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.

Restaurants

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!

Top 5 Anna Maria Island Memorial Day Beach Rental

An Anna Maria Island Memorial Day Beach Rental is an excellent way to celebrate with family and friends while enjoying the holiday! Memorial day is a time to not only reflect on those who lost their life defending America, but to enjoy the company of the ones you love.

Anna Maria Island Memorial Day Beach Rental
Anna Maria Island is the perfect place to enjoy a Memorial Day Beach Vacation with your family!

Anna Maria Island Memorial Day Beach Rental

Here is our list of the top 5 beach rentals to reserve for this years holiday! There’s no place better to gather with family and friends than Anna Maria Island!

Villa 1 – Sleeps 4

Villa 1 is a quaint one bedroom condo just a short walk from gulf beaches, free trolley stops, shopping and dining. This small four unit condo building offers a community heated pool and grills too. Great for small families or even a couples getaway, this spot is premium.

Villa 1 Bradenton Beach
Villa 1 – Bradenton Beach – Week 5/27-6/3 Base rate $850.

Starfish Beach 3 – Sleeps 6

Starfish Beach 3 is a great two bedroom cottage style condo just a block from gulf beaches. During your stay you’ll love relaxing on the sand or swimming in the heated community pool. This home is well-equipped with everything your family will need for the perfect week in paradise.

Starfish Beach 3 Holmes Beach
Starfish Beach 3 – Holmes Beach – Week 5/27-6/3 Base rate $1300.

Water Colors – Sleeps 8

If your family is looking for luxury then Water Colors is the spot for you! Everything about this four bedroom home is high-end. From the Anna Maria location to the decor and amenities you’re sure to be impressed. Enjoy roof top views of the gulf in addition to a lovely heated pool and spa. Pets up to 25 pounds welcome with pet fee.

Water Colors Anna Maria vacation rental
Water Colors – Anna Maria – Week 5/27-6/3 Base rate $4900.

Sunset Glow – Sleeps 10

Sunset Glow is a well-appointed family home with five bedrooms. Its just two blocks from gulf beaches and also nearby to free trolley stops. The backyard is great for a family get together with a propane grill, sun deck, covered lounge area, and a heated pool and spa. Dogs up to 50 pounds welcome with pet fee.

Sunset Glow Holmes Beach rental
Sunset Glow – Holmes Beach – Week 5/27-6/3 Base rate $4000

Almost Gulf Front – Sleeps 12

Your family will love spending time at Almost Gulf Front. This six bedroom home is less than two blocks to gulf beaches and offers a laid back tropical style. The spacious open floor plan is great for gathering your group all in one spot. In the backyard you’ll find a heated pool and salt spa. The covered lounge area has a fun Tiki bar vibe perfect for grilling up a Memorial Day Feast!

Almost Gulf front beach rental
Almost Gulf Front – Holmes Beach – Week 5/27-6/3 Base rate $4500.

 

Enjoy a fun filled holiday with one of these great Anna Maria Island Memorial Dayt beach rentals from IslandReal.com!

Anna Maria Island Memorial Day Fun Guide

An Anna Maria Island Memorial Day is full of fun on the beach, cooking food on the grill and spending time with family and friends. While this holiday symbolizes the ultimate sacrifices of those who served in the U.S. military, we also use this time to reflect on their contribution to the American life style. We respectfully pay gratitude to our fallen soldiers and their families too.

Anna Maria Island Memorial Day Fun Guide
Be safe, have fun and relax with friends and family this Memorial Day on Anna Maria Island.

Anna Maria Island Memorial Day

Memorial day happens end of spring, but this really is the kick-off of summer beach fun. Here is our guide to Memorial Day fun on island time.

Sunblock

This is the first and most important component of your day on the beach. The easier you burn the higher the SPF number you”ll require. Be sure to apply sunblock at least 20 minutes before you hit the sun, and re-apply every two hours. Trust us on this one!

Arrive Early

Since this is a popular beach day, you’ll want to arrive early to snag the best spot. If you have booked an Anna Maria Island beach rental, this will be easy to accomplish!

Family Fun Games

Beach games are a great way to keep the family engaged. There are many different options now beyond the traditional football and volleyball. Try out corn hole, Bocce ball, Tiki toss or even set up beach pong. Beach pong is played similarly to beer pong, except use large beach buckets instead of solo cups.

Mind the Wildlife

Nesting shorebirds and turtles will be on the sand during this time of year. Always be sure to steer clear of marked off nesting areas. Crowds can cause wildlife to become stressed out. Don’t chase birds or feed the gulls.

Grilling

While personal grills and open fires are not permitted on any island beaches, public charcoal grills can be found at Coquina Beach, Manatee Public Beach and Bay front park. Hot dogs, hamburgers, potato salad and watermelon make an easy and traditional Memorial day feast.

This year try something new! Kebabs are a great grilling item, and a watermelon, blueberry, feta salad is a nice twist on the traditional. Key Lime Pie is always a fantastic idea for any Florida style gathering.

Trolley Hopping

The Anna Maria Island free trolley is an excellent way to get around. If you need to take a break from the sun, hop on the air conditioned trolley for a sight seeing adventure. The trolley runs from Anna Maria City Pier all the way down to Coquina beach with stops along the way. If you see something interesting just hop off, and another trolley will be by approximately every 20 minutes.

Be safe

While enjoying the holiday be sure to stay safe. Whether you’ll be beaching, biking, boating, fishing or just lazily floating, always be sure to follow posted signage and local regulations. Anna Maria Island beaches do not allow alcoholic beverages or fireworks. If you do plan on drinking, please do so responsibly. Never drink and drive.

When you follow our Memorial Day Fun Guide you’re sure to have a pleasant and memorable experience on Anna Maria Island! Plan your family holiday today at IslandReal.com!

 

 

 

Anna Maria Island May Activities

There are some really great Anna Maria Island May Activities going on this year! From Mother’s day to Cinco de Mayo, and new shopping spots to live music, May is great for island time!

Anna Maria Island May Activities

Check out what’s happening on and around Anna Maria Island this May with our top activities guide.

Cinco De Mayo

Florida’s biggest Cinco de Mayo celebration will be going on Saturday, May 6th at Sutton Park in Palmetto. While the holiday falls on a Friday this year, event organizers planned the celebration for Saturday to allow families to join in on the fun.

The Gulf Coast Latin Chamber of Commerce is organizing the event with tons of amazing sponsors. Expect to find vendors, food, music and more during this amazing community event.

The event is free to attend. Find Sutton park at 6th Street West in Palmetto from 2-8pm.

Cinco De Mayo Anna Maria Island May Activities

DIY work shops at Makers Market

While visiting the area enjoy a little DIY fun at the new Makers Market shop. Learn new skills, and make something beautiful too! Flex your creativity and come home with a lovely wall hanging, tote bag and more. There are a variety of projects to pick from, and you can even make it into a party with friends and family.

Find the Makers Market Workshop at 6650 Cortez Road in Bradenton.

Anna Maria Island May Activities
Island Real Estate Staff members tried there hand at DIY crafts! They had a blast!

Pickin’ Picnic

Pickin’ Picnic will also be Saturday, May 6th. Find this event happening in Downtown Bradenton’s Riverwalk Park from 1-9pm.

The event showcases local music, craft beers, top-rated food trucks, vendors and Bradenton’s millennial culture at its finest.

Bring a blanket or chair and sit on the green lawn at this family friendly annual event. Organized in collaboration between Realize Bradenton and Independent Jones this event is free to attend.

 

Mother’s Day

Mother’s Day is a fantastic time for a visit to the beach, or brunch at one of many great local restaurants. Treat Mom to both this year, and reserve her a beach rental on Anna Maria Island!

Mother’s Day brunch will be in full swing at several local restaurants across the area.

Anna Maria Island – The Sandbar and Sign of the Mermaid

Cortez – Neptune Room at Seafood Shack

Bradenton – Pier 22 and Motorworks Brewery

Palmetto – Riverhouse Reef and Grill

Sarasota – Powell Crosley Estate

Mother's Day Brunch
Treat your mom to brunch for Mother’s Day

Go Pier Fishing!

May is a fantastic time of year to do a little Pier fishing on one of Anna Maria Island’s three piers. With mild morning weather still swirling around the island, take the family out for a day of angling. All three island piers have blanket fishing licenses, so you won’t have to hold your own. You can rent fishing gear at each location.

Anna Maria Island May Things to do
Pier Fishing is always a fun activity on Anna Maria Island.

Manatee Rare Fruit Council Tree Sale

Sunday May 21st the Manatee Rare Fruit Council will be selling trees at the Bradenton Area Convention Center. Enjoy over 5000 plants from 22 reputable vendors. Parking and admission are free, and the event runs from 10am-4pm.

Find the Convention Center at 1 Haben Boulevard in Palmetto.

Manatee County Rare Fruit Council Tree Sale

Memorial Day Beach fun and Cook Outs

While Memorial Day falls in the Spring, this event really signals the kick-off of summer fun on Anna Maria Island. There is nothing better than a grilled hot dog on the beach with family and friends enjoying a day off. The water will be warm and the sun will be shining!

None of the public beaches allow personal grills, but you will find charcoal public grilling facilities at Coquina Beach, Manatee Public Beach and Bay Front Park.

Anna Maria Island May Activities
Enjoy May Activities on Anna Maria Island.

Enjoy family fun with these great Anna Maria Island May Activities!

 

What to Pack for Your Anna Maria Island Vacation

Wondering what to pack for your Anna Maria Island Vacation? While Anna Maria Island may have mild winters and hot summers, if you aren’t from Florida you may not know what to bring with you.

What to Pack for Your Anna Maria Island Vacation

What to Pack for Your Anna Maria Island Vacation

We have put together a list of what to bring for each season, the items to expect in your beach rental and things to buy when you arrive on Island Time.

Our list isn’t just the things you’ll need. We have also included fashionable examples of the styles you’ll see people wearing on the island. Florida has a regional style unlike that of New York or California. This list will give you some ideas of what the locals wear too.

Packing for the Season

The four seasons in Florida aren’t exactly what you might expect. Fall is green and warm, Winter is mild and sometimes dry, Summer is hot and wet.

Summer Packing list

Summer is hot on Island Time. Ask any local and they’ll tell you a typical summer day includes a warm morning, blistering mid day sun, mid afternoon rain showers, and beautiful balmy evenings with a slight breeze.

Tropical patterns are the best clothes items! Summer is the time for being lazy and letting it all hang out. Embrace your inner tacky tourist and pull out that old Hawaiian shirt. You’ll fit right in with the locals too!

  • Swim Wear
  • Big Floppy hats and Sunglasses are a must.
  • Shorts, skirts, T-Shirts and blouses.
  • Beach clothes such as cover-ups and thin loose fitting items to throw on over a wet bathing suit.
  • If you sunburn easily, a really thin long sleeve shirt is a good idea for beach days. This is especially true for children on vacation. Sometimes your skin is ready to leave the beach before your brain is.
  • At least one nice-ish, but still casual, outfit for dining out in the evening.
  • Unless you plan on dining somewhere super fancy like Beach Bistro, leave all your pants at home for the summer. If you are planning a high-end dining or evening experience a little black dress and nice slacks are great.
  • A rain coat or umbrella is nice to have, but not absolutely necessary.
  • Flip Flops
  • A walking shoes for sightseeing.
  • Strappy sandals are nice for ladies and a boat shoe is nice for guys.
  • For small children a hat with a chin strap is a good idea.
  • A reusable beverage container with a lid. You WILL get dehydrated on the beach. A reusable container is preferred over disposable water bottles. The environment will thank you.
  • A Beach Blanket if you like, plus here are some cool kid friendly beach hacks.
  • You might want a cardigan or thin sweater. Floridians keep the AC on full blast, so you’ll find restaurants and businesses to be cold inside.
What to pack for a boat or kayak trip
Here is a great example of what to wear for a summer boat charter or a kayak tour for the entire family. Bathing suits with tank tops, hats and comfortable shoes.

Spring packing list.

Spring is a lovely time to visit. Typically we don’t have lots of rain, and the day time temperature ranges from the upper 70’s to low 90’s. Night time temperatures don’t really go below the low 60’s.

Expect to bring all the things on the summer list plus a few additional items below. Bright pinks, yellows, and crisp whites really make a fashion statement for spring on Anna Maria Island.

  • A thin sweater for sure. If visiting in early Spring you may even want a heavy sweater too.
  • A colorful spring dress is great. A Maxi dress and a wedge sandal make for an elegant spring beach style.
  • A pair slacks and a button down shirt with the sleeves rolled up are always great for guys. Men’s Leather sandals are also appropriate for all occasions on the island.
Spring beach attire on Anna Maria Island
This is what Floridians wear to the beach in Spring. Swim shorts, a nice big hat and sunglasses and a thin button down. A floaty and goggles are always a nice addition for kids.

Winter packing list.

Typically Anna Maria Island winters don’t get cooler than the upper 50’s in the day time and no lower than the upper 30’s at night. Many people still swim in the gulf this time of year, but usually you won’t catch the locals in any water that isn’t heated.

When visiting in winter, you’ll notice the daily temperatures can fluctuate greatly. The key to dressing comfortably for this time is many thin layers. The morning will be cold, but mid day will be considerably warmer and you’ll likely want to peel a layer off.

  • Bring flip flops, but also bring a closed toe shoe and socks. Most people can still wear sandals in the day, but you might just be more comfortable with an extra layer on your feet.
  • Definitely bring pants. You won’t need long underwear, but pants are a good idea.
  • Tights, leggings and yoga pants are nice winter options for ladies. Since its not snowing, you’ll likely be able to wear a dress or skirt with something to cover your legs. Yoga pants and a cute top are always acceptable women’s attire on the island.
  • Scarves and shawls are great, but you can leave your gloves and mittens at home.
  • A winter hat might be nice for morning beach walks.
  • Bring a jacket, but not the one you keep on hand for snow. A nice leather or denim jacket with a thin long sleeve shirt is usually sufficient.
  • A thin sweater or cardigan and a thick sweater.
  • If you are from up north some winter months you’ll feel comfortable swimming, so bring the swim attire. Also, many Anna Maria Island beach rentals have heated pools and spa, so you’ll want your bathing suit.
  • A sport coat is a good idea for men’s evening wear especially for that special night out.
  • Ladies may want closed toe dress shoes for evenings, and a dress pant or dark blue skinny jean makes nice casual evening wear.
Winter Nature walk attire
When going out for a winter morning nature walk in one of the local preserves, a pair of pants, thin sweater with layers under and a hat are very comfortable. If you start to warm up you can take off the sweater and still have a thin layer to keep the breeze away.

Fall packing list.

Anna Maria Island’s Fall season is considerably warmer than you might expect. Days range from warm to still hot in the early fall, and nights are pleasant with cool breezes. You will definitely be swimming this time of year.

The Spring and Summer lists are very close to what you’ll need for fall, but we have some other suggestions too. Fall is also a time of year where you will feel comfortable in darker colors. Shades of navy, rust and red aren’t as common in the summer months, but make great fall island attire.

  • You’ll want to bring all the swim wear, flip flops and beach things.
  • A stylish ankle boot with a short dress or skirt is nice for ladies. Strappy tank tops with a loose knit shirt or mesh blouse are great fall fashion items.
  • Again bring tights or leggings to go under skirts on cooler nights.
  • Pants options are good for evenings, but you’ll want shorts too.
  • No winter hats or coats, but a thin and thick sweater are good.
  • Flat front pants or nice jeans with a tucked in polo and a boat shoe are very stylish for Men in the fall.
  • Tank tops and thin scarves are very stylish for women, and work great for both night and day.
Fall clothes for Anna maria Island
Here are some folk spending a fall afternoon on the pier. You can see their clothes selections are comfortable for a warm day with cool breezes.

What you should always bring no matter the season.

Some basics go with out saying. Obviously you need underwear and a toothbrush we don’t need to tell you this. However, there are some extras to remember for all visits.

  • Travelers checks or back up forms of currency.
  • Health Insurance cards in case someone gets sick.
  • Everything your pet will need. Yes there are places to purchase pet food and even a veterinarian, but make sure all members of the family are comfortable traveling.
  • Medications and prescriptions
  • Special health equipment
  • Kid and baby comforts. Spending a night away from home can be a lot when you’re little. You may want to bring a special blanket or toy to make your little one more comfortable in a new place.

What to expect in your beach rental.

When you arrive at your beach rental you’ll always find all the bedding, towels, wash clothes and hand towels you’ll need. You don’t need to bring these items. Some rentals do offer baby items, so always ask ahead of time. If you need special baby gear you can bring it, or check out what is available to rent from abc baby rentals.

There will be a roll of toilet paper in each bathroom plus one roll of paper towels and a small container of dish detergent and a dishwasher packet. There will be just enough of the basics to get you through the first night of your stay. You’ll be responsible for everything after that. There is a Dollar Tree on Anna Maria Island that offers any toiletry you’ll need. This is a great option for those who have smaller groups. You’ll also find all those items at the local Publix Grocery store.

Before you bring chairs and accessories, consider renting them. We recommend holding off on these items until you arrive at your rental. You never know what kind of extras will be laying around. Take an inventory first, then contact one of the many local rental equipment companies to supply you with the things you want.

What to Buy when you get to the island

Some things might be easier to buy when you get here.

  • Sunblock. You will need lots of sunblock, even in the winter months you WILL get sunburned. You can pick up sunblock at the grocery store, pharmacy and many tourist shops. APPLY YOUR SUNSCREEN 20 MINUTES BEFORE YOU ARE IN THE SUN! You need to let the sunblock soak in, and then you need to reapply it at least once every two hours after. Over exposure to the sun and sever sunburn can cause serious illness. No matter your skin color, we promise, you don’t have super man strength skin. Yes, sun rays do penetrate the water. Even if you spend all day swimming, you need to follow our guidelines on sunblock.
  • Obviously you need food. The island offer a fantastic Publix grocery store plus a few specialty shops too.
  • Alcohol and other beverages. These things are all on the island, don’t travel with more than you need.
  • House things. You’ll need laundry detergent, trash bags, optional cleaning supplies and those type of items. All are available locally.

Enjoy an Anna Maria Island vacation any time of year! Now that you know what to bring, book your vacation rental with Island Real Estate today!

Mother’s Day Beach Rental Anna Maria Island

There is no better way to celebrate your mom than with a Mother’s Day Beach Rental on Anna Maria Island! Show the special Mom in your life that you care with a week of island style relaxation!

Mother’s Day Beach Rental

We have some really great spots for your mom to get into full on relaxation mode this Mom’s Day! Whether you’re sending her with a friend, or joining her for the fun we have the perfect Anna Maria Island Beach Rental!

Villa 1- Sleeps 4

Villa 1 is the perfect one bedroom rental for your Mom. She will absolutely love this location and the laid back decor. She’ll be just a short walk from gulf beaches, shopping, dining, trolley stops and Historic Bridge Street night life too! Inside this unit there is a king bed and queen sleeper sofa along with a full kitchen and bathroom. There is a heated community pool perfect for relaxing on a warm May day with a cold drink.

Mother's Day Beach Rental
Villa 1 is in a fantastic location within walking distance of everything in Bradenton Beach! May 13-20 base rate $700.

 

Anna Maria Island Club 44 – Sleeps 4

If you want to really treat your mom, this direct gulf front rental is the way to go! Anna Maria Island Club 44 offers gorgeous views from both the living room and master bedroom. Your mom will be so close to the beach, she won’t even need her flip flops! This unit offers two bedrooms with 1 king bed, 2 twins and a sleeper sofa. The heated community pool overlooks the gulf making this the ultimate beach side getaway.

Anna Maria Island Club Mothers Day
Your Mother will love waking up to the sounds of the beach at this amazing Bradenton Beach rental! May 13-20 base rate $1837.

 

Blue Lagoon 2 – Sleeps 6

Blue Lagoon 2 is a great spot for a family getaway celebrating mom. Just two blocks from gulf beaches, this unit is well-appointed, yet still laid back. This quiet complex of cottage like condos offers an amazing community heated pool with a fun waterfall feature. Inside you’ll find two bedrooms with a king, queen and sleeper sofa. This central island location offers nearby shopping, dining and free trolley stops too.

Mother's Day Beach Rental
Treat Mom to a great Holmes beach getaway with a heated pool. May 13-20 base rate $1300.

 

Vista Grande 3 Penthouse

This is the ultimate luxury rental for Mother’s Day on the beach. Vista Grande 3 Penthouse offers direct gulf front views in an exclusive location. From the decor to the amenities nothing will be left to want at this condo. Each of the three bedrooms has its own bathroom and balcony access. There is even a lovely heated pool and downstairs covered lounge area for spending time with family.

Mothers Day beach rental
You’ll be Mom’s favorite when you rent her a luxury vacation home like this one in Holmes Beach! May 13-20 base rate $5593.

 

Banyan Breeze – Sleeps 12

If you are looking to gather the entire family for Mother’s Day Banyan Breeze is the vacation spot for your group. This lovely 5 bedroom home comfortably sleeps up to 12 guests with an updated style. Mom will have a short walk to the beach with no major roads to cross. The backyard offers a peaceful oasis with a private heated pool, grill and covered lounge. Mom will always remember the time the whole family got together to celebrate her!

Mothers Day Beach Rental
For Moms who like to be fussed over, bring the ENTIRE family to Banyan Breeze in Anna Maria. May 13-20 base rate $3326.

 

Tell Mom how much you really love her this year, and reserve her a Mother’s Day Beach Rental on Anna Maria Island!

Top 5 May Anna Maria Island Beach Rentals

While Spring may be in full swing, its not too late to find May Anna Maria Island Beach Rentals. May is an awesome time of year for a trip to AMI. Spring break is over and the Snow Birds are slowly making their way north after Easter. Gulf waters have started to warm up, and the beaches are hot with fun in the sun excitement.

Top 5 May Anna Maria Island Beach Rentals

It’s not too late to plan a May beach vacation. Check out our list of 5 great rentals with May availability. These units range from 1 to 5 bedrooms accommodating anywhere from 2 through 10 guests.

Runaway Bay 256 – 1 Bedroom

This lovely Bradenton Beach rental sleeps 2 guests for a truly romantic beach getaway. While you visit Runaway Bay 256 you’ll have access to nearby gulf beaches, free trolley stops, shopping and dining. You’ll love this quiet spot for tropical relaxation. May base rates range from $700-$850/week.

May Anna Maria Island Beach Rentals
Runaway Bay 256 Sleeps 2 with 1 Bedroom and 1 Bath.

You’ll love the amenities at this comfortable resort-like Bradenton Beach Rental.

Runaway Bay 256 beach rental
Enjoy the heated pool, bay fishing dock, tennis courts and more!

 

Casa Sierra 205 B – 2 Bedroom

Casa Sierra 205 B is just two short blocks from gulf beaches in a central Holmes Beach. This 2 bedroom condo is in a small complex offering a heated pool, outdoor shower, pergola and charcoal bbq grills. You can comfortably sleep up to 6 guests in this unit for a fun vacation by the beach! May Base rate $1300/week.

Casa Sierra 205 B Holmes Beach Rental
Casa Sierra 205 B sleeps 6 guests with 2 bedrooms and 2 baths.

Walk to beaches, free trolley stops, shopping and dining while visiting this great beach condo!

May vacation rental
Casa Sierra is a wonderful location!

 

South Beach Village 103 – 3 Bedroom

You will absolutely love visiting South Beach Village 103 in Bradenton Beach. This colorful town house style condominium sleeps 6 guests with one king bed, one queen and two twins. Dogs up to 25 pounds welcome with pet fee. This lovely unit is just across the street from gulf beaches. Enjoy the beach, or grab a cold drink at nearby Gulf Drive Tiki hut. May base rates $1600-$1500/week.

May vacation rentals Florida
South Beach Village 103 sleeps 6 guests with 3 bedrooms and 2.5 baths

Catch glimpses of the gulf from the balcony and enjoy the heated community pool.

South Beach Village rental Anna Maria Island
Colorful multilevel unit across from gulf beaches with heated pool too.

 

Pineapple Cottage – 4 Bedroom

The Pineapple Cottage is a quaint spot for up to eight guests. Located in the popular Anna Maria north end, this is the quintessential beach cottage. While this may be a cottage, it still has a luxury feel and updated amenities. From the heated pool and spa, to great decor and appointments, you’ll be in love with this beach rental! May base rate $2520/week.

May Anna Maria Beach Rental
The Pineapple Cottage sleeps 8 guests with 4 bedrooms and 3 baths.

This Platinum rated home provides beach luxury at its finest with an old Florida charm!

Anna Maria May Beach Rentals
Gorgeous heated pool and spa in tropical backyard.

 

Sunset Glow – 5 Bedroom

Sunset Glow has everything for the perfect luxury family vacation by the beach. This home sleeps up to 10 guests with no amenity left out. You’ll be a short two blocks away from gulf beaches perfect for family beach days. Enjoy the updated decor and gorgeous backyard with heated pool and spa. Dogs up to 50 pounds welcome with pet fee. May base rates $3250-$4000/week.

Sunset Glow Holmes Beach may rental
Sunset Glow sleeps 10 guests with 5 bedrooms and 3 baths.

Relax by the private backyard pool or the shaded lounge sitting area while enjoying a luxury family getaway.

Sunset Glow May Anna Maria Island Beach Rental
Sunset Glow is just a short walk to the beach.

 

Book your stay today at one of these great May Anna Maria Island Beach Rentals!

National Burrito Day Anna Maria Island

There are many options for celebrating National Burrito Day on Anna Maria Island! Check out our list of places to go.

National Burrito Day
National Burrito Day is in full swing at Wicked Cantina!

National Burrito Day Anna Maria Island

Start your day with a Breakfast Burrito!

Find them at Sign of The Mermaid, Peaches and Anna Maria Oyster Bar! Each one is slightly different, but all are amazing.

Poppo’s Taqueria

Poppo’s offers a great selection of build your burritos, quesadillas, tacos and burrito bowls. They use hormone free meats and organic produce when available. All their sodas are free of high fructose corn syrup and they also serve local craft beers and Kombucha! You’ll love their fresh pressed flour tortillas! Find them on Pine Avenue in the city of Anna Maria.

Tortilla Bay

Tortilla Bay offers great Tex-Mex for lunch and dinner. Find all the classics from Taco salad, wraps, fish tacos, burritos and more. The queso dip is an absolute must! They also serve beer, wine and soft drinks. Find them in Holmes Beach on the corner of Marina and Gulf Drive.

Wicked Cantina

Wicked Cantina has an extensive menu boasting authentic Austin style Tex-Mex. Find something for everyone on the menu with Fajitas, tacos, seafood, burritos and even burgers too! Not only do they have amazing food, but the island’s best selection of hand crafted Margaritas. Sit on their outdoor deck and enjoy gulf views, and live music. Find them on Gulf Drive

Today the staff at Island Real Estate settled on Poppo’s for lunch. We HIGHLY recommend any of these options for a great Burrito. Check out our Facebook page after 12:30pm today for pictures of our lunch!

Anna Maria Island April Activities

Anna Maria Island April activities aren’t just about Easter. There is so much going on in the area as Florida Spring Breakers head home and warm weather moves in.

Anna Maria Island April Activities

Throughout the month you’ll find new things to do and see including art, food, outdoors and family fun. live it up while on Anna Maria Island this spring!

Anna Maria Island Spring Activities
Get out on the water with Salty Buddy Yoga this Spring! 

Beach N’ Food Truck Festival

The second annual Beach n’ Food truck festival will be April 8th from 10am-10pm. Find it at Coquina beach on south AMI. This event offers all of the area’s best food trucks with a large variety. Also find crafts, live music, classic car show and a kids fun zone. While there is lots of parking around Coquina Beach, patrons are encouraged to ride the free trolley. Trolley service ends at 10:30pm.

Salty Buddha SUP Yoga

Try something new on your trip to Anna Maria Island with Stand up paddle board yoga from Salty Buddha! This is a fantastic way to stay both active and relaxed while connecting mind and body in tropical AMI paradise. Join instructor Rachael Croll for a one of a kind experience on the water. Classes are designed for all levels of skill. Her 90 minute session will include paddle board instruction followed by an hour of guided yoga. Schedule your class today!

Easter Egg Hunt at The Sandbar Restaurant

Bring the entire family to the beach for a fun toes in the sand Easter Egg Hunt! This year’s egg hunt will be on Saturday the 15th at 9am sharp at the Sandbar. Arrive early. After the dash for eggs everyone will proceed down Pine Avenue for refreshments, games and an Easter Bonnet contest. The Easter bunny will also be making an appearance. Everyone is welcome to come, and kids under 10 can join in on the egg hunt. Be sure to bring your Easter baskets!

Recycled Teen Fashion Show at the Downtown Bradenton Central Library

See local teens compete in one of Manatee County Libraries most popular events April 22 from 1-3pm. Ages 13-19 will get the opportunity to experience what its like to be a real fashion designer. All styles are created using recycled materials. The day of the event models will take to the run way to show off these teens wonderful talent for fashion with a twist! The 2016 show drew a crowd of over 300 with 24 participants. Find the Downtown Central Library at 1301 Barcarrota Boulevard West in Bradenton.

Seas & Shore Fine Art Photography at Island Gallery West

While in Holmes Beach Stop by Island Gallery West to see the April featured artist Richard Stewart’s photography. His exhibit shows his fascination with the waters surrounding Anna Maria Island. The work is on display all month and a reception will also be held April 14 during the Artshop 5:30-7:30pm.

Enjoy the island life this these Anna Maria Island April Activities!

Easter 2017 – Anna Maria Island Beach Rental SPECIALS!

Anna Maria Island Beach Rental Specials are a fantastic way to gather the family for the holiday. You won’t have to break the bank while enjoying Easter on Anna Maria Island!

Easter Special

Anna Maria Island Beach Rental SPECIALS!

Island Real Estate has some terrific specials going on. All of these deals cover Easter week from April 15-22. Most of these are 25% off your base rental fee, but some are offering 40%. Additionally, some of these beach rentals are also offering discounts now through May. Check out the list below, or head over to our Sunshine Special Page for more details on current promotions.

You’ll find a variety of homes to pick from to perfectly suite your vacation crew. These 8 beach rentals are spread across the island and include bungalows, villas and large single family homes too. You’ll find occupancy accommodating for groups as small as 6 all the way up to 14!

Peruse these deals and click on the name of the homes to view the full listing. This list is organized by occupancy from smallest to largest.

Key Lime Cottages East and West – 25% off

The Key Lime Cottage is a duplex accommodating 6 guests in each with 6 bedrooms and 4 baths total. Rent a single side or both for a fun island getaway. Both side have separate heated pools, and are less than 2 blocks to gulf beaches.

Anna Maria Island Beach Rental SPECIALS
Key Lime Cottages in Holmes Beach.

Blue Heron Beach House – 25% off

This 4 bedroom 2 bath bungalow is just a short walk to the beach with no major roads to cross! Blue Heron Beach House is great for families with a bunk bed, 2 twins and 2 king beds. You’ll love the heated lagoon style pool.

Blue Heron Beach House
Blue Heron Beach Housein the city of Anna Maria

Living the Dream – 25% off

Living the Dream is a gorgeous canal front luxury rental sleeping 8 guests. Recently updated, you’ll find an amazing outdoor bar and lounge, heated pool and your very own private patch of sand too! 4 bedroom 3 bath just a short walk to Tampa Bay beaches.

Easter beach rental
Living the Dream in the city of Anna Maria

Beachy Villa Vista – 25% off

This rental is less than a block from gulf beaches with well-appointed amenities. You’ll find everything for a luxury vacation for a large group or family. Enjoy the heated pool and spa and great outdoor entertainment area too.

Beachy Villa Vista
Beachy Villa Vista in Holmes Beach

Gulf Breeze – 40% off

Gulf Breeze is less than 2 blocks to gulf beaches and offers a great spot to relax in style. Enjoy the heated pool and spa with a lovely waterfall feature. The backyard pool table and entertainment area will have your entire family enjoying island life. Sleeps 12 with 6 bedrooms and 4.5 baths.

Gulf Breeze
Gulf Breeze in Holmes Beach

Coral Escape – 30% off

Coral Escape accommodates up to 12 guests comfortably with 6 bedrooms and 4 baths. You’ll be just a short walk to gulf beaches and free trolley stops. Enjoy the heated pool and spa plus pets welcome with pet fee.

Coral Escape
Coral Escape in Holmes Beach.

AMI Beach House – 25% off

This great beach house is well-appointed for a perfect vacation. You’ll love relaxing by the heated pool and spa, or walk over to the free trolley stops for sightseeing. No detail was overlooked in this home. Sleeps 12 with 6 bedrooms and 4.5 baths.

AMI Beach House
AMI Beach House in Holmes Beach

Waterfront Retreat – 25% off

Waterfront Retreat was made for entertaining a large group! This lovely canal front rental is just a short walk to Tampa Bay beaches. Enjoy the large kitchen, and bar over looking the canal. Sleeps 14 with 6 bedrooms 3 full baths and 2 half baths.

Waterfront Retreat
Waterfront Retreat in the city of Anna Maria.

Top 5 Anna Maria Island Spring Break Beach Rentals

Anna Maria Island Spring Break Beach Rentals make for unforgettable vacation! Find perfect weather, great activities and a lovely spot to gather friends for an awesome beach rental experience!

Anna Maria Island Spring Break Beach Rentals

It’s not too late to plan your Spring Break! When booking last minute March dates be sure to ask about special promotions!

Runaway Bay 272

Runaway Bay 272 is a fantastic Bradenton Beach vacation spot for six guests! This condo is just a short walk from the beach, free trolley stops, and local attractions. Inside you’ll find two bedrooms and two bathrooms with an updated casual style. Enjoy the community heated pool, fishing dock on the bay and tennis courts. 2017 Spring base rates start as low as $1300/week.

Anna Maria Island Spring Break Beach Rentals
Runaway Bay 272

 

La Casa Marie

La Casa Marie is a great spot for a luxury beach rental right on the beach. This three bedroom, two and a half bath rental condo sleeps six. You’ll have peeks of the gulf from the balcony along with updated amenities. Enjoy the fun wetbar with wine chiller and ice maker too! When you aren’t at the beach relax in the heated community pool and spa! 2017 Spring base rates start as low as $3150/week.

Anna Maria Island Spring Break Beach Rental
La Casa Marie

 

Under the Tuscan Sun

Under the Tuscan Sun is a fun Mediterranean style beach rental just a few short blocks to the most popular Anna Maria Island beaches. This three bedroom three bath rental sleeps up to six guests. You’ll love the private heated pool along with lovely balcony views. Pets under 25 pounds welcome with pet fee! 2017 Spring base rates start as low as $2000/week.

Anna Maria Island Spring Break
Under the Tuscan Sun

 

A Mermaid Crossing

A Mermaid Crossing offers stylish decor and a location just a short walk from the beach. This three bedroom three bathroom rental sleeps six guests with an extra touch of luxury. You’ll love the heated pool and sundeck too. The layout of this house is great for entertaining, and the master bathroom is stunning! 2017 Spring base rates start as low as $3325/week.

Anna Maria Island Spring Break Vacation Rentals
A Mermaid Crossing

 

Waterfront Retreat

Waterfront Retreat is the ultimate destination for a large family Spring Break vacation. Here you’ll find six bedrooms three full bathrooms and two powder rooms. This rental was truly designed for entertaining. Enjoy a well equipped kitchen with bar area, a living room with excellent seating, fun games and heated pool. The rental is on canal front with a dock, so you can even bring your boat. 2017 Spring base rates start as low as $3325/week!

Anna Maria Spring Break Beach Rental
Waterfront Retreat

Anna Maria Island Spring Break Beach Rentals are the best way to enjoy a memorable Florida Vacation!