast to others, this cottage is located in a small complex. Sleeps four with two bedrooms, and just a short walk to the beach. Gold rated.

Beach Cottage rental Holmes Beach
Blue Lagoon 6 – Osprey – 215 67th Street.

Beach Comber is great for a no frills cottage. That is to say, this rental offers all the basics, but with the addition of direct gulf views. Also sleeps six with two bedrooms. Bronze rated.

Anna Maria Island vacation rental Holmes Beach
Beach Comber 3020 Avenue F.

Captains House is a funky Florida cottage. To clarify, this home has a retro feel that is super fun. Sleep eight with three bedrooms, and also a loft style with two living levels. Bronze rated.

Beach house rentals anna maria island
Captains House 208 Haverkos.

Misty Beach has an updated beach style, and sleeps six guests with two bedrooms. This cottage offers a heated pool too! Gold rated.

Vacation cottage Holmes Beach
Misty Beach 5802 Imperiore Avenue.

Pelican Landing AMI is a spacious cottage with three bedrooms for up to eight guests. This great home also has a fun backyard Tiki hut and heated pool. Gold rated.

Rental cottage Holmes Beach
Pelican Landing AMI 306 55th Street.

Jackie’s Cottage is an updated canal front cottage with a heated pool. Manatees frequent this canal too! Sleep eight guests with four bedrooms. Gold rated.

Anna Maria Island cottage rental Holmes Beach
Jackie’s Cottage 209 North Harbor Drive.

Bradenton Beach cottage rental

A Pirate’s Cove is a 1950’s cottage updated with modern coastal charm and amenities. Heated pool, and also just a block from gulf beaches. Sleep six with two bedrooms. Gold rated.

Bradenton Beach cottage rental Anna Maria Isalnd
A Pirate’s Cove 2109 Avenue C.

Katie’s Beach Bungalow is a short walk to gulf beaches, and has a heated pool and spa! Sleep four guests with two bedrooms. Bronze rated.

Cottage rental Anna Maria Island
Katie’s Beach Bungalow 108 8th Street South.

Enjoy the perfect Old Florida paradise getaway by the beach with one of these charming Anna Maria Island beach cottage rentals. Visit IslandReal.com today to reserve your stay.