Anna Maria Island Mancation

An Anna Maria Island Mancation is an amazing way to gather all your best buds for a week of fun on the beach. There are so many activities and things to do with the guys, your group won’t want to leave.

Anna Maria Island Mancation

What’s better than getting all your guy pals together for a week? Doing it by the beach! Check out our Anna Maria Island Mancation guide for the perfect week of beach side fun.

Anna Maria Island Mancation

Anna Maria Island Beach Rentals and Accommodations for dudes

Island Real Estate has tons of guy-friendly spots to pick for any size group! All of these units have propane BBQ grills and unique features men love. While these options are extremely comfortable, they’re luxurious too. Deny it all you want, but we know men love to feel pampered in paradise!

A Pirate’s Cove is a great spot for groups of up to six guests. Here you’ll be less than a block from the beach, and there is a heated pool too. Find one king bed, a double bed and a twin bunk bed in this two bedroom Bradenton Beach rental.

Bradenton Beach vacation rental
A Pirate’s Cove is a great cottage rental with old Florida charm, and super close to the beach!

Fish House is an awesome rental for up to eight guests. This canal front home offers a boat dock and is just a short ride from the deep waters of Tampa Bay! If your group loves to fish, this is the spot! Find a room with 4 twin bunks plus a king bed and one queen bed.

Anna Maria beach rental
Fish House is great for mid-sized groups with a rustic Fish Camp atmosphere.

Waterfront Retreat will have your guys feeling like they won the vacation rental jackpot! Sleeping up to 14 guests with 6 bedrooms, your group will have everything when staying in this luxury home. Canal front with boat dock, pet friendly, heated pool, super awesome bar area, close to the beach and so much space! Find two king beds, three queens and two sets of twin bunks!

Anna Maria vacation rental
Your group will have their own private bar when visiting Waterfront Retreat!

Activities for men to bond over

The beach is the most obvious Anna Maria Island activity. There is nothing better than relaxing on the beach with friends and cold drinks! However, there are so many other fun activities to check out while vacationing.

Fishing trips and boat tours

Reserve a trip with one of the many local boat captains! Whether your group likes fishing, or just wants to sandbar hop, there are so many great options for boat tours!

AMI Charters – Fishing, Fly-Fishing, Sunsets and Fun Runs. Accommodates 6. Captain Scott Kinsman.

Anna Maria Inshore Fishing – Inshore Fishing, Intracoastal, Manatee River. Accommodates 4. Captain Kyle Taylor.

Captain Ryan Taylor Fishing –  Inshore Fishing from Tampa Bay to Sarasota Bay. Accommodates 4. Captain Ryan Taylor.

If you have a large group Captains, and brothers, Kyle and Ryan will team up to accommodate your needs!

AMI Charters
Book a Fishing tour or fun run boat cruise with AMI Charters!

Visit Bradenton Breweries

While Anna Maria Island doesn’t have any breweries, you will find several just a short drive away in the downtown area of Bradenton. Check out our Bradenton Breweries Guide!

Darwin Brewing
Visit Breweries in Downtown Bradenton

Adrenal Rush Activities

Anna Maria Island has fun activities to get your blood pumping! Flyboarding, Jet Surfing and Parasailing are all great options for a screaming good time! Find out more about these local vendors here!

Top Gun Flyboards are a super fun Anna Maria Island activity for a brocation!

Bunch of Beach Bums!

Your group will definitely want to hang out and soak up the sun on the beach. Why not do something a little extra fun and rent some beach equipment? Stand up paddle boards and kayaks are always a popular option. If you happen to visit when the gulf is churning up some waves, rent a surfboard and head to White Avenue! This spot is a locals secret. Impress your buddies with your insider knowledge of the AMI salt life.

equipment rentals
Equipment rentals are a fun way to kick your beach day up a notch!

Where to eat?

After all day fun on Anna Maria Island, your group will undoubtedly work up a big appetite! Surely your guys will want to enjoy some steaks on the grill in your beach rental, but who wants to cook every meal on vacation?

Peaches is a fantastic spot for big hearty breakfasts before a long day on the beach. Find all the traditional breakfast options with fast friendly service.

Poppo’s Taqueria will be a favorite with your group. Promise you! Find huge burritos, craft beers and a casual atmosphere. Even better, Poppo’s offers organic produce, hormone free meat and locally sourced ingredients for the conscious minded consumer.

Slim’s Place offers a classic sports bar atmosphere, but with food that is much better than your typical pub-grub. Be sure to check out their “No Shower Happy Hour”! Find live music and, of course, sports on the T.V.

Slim's Place
Slim’s Place is a great spot for a casual bite to eat with friends!

Round up the crew, grab your swim trunks and plan the perfect Anna Maria Island Mancation today!

Vacation Rentals perfect for bringing your Furry Friend!

Pet Friendly Properties with Island Real EstateAnna Maria Island – If you’re like me, your pet is an important part of your family and you want to bring them everywhere with you. Well, you’re in luck if you book with Island Real Estate, because about 30% of our inventory is Pet Friendly! For a $150 fee, you can pack your buddy so they can share our Florida sunshine right along with you.

Dogs are not permitted on the county beaches yet there is a stretch of beach along Manatee Ave called the “Causeway” where pets of all kinds are welcome to splash, play and dig. You’ll find both small and larger dogs there and sometimes even horses! There is also a fun dog park behind Holmes Beach City Hall with shade, water and a small dog section. Robinson Preserve has natural trails that you may enjoy with your pet as well.

Here are some pet friendly vacation rentals that have the comfort of your pet in mind:

Peaceful Palms, located at 7302 Palm Dr in Holmes Beach has a large fenced yard with lots of grass and plenty of natural shade provided by a beautiful tree. Also, this is one of our budget friendly homes!
Click here for more on Peaceful Palm!

4808A Gulf Dr, Holmes Beach has a fenced yard and is less than a 5 minute car ride to the causeway or Robinson Preserve. There are quiet residential roads behind the house, perfect for walking.
Click here for more on 4804 A Gulf Drive!

All Decked Out, located at 509 South Bay Blvd in Anna Maria City is super close to the City Pier so you can bring them along fishing or strolling. On the other side of the city pier there is small park where you can relax in the shade and let your pal investigate the surroundings. The house has a small fenced yard yet a large covered garage and game area by the pool.
Click here for more on All Decked Out!

Sandy’s Getaway, located at 122 Peppertree in Anna Maria City has a large grassy yard and a shady open porch. It is also very close to Pine Ave – perfect for walking your dog while you shop or grab a snack. Your puppy will love meeting new friends! You’ll find most shops and restaurants along Pine Ave have bowls of water available at their entrance for your pup to stay hydrated in the Florida sun.
Click here for more on Sandy’s Getaway!

Coastal Sands, located at 213 70th St in Holmes Beach has a caged pool yet an open patio area. Also, at the end of 69th St (just one block up) there is a small park nicely landscaped that has benches. A great and short stroll to walk your dog and let her enjoy Florida nature.
Click here for more on Coastal Sands!

This is just a sample – please visit to see more pet friendly properties and pick your favorite.

Island Real Estate’s Broker/Owner Larry Chatt Interviewed by Biz (941)


Island Real Estate of Anna Maria Island’s Broker/Owner Larry Chatt, was recently interviewed by Biz(941).  The Sarasota/Manatee county area business magazine featured Larry in its “How’s Biz?” section.  He was happy to share that Anna Maria Island’s vacation rental and real estate business is thriving.  “Just like the last several summers, the vacation rental business on Anna Maria Island has been fabulous” Chatt said, “People visit, they love it, they buy: It’s a well-known cycle on the island.”  The full article is available here.

Sarasota Bayfront

So you made the trip from Anna Maria Island to Sarasota and now you’re interested in exploring the Sarasota Bayfront? There are a couple things to take in while you’re there!
Unconditional Surrender statue
You will probably see the Unconditional Surrender statue just north of the Sarasota Bayfront park as you’re driving south on US-41. If you can find a parking spot near the Sarasota Bayfront Park you can make a short walk over to the statue for a picture or closer look.
Sarasota Bayfront Park
If you brought your kids along take them to the Waterfront Bay Park for some fun in the water or on the playground!

You can also check out Sarasota Main Street which has plenty of restaurants, bars, shops, art, a movie theater and more!

Sarasota Waterfront Park

Sarasota Bayfront Park

Located right along the Sarasota Bayfront there is a small water park with some fountains to play in, and there is also a playground for the kids to run around on after! Along the walk to the park you can take in some of the artwork on display created by local artists, or take a leisurely stroll around the 1/2 mile loop. There are plenty of boats and other scenery to take in along the way.  Sarasota is just a quick 30 minute drive to the South of Anna Maria Island.

Sarasota Bayfront Park
1 Marina Plaza
Sarasota, FL 34236

Visit our Sarasota Information page if you want some more ideas of things to do in Sarasota.    Visit our top ten things to do while in Sarasota!

Beautiful Holmes Beach on Anna Maria Island October

Grab your beach chairs, pack up a cooler and spend the day at the beach. It is eighty six degrees outside, the average water temperature this time of year is eighty five, and the sugar sand beaches on Anna Maria Island have never been more beautiful. Pristine beaches as far as my eyes can see, and everyone is enjoying their favorite outdoor activities.

Continue reading Beautiful Holmes Beach on Anna Maria Island October

Coquina Bike Path ~ Anna Maria Island’s Best on The Beach

Anna Maria Island is a great place to take a family walk, bike ride, or just enjoy the breath taking views of the Gulf of Mexico. So after you have checked into your Island vacation rental take a walk with your toes in the sand or along the paved path that spans the length of Coquina and Cortez beaches.  Located in Bradenton Beach just south of Bridge Street, you will find Cortez Beach.

This beach offers free parking and lots of it!  As you move further south into Coquina Beach, you will find public restrooms, picnic tables, beach showers, and lifeguards on duty.  Coquina beach also has a café that serves burgers and hot dogs right on the beach.

One of my favorite things to do is take a nice, easy bike ride through Coquina Beach. I start at the south end of the island under the Long Boat Key Bridge and head north towards Cortez Beach along the paved path. Take the time to enjoy island wildlife as you are greeted by squirrels, native birds like the Blue Heron, and if you are lucky, you may see dolphins or manatees enjoying their Florida lifestyle.

If you can’t bring your own bicycle, there are lots of places to rent them on Anna Maria Island.  No matter what activities you like to do on your beach vacation, check in with one of our Anna Maria Island vacation rental specialists and make sure that you get the most out of your Anna Maria Island Vacation.  We have beach house rentals in Bradenton Beach and everywhere else on Anna Maria Island. Call Island Real Estate today 877-778-6066 and book your island getaway!

Island Real Estate Offers Deep Discounted Thrifty Car Rental Rates

thrifty corp code exampleIsland Real Estate of Anna Maria Island is happy to announce our recent affiliation with the Thrifty Car Rental company making it possible to offer our guests a significant discount on their rental car costs.

If are looking for a rental car while vacationing with us in Anna Maria Island or in other cities, just click on the Thrifty Car Rental logo on our website to make your reservations.   You can then easily pick up your car at the airport or other locations when you arrive.

Savings can be up to 40% off  in most cases depending on travel dates.  Island Real Estate’s Corporate Code is 004C005932.  This code should be entered in the Corporate Code box to enjoy the discounts we are able to pass on to our guests and clients.

Here are some helpful rental car tips:

  • Always print your confirmation when you book your reservation online.  It is always helpful to have a copy of the confirmation with you in case of any discrepancies on the rental fee.
  • Check back from time to time and re-price your reservation.  Rates change often and you may be able to lower your cost by re- booking the reservation.   Don’t forget to use our discount Corporate Code 004C005932.
  • Join the car rental company’s frequent renter program.  This will often save you time in line for picking up the vehicle, and may even offer special discounts.
  • Check for different car classes. You may find a special offer on a minivan rather than a compact at times.  It pays to shop the car classes. When gas prices rise, you may find that a SUV rents for less than a mid-size car.

Don’t forget to book your next vacation to Anna Maria Island with us at Island Real Estate of Anna Maria Island.   We are here 7 days a week for your convenience and offer everything from luxury gulf front accommodations to Old Florida style cottages from gulf front to bay and canal front and everything in between!

If you need additional information on which Airport to fly into ,etc be sure to visit our Travel to Anna Maria Island Information page.

Anna Maria Island St. Patrick’s Day Parade

Anna Maria Island holds some great holiday parades and St. Patrick’s day is no exception to the rule.  The parade

St. Patrick's Day Parade
St. Patrick’s Day Parade

typically starts in the late afternoon and of course it is in the month of March.  The starting point for the past few years has been the outdoor plaza in Holmes Beach, Fl.  The very same plaza that houses the Anna Maria Island Chamber of Commerce as well as the Wells Fargo bank on the corner of Gulf Drive and Marina Drive.  The St. Patrick’s day parade travels up Marina Drive past Island Real Estate all the way up to 85th street where it takes a jog to the East where the parade ends.

Each consecutive year the Holmes Beach based Irish parade has become larger and larger.  The Beach Bistro initiated the St. Patrick’s parade just a few years ago and has quickly become a very high participation parade.  Island Real Estate continues to participate in the parade and if you have never had the opportunity to drive down a street with wall to wall pedestrians waving, smiling and wishing you a happy holiday you need to give it a whirl.  It’s simply fantastic.

Anna Maria Island Irish Parade
Anna Maria Island Irish Parade

In 2008 the Beach Bistro sponsored an Irish elephant, 2009 it was a Camel and 2010 it was an elephant AND a camel.  You will have to come visit Anna Maria Island in 2011 to see what is next.  Candy, treats, beads and lots of other items are thrown by the parade goers.

So where is the best place to stand?  Island Real Estate at 6101 Marina Drive is a great spot.  Another great spot is at the Gloria Del Lutheran Church on the corner of Marina Drive and Palm Drive.  There is plenty of parking at the church which makes it a great place to stay if you are not staying a walk away from the parade route.  Lastly, these spots are towards the beginning of the parade route so everyone should still have plenty of treats to be throwing to the crowd.

If you are looking for a vacation rental close to the parade route then I would suggest the second, third, or fourth block of Holmes Beach between 60th and 85th street.   Be sure to checkout some of the nearby Island Real Estate’s vacation rentals that should work well for a quick walk to the parade route if visiting during the St. Patrick’s day parade.