Holmes Beach Skate Park

A very popular spot for kids on Anna Maria Island is the skate park located in Holmes Beach on Marina Drive. Use the North entrance to the Holmes Beach City hall and park behind.

Skateboards and roller blades are welcome at the Holmes Beach Skate Park!

The park is impressive and with rave reviews from our teenage visitors. You can bring your roller blades or skateboards, but no bicycles, and the police station has a camera on the skate park to ensure everyone follows the rules.  The park is one of the Anna Maria Island Trolley stops so it’s easy to take the trolley and enjoy watching your children have fun in the park.

There is a waiver form that needs to be filled out and submitted that can be found at the Holmes Beach web site. There is a minor fee for the registration and remains in effect for one full year. However, the park has great amenities, so it’s well worth it.  The park is open during the day and locked throughout the night.

Holmes Beach Skate Park

5801 Marina Drive
Holmes Beach, FL, 34217
(941) 708-5800

Holmes Beach Skate Park


Holmes Beach Skate Park 2

Anna Maria Island Christmas Auto Parade

Every Year the privateers organize a Christmas auto parade that starts at the Anna Maria City pier and ends at Coquina Beach in Bradenton Beach City.

Anna Maria Island Christmas Parade

Anyone can join in the fun, and normally candy or beads are thrown to the spectators. Children also love this parade with Santa in attendance. Of course this is also another festivity that gets islanders in the mood for Christmas. In addition to the walking parade, there are several boat parades that take place around the island. Its always great fun!

Island Real Estate - Christmas Parade

Island Real Estate in the Christmas auto Parade. Picture taken in front of our office in Holmes Beach.

Christmas auto parade

Is this an entry in the parade or the Boat parade or both??

Boat Parade - Christmas

Participant in the Christmas Boat Parade.

Anna Maria Island Christmas

Holmes Beach Plaza schedules Anna Maria Island Christmas Festivities every year.  The businesses of the plaza serve drinks, appetizers, and lay out crafts for the children of Anna Maria.  Take a look below for some pictures of the festivities…We would love to host you during Christmas.  After all, the more the merrier!

Anna Maria Island - let it snow

Let it Snow, Let it Snow, Let it Snow…

Anna Maria Island Christmas

Santa Lives on Anna Maria Island in the off season, so its easy to get his help during Christmas…

Holmes Beach Christmas CraftsHolmes Beach Plaza Christmas Spirit

It’s easy to get in the “spirit” of things with free drinks and crafts at the Holmes Beach Plaza during Christmas…


Anna Maria Island Shelling – DIY Souvenirs

Shelling for free souvenir’s and free sunsets…

Some of the most relaxing moments in an Anna Maria Island beach rental vacation can be searching for the shells. Family in toe, it sometimes seems all too easy to get the entire group focused on a fun task that everyone can participate in. Thankfully shells don’t get you stopped in the airport security lines as you are sure to bring back the best of the best shells to help you remember a more relaxing time while vacationing on Anna Maria Island.  Below are some tips regarding shelling however don’t make the scavenger hunt too serious.  Remember the shells themselves are not the reward but the journey with your family to find the shells is the true once in a lifetime treasure! Also, here’s more on shelling.

Shelling for the best

You typically find the best shells after a good storm. Even better, if you visit Anna Maria Island during a re-nourishment project you are sure to find fabulous shells. Florida and Manatee county laws strictly forbid taking of live shells, shells with a living organism, starfish, Queen conchs or sand dollars. A Florida Fishing License is required to take living shells, and has a bag limit of two of any species per person per day. Collect shells in a bucket or “green” container, and be sure not to take too many. Shells, dead or alive, play a vital role in the Florida ecosystem. Perhaps limiting yourself to less than a pint sized bucket is a good ethical measure. If necessary use a mixture of 50/50 bleach and water to rinse your shells.  If you are searching in water be sure to shuffle your feet to disturb resting sting rays.

Anna Maria Island Shelling
Shelling on Anna Maria Island

If you are looking for the perfect direct gulf front Anna Maria Island vacation rental check out our premium properties!

Jet Ski Rental

If you are looking for a Jet Ski rental and much more look no further.

Jet Ski Rental on Anna Maria Island

H20 Watersportz has fishing charters, pontoon & deck boat rentals, Jet-Ski rentals, as well as kayak rentals, and excursions of all kinds.  Rentals include all safety equipment, a map of the riding area, and anchor packs.

H2o Watersportz is just off Anna Maria Island, right over the Cortez bridge in the Seafood Shack Marina.  They offer a wide variety of high octane water entertainment options.

H2o Watersportz offers excursions of all kinds from Tampa Bay to Sarasota Bay.  Ask them about guided tours, shelling, snorkeling, and how to rent your very own captain for the day!  Rentals can quickly book in very popular periods so be sure to plan the services you require ahead of time.

H20 Watersportz
Seafood Shack Marina
4110 127 Street
Cortez FL, 34215

Red Box Rentals Anna Maria Island

Red Box Rentals Anna Maria Island are located at Publix market and also CVS Pharmacy. This is a great option if you end up encountering rain during your Anna Maria Island vacation. This is also a great solution if you need some late night entertainment.

Red Box Rentals Anna Maria Island

Updated Info – DVD rentals are in the Publix Red Box in Holmes Beach. Publix is in a central location in Holmes Beach on East Bay, and they have a good selection of newer movies for rent. CVS pharmacy has a Red Box. It is located just next door to Publix.
Bring your Blockbuster or NetFlix dvd with you to Anna Maria. When you are done viewing your video just place in the return sleeve and place in Island Real Estate’s outgoing postal mail. In fact, we have many guest that pre-send packages to Island Real Estate which we are more than happy to accept on your behalf. Island Real Estate also has a selection of about 25 VHS videos. There a bit old and just be sure your Vacation Rental has a VHS player.

AMI Video – CLOSED – Updated 1-20113212 East Bay DriveHolmes Beach, FL, 34217

(941) 779-0880

We are sorry – this has also been CLOSED– Updated Januaray – 2011. Of course no one can forget Blockbuster.  Just off Anna Maria Island on Manatee Avenue there is a Blockbuster. They have a huge selection of video games and videos. You of course can rent DVD players as well as video game consoles but please call ahead of time for availability.

BlockbusterCLOSED – Updated 1-20115900 Manatee Avenue WestBradenton, FL, 34209

(941) 795-1118

Baby Toddler equipment rentals

A and A Baby Toddler equipment rentals is a fabulous resource for Anna Maria Island.  They deliver equipment and pick it up on the day of your departure.

Baby Toddler Equipment Rentals

Be sure to ask for baby toddler linens when renting beds. Island Real Estate only offers standard bed linens. They are integrated into our office and come pick up keys prior to your arrival. Anything required is set up in your vacation rental home or condo.  You can rent toddler beds, cribs, baby seats, strollers, swings, and toys.   In addition to renting legos to life jackets for toddlers, they also rent bicycles, joggers, kites, beach umbrellas, and beach chairs.   All items can be rented daily or weekly and most rentals are less than $40.  For a price list and more information go to A and A Baby Toddler’s web site.  A and A Baby Toddler does have two locations, one in Holmes Beach on Anna Maria Island and one location in Sarasota.

A & A Baby & Toddler Rentals

ABC rentals is another resource for rental of equipment.  ABC rentals provides similar services and they deliver as well as pick up.  ABC rentals is fairly large and can accommodate most requests.   They can turn most requests within 4 hours even on holidays. ABC rentals has the largest inventory of rentals on the island. They are here to help with any additional rental equipment you may need on your vacation.

ABC Rentals
4519 South Tamiami Trail
Sarasota, FL, 34231
(941) 929-1850

Anna Maria Island Kayak Rentals

Anna Maria Island kayak rentals are a fun activity and a great way to explore waterways.

Anna Maria Island Kayak Rentals are Fun

Kayaking is fabulous fun and exercise. It is truly beautiful paddling around the gulf or bay side of the island with little man made noises. You may also walk away with a once in a life time dolphin encounter. Its fairly common and its best to ask the kayak operator for suggestions where to find the natural settings you crave. Kayak tours are fairly inexpensive and you gain a different perspective looking at properties, the shoreline, or canals from a kayak.  There are several kayak rental shops on the island.  Most deliver however you can find kayak rentals on all three cities of the island.  Native Rentals can be found in Holmes Beach in the shopping plaza. They also provide kayak tours and bicycle rentals. Additional  they only rent or tour with sit on top kayaks opposed to the sit in model.

Anna Maria Island Kayak rentals
Anna Maria Island kayak rentals are a fun and unique way to explore island waterways.

Native Rentals
5416 Marina Drive
Holmes Beach, FL, 34217
(941) 779-2453

Anna Maria Island Beach Rentals Holmes Beach

When looking for the perfect Anna Maria Island beach rental be sure to visit IslandReal.com first. Island Real Estate offers the island’s largest inventory of beach rentals and vacation homes!

Anna Maria Island beach rental Holmes Beach
Anna Maria Island beach rental La Casa O’Bar is a gorgeous gulf front home. Launch a kayak off the beach from this great rental sleeping six. Click on the image to reserve La Casa O’Bar in Holmes Beach today!

Anna Maria Bay Front Park – Family Fun

Anna Maria Bay Front ParkAnna Maria Bay Front Park is a fantastic playground with plenty of parking, several swings, and a modular raised modern play area.



Anna Maria Bay Front Park

The playground is great for all ages of children. A large covered picnic area also sits very close to the playground which allows parents to watch their children play. There is also another covered area close to the swings. The swings have (2) traditional large swings as well as toddler swings that fully encompass the child when swinging. This playground is the quietest of the four however weekends in February, March, April, June, and July can be fairly crowded. Weekdays will offer fabulous care free play time for your child. Swing your child while you take in a million dollar view of the Tampa Bay as well as the Skyway Bridge. There is a small sandy beach with picnic tables nearby. So take them to enjoy playground then take a dip if the weather permits. Afterwards, stop by the public pier for some ice cream as a treat at the plaza on the corner of Bay and Pine Avenue.

The Pavilion at Anna Maria Bay Front Park includes 13 tables which seat 104, 1 double grill, 2 small grills, restroom facilities are nearby. A Playground area is next to the pavilion and is open to the public. The Park is ADA accessible. You can reserve the pavilion for little cost. Once at the web site choose pavilion rentals.

Anna Maria Bay Front Park
310 North Bay Boulevard
Anna Maria City, Florida, 34216
(941) 742-5973

Bayfront Park Anna Maria
Hammerhead climbing toy at Bay Front Park in Anna Maria.



Anna Maria Bay Front Park

Anna Maria Beach Rentals near Bay Front Park

Island Real Estate offers the island’s largest selection of Anna Maria beach rentals! Enjoy a stay on either gulf front or the bay front near Bay front park.

Anna Maria Beach Rental
Shoreline Terrace is a great Anna Maria beach rental just down the street from Bay Front Park! This home accommodates up to 8 guests with beautiful views of Tampa Bay. Click on the image to reserve your stay at Shoreline Terrace today!

Anna Maria Island Theater – Island Players

If you are in town while the Island Players are in session be sure to visit the Anna Maria Island theater!

Anna Maria Island Theater

Take in a fantastic “home grown” play at the historical Players theater at 10009 Gulf Drive in the city of Anna Maria. Usually the Island Players have five different shows that go on from middle of October to the middle of May. They claim to be “the best little playhouse in Florida” and also the oldest community theater in Manatee County.

The Island Players Theater seats 143 in tiered rows. Tickets cost $20/person or season tickets can be purchased for $92.50. Tickets can be bought at the box office in person or by phone at (941) 778-5755.

Locate their web site at Island Players.  Visit Island Real Estate for Vacation Rentals or Homes in Anna Maria City. Also visit the Island Real Estate Local Scene page for tons of fabulous suggestions for things to do while visiting Anna Maria Island.

Island Players
10009 Gulf Drive
Anna Maria City, FL, 34216

Anna Maria Island theater