Your Anna Maria Island Real Estate Experts

Experience the Duncan Difference! We do business the way it was meant to be – friendly, trustworthy and with your best interests in mind.

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Duncan Real Estate

Since 2001 Duncan Real Estate has exceeded your expectations and provides most current, objective and comprehensive information for all your real estate needs. If you are ready to buy or sell island property or looking for a relaxing Anna Maria Island vacation: Experience the Duncan Difference! We do business the way it was meant to be – friendly, trustworthy and with your best interests in mind.

Real Estate Sales

Anna Maria Island is the place to be and Duncan Real Estate will find you the perfect property.

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Want to know what your home is worth? Your selling process with Team Duncan starts here.

Vacation Rentals

Make the memories of a lifetime. Find the perfect property to relax and enjoy the Florida lifestyle.


Our local team of vacation rental specialists is happy to assist you booking the perfect beach getaway.

Rental Management

Duncan Real Estate provides comprehensive, year round property management services for home owners.

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Our dedicated team will offer total peace of mind when you’re away from your island home or investment property.

Properties for Sale

Duncan Real Estate is the foremost expert for buying and selling real estate on Anna Maria Island and throughout Manatee County. If you are searching for a home on or near the white sand beaches of the Gulf of Mexico or looking to sell our team of dedicated real estate professionals is ready to meet your every Anna Maria Island real estate need. Discover the Duncan difference and stop by at our office at 310 Pine Avenue, Anna Maria or email us with your real estate questions.

Vacation Rental Properties

Enjoy the sunset side of Florida with a Duncan Real Estate Vacation Rental on beautiful Anna Maria Island! Our local team of vacation rental specialists is happy to assist you finding the perfect beach getaway. Begin your search with always accurate availability or contact us to start the reservation process.
During these challenging times the safety for our guests, staff and homeowners is our Number 1 priority. Please click here for more information.

Contact us or call Duncan Real Estate today at 941-779-0304 to speak with our knowledgeable real estate specialists.

Duncan Real Estate, Inc., Real Estate, Anna Maria, FL  

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Duncan Real Estate

Since 2001, Duncan Real Estate is providing expert services for buying and selling real estate on Anna Maria Island and throughout Manatee County, and for leasing Anna Maria Island beach house rentals. If you’re searching for a home on or near the white sand beaches of the Gulf of Mexico or on the mainland our team of dedicated real estate professionals is ready to meet your every Anna Maria Island real estate need. The three quaint island towns of Anna Maria, Holmes Beach and Bradenton Beach have their own distinctive personalities and each offers a wide variety of real estate on Anna Maria Island. Our local know how and market expertise will guide you to reach your slice of paradise.

Duncan Real Estate has satisfied those desiring a superbly relaxing Anna Maria Island Vacation. Get in touch with our local reservationists to learn about your unique choices for Anna Maria Island beach house rentals. We are happy to help you find the perfect getaway!

For homeowners, we offer comprehensive, year round Anna Maria Island property management services, providing total peace of mind when you’re away from your island home.

For those looking to purchase or sell commercial real estate on Anna Maria Island or throughout Manatee County, Duncan Real Estate is unquestionably your first choice. For owners, we provide free commercial brokerage analysis and specialist identification. For buyers, our commercial property specialists will work with you to identify your specific needs and locate the right property.

The Duncan Real Estate team is looking forward to meeting you. We do business the way it was meant to be – friendly, trustworthy and with your best interests in mind.


Team Duncan

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Our Sales Agents

Cindy Jones, CRS

Cindy Jones, CRS


Cindy Jones began her real estate career 27 years ago in her native state of the Rhode Island, where she spent 17 years as a sales associate.  In 2002, Cindy decided to make her 12 year vacation destination of Anna Maria Island, her permanent home.  Since that time, she has been selling and listing property on Anna Maria, Bradenton and Sarasota, primarily through Duncan Real Estate.

Cindy is a graduate of Salve Regina University in Newport, R.I.  She also holds C.R.S. and G.R.I. real estate certifications.  As a top producer, Cindy has received numerous awards throughout her career.  She is a hard negotiator and represents buyers and sellers with only their best interest at heart.

When Cindy’s not hard at work with clients, there’s only one place she might be: on the water.

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Cell Phone: (941) 773-9770
Phone: (941) 779-0304

Customer Testimonials

“Cindy is awesome. She attended the inspection for the full time and as a result was able to negotiate a $10K credit. She was the ultimate advocate for our concerns and interests.” Sean and Sandy, buyers

“Clone Cindy” Jim, seller

“Cindy was extremely knowledgeable and helpful in all aspects of our purchase. Thank you Cindy for your time and expertise” Kelly and Nancy, buyers

“My only experience with Duncan had been managed by Cindy Jones.  Cindy doe not need improving!” George and Linda, buyers

“Cindy went above and beyond throughout the entire process!” Robert, buyer

“Cindy was a great agent!  I could not have worked with anyone nicer” Patricia, seller

“Cindy did a very good job, we were very impressed with her knowledge and experience closing the sale” Robert, seller

“Everything was great!” Domingo and Beth, buyers

“Cindy is the Best!” Andrew and Gail, sellers

“Cindy was the Best!  We were not planning on buying on our vacation but we id!  We will send our other snowbird friends her way!  Thanks Cindy!” James and Christine, buyers

“Cindy Jones is the most professional realtor I have ever met and worked with regarding the home business.  Effective communication, excellent rapport, thoroughness, honesty, and a willingness to work hard as a customer’s advocate is rare.  Duncan Real Estate has this in Cindy Jones.  Thank you Cindy for representing your profession so admirably and professionally!” Perry and Lizanne, Buyers

Michelle Laade

Michelle Laade


Michelle Laade, began her career in Real Estate in 1997 when she and her husband Jeff, decided to relocate from Michigan to Anna Maria Island.  They fell in love with the island and then purchased their first investment home in Holmes Beach.  Since then, Michelle and Jeff have established several businesses on the Island with outstanding reputations for customer service.  In addition to their investment property which is now a popular vacation rental property that she successfully manages, in 2010 Michelle decided to put all of the knowledge and experience that she acquired in Real Estate to work for others and obtained her license as a sales associate.  She brings an extensive background in mortgages, banking, investments, business development and marketing.  When Michelle meets with her buyers and sellers she can offer them a wide range of experience and knowledge that sets her apart from the competition.

When Michelle is not hard at work, she loves spending as much time as possible with her family and raising her daughter, Emma.

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Cell Phone: (941) 737-9662
Phone: (941) 779-0304

Customer Testimonials

“Michelle Laade was extremely professional, prompt, knowledgeable and organized.  he made the entire process fun, informative and enjoyable! The home we actually purchased was a property she recommended that we look at because she knows us so well!  It was not ever on our radar.  We can not say enough great things about Michelle and will be sure to recommend her to anyone in the market for a home!  Thank you Michelle – you are the best!” Tom and Kristen, buyers

“Michelle knew our goals and contacted us when she found a likely match.  We wrote the contract 24 hours later.  Would not have purchased anything has she not contacted us.  Would use her again!  Thanks” Patrick and Pheng, buyers

“Michelle is a great realtor!  She has assisted now with 2 purchases & hopefully a sale soon.  She is knowledgeable, goes beyond the call of duty and has connected us with very fine contractors who have done work for us.  She is great!” Bill, buyer “Michelle Laade is a superb member of Duncan Team. No reason to shop around. Getting to the end result happily is all that coutns and we did this with Michelle’s savvy guidance.” Stephen, buyer

“Michelle is great!  She helped us every step of the way and kept us very informed.  We will have Michelle help us find our place on AMI in the next year!” Richard and Dawn

“This was out 3rd transaction with Michelle. I would highly recommend Michelle” Lori and John – buyers

April Green

April Green


April Green, has experience with multi-million dollar real estate contracts, as well as expertise in Anna Maria Island real estate property management.  With a very strong work ethic and commitment to her clients, April offers the highest level of customer service in Manatee County real estate for local, U.S., and international buyers.

With an extensive set of skills and resources, April helps clients navigate the complexities of buying and selling real estate.  Whether you’re seeking a vacation home, retirement home, or a primary home, April will give you a tour of the best properties for you and your lifestyle—in return saving you significant time, energy and money in your property search.

Like so many of her clients, April loves the natural beauty of the Florida Gulf Coast,  and she is proud to serve her community as a Realtor with Duncan Real Estate.

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Cell Phone: (509) 948-9989
Phone: (941) 779-0304

Customer Testimonials

“Nothing to improve!  April was amazing!  Quick to help & follow up.  Such a real person, sweet, friendly – the best!” Skylar and Shea – buyers

“I am very happy with April and all of her efforts in getting it sold – it was not an easy task” Peggy, seller

“April is fantastic.  She is now a friend and I will send everyone I know to her!” James and Stephanie, buyers

“Everything was great!  April Green made it happened.  Worked beyond our expectations” Gary and Mureil, buyers

“We are very pleased with the services we received and the outcome of our purchase.  We appreciated April’s patience as we were looking for just the right home and we were out of state.  April was always available, ready and willing to answer questions or help as needed.  It was truly a pleasure working with her and we are so happy our paths crossed”. Francis and Kim, buyers

“If I ever needed two sell another place, April would be the person I’d call – she was nice and friendly – you need more like her!”  Eloise, seller

“Hire more Aprils!”  Mary Jean, seller

Martha Jones Robel

Martha Jones Robel


Born and raised in Rhode Island, Martha grew up two blocks from the ocean. Family vacations brought Martha to Anna Maria Island as a child; shortly thereafter she fell in love with the white sandy beaches and island lifestyle. In 2003 she pursued her lifelong dream to make her vacation destination her home. After graduating from St. Leo University in Tampa, Martha started pursuing her career in real estate following her mother’s footsteps, who has been in the business for 30 years. Martha is highly dedicated to helping you find your perfect dream home in paradise! She is extremely outgoing and loves meeting new people who share the same dream as she did. While not working, Martha enjoys spending time at the beach, playing tennis, biking/hiking, going to baseball games, hanging out with friends and family and most importantly taking care of her dog Snickers.

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Cell Phone: (941) 773-4594
Phone: (941) 779-0304

Customer Testimonials

“As a realtor in NJ, I very much enjoyed working with Martha!  She’s knowledgeable, friendly and went out of her way to be helpful.  It is tough to buy properties sight unseen, but Martha checked everything out and gave me honest answers. I would work with her again, when the time comes” Shirley, buyer
“Martha was excellent to work with.  She provides almost immediate feedback to any concerns/questions I had during the home buying process” Christi, buyer
“Martha was amazing!  She was very friendly and helpful.  We would recommend her to to others” Matthew and Caitlyn, buyers
“Martha is the personification of what an exemplary sales agent should be!” Elias, buyer
“Martha was outstanding as an agent in selling my existing home and in buying my new home. She’s awesome!” Kim, buyer

Lindsey Leech Strickland

Lindsey Leech Strickland


Lindsey was born in North Carolina and moved to Florida at the age of 5 – almost a Florida cracker but with southern roots!  She has been a resident of Manatee County since 1987.
Lindsey graduated from Bradenton Christian School and headed off to Florida Southern College in Lakeland, FL graduating with a degree in Primary/Elementary Education.  She taught school at Gene Witt Elementary for six years.

Lindsey joined Team Duncan at the beginning of 2015 as the Director of Business Development.  She completed real estate school and received her real estate license in 2017.  At that time, Lindsey became a sales assistant for the broker/owner of Duncan Real Estate and continued to work on the marketing side of the business.  After six years of learning from and training under the broker/owner to really understanding the real estate business, Lindsey moved into a full time real estate sales position.  Her experience with Duncan Real Estate and also growing up in Manatee County gives her an edge in selling real estate and knowing the area.

Lindsey brings many avenues of experience with owning her own business in Manatee County, The Monogram Market.  She also worked for the Manatee Chamber of Commerce.   Making connections, building relationships, and working hard is what Lindsey is all about.

Lindsey has given back to the community in multiple ways.  She was voted onto the board of the Leadership Manatee Alumni and also served as president of the board.  Other boards she has participated on are Manatee Young Professionals, Manatee Chamber Membership Engagement Council, and the Anna Maria Chamber events board.  Lindsey loves to give back and to be involved and serve in the community in which she works and lives.  PACE Center for Girls and the Woman’s Resource Center hold a special place in Lindsey’s heart – whenever she can, she volunteers at fundraising events or gives of her time to help these local non-profits in Manatee County.

If you can’t find Lindsey out and about selling real estate, she is enjoying all activities island related!  Going to the beach, boating with friends, or watching the amazing sunsets of Anna Maria is what Lindsey loves to do.  She also enjoys spending time with her family and her significant other Bo!  Bo is a wonderful help to Lindsey with her real estate business!!

Let Lindsey put her experience and personality to work for you!  She will go above and beyond for her clients and will build a strong and trusting relationship with you as your realtor and friend.  Each real estate transaction is unique and so are the people that you work with – Lindsey will cater to your specific needs for a smooth and easy sale!  She is a premier Florida Real Estate Agent.

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Cell Phone (941) 737 3491
Phone: (941) 779-0304

Customer Testimonials

“I could tell right away that Lindsey was a knowledgeable professional.
Her friendly and businesslike approach put me at ease right away. She had the answers I needed to make the right decisions for my situation.
I would highly recommend her to do the same for you.”  Richard Heer, seller

“When I was looking to buy a house, Lindsey listened well to my needs, and provided a variety of choices meeting my requirements. When I selected a house, she guided me knowledgeably through the purchase process, including getting utility accounts in place smoothly. When I sold my previous house, she deftly fended off a number of ridiculous demands from a potential buyer, and managed to close the deal at a price acceptable to me.” Fred Camp, buyer

“Lindsey was instrumental is my mission to tour rental properties on Anna Maria Island, find one I loved and could afford, make an offer and set up financing all in the span of 4 days! I certainly couldn’t have done it without her expertise, drive, determination and knowledge of the local market. Thanks to Lindsey and Team Duncan, I now own a little piece of the dream! If you are buying or selling on the island you definitely need an agent on your side who knows all the quirks of this magical place. Go with the best, Lindsey Leech.” Karen Price, buyer

“Lindsey was instrumental in helping me find my home on Anna Maria island. I had basic requirements for my new home and Lindsey directed me to homes that fit my criteria. She was extremely responsive to my questions, and was available at all times. In a tight housing market, she was able to negotiate a good deal for me on my dream home. I highly recommend Lindsey to be your representative in any real estate transaction.” Bob, buyer

“Lindsey was our realtor when we bought our vacation home in Bradenton, FL. I have known Lindsey since the the 7th grade. She is smart, hard-working and she has excellent people skills; plus she knows just about everyone in Manatee County. Lindsey gave us top notch, expert service. I would recommend Lindsey Leech to all my friends and family.” Stephanie and Jon, buyers

“Lindsey was awesome to work with. We have worked with a lot realtors over the years and she is one of the best. She was very knowledgeable and hard working. She goes the extra mile to help you. She made it fun and exciting. We were so lucky to get her as a realtor but luckier to have her as a new friend. Thank you so much Lindsey!!!!!!!!” Jeff and Linda Pelham, buyer

“Couldn’t ask for a more responsive agent and it was even during her Wedding and Honeymoon. Great experience and will work with Lindsey again for sure.” Jason Berman, buyer

“Lindsey is awesome! She was always willing to go out and video walk through homes even though we were a few thousand miles apart. She never once balked at doing anything above and beyond and was a pleasure to work with. Hopefully we’ll be using her many more times to for friends and family alike.” Matt Barden, buyer

Paige Rogers

Paige Rogers

REALTOR®/ Property Manager

Paige Rogers has been in the Real Estate industry for 31 years specializing in property management, assisting buyers, sellers and investors.

Energetic. Passionate. Knowledgeable. All about the customer! Paige always believes that the customer’s needs and concerns are her number one priority. Her goal is to be available to her customers and to work with their best interest in mind.

Originally from Cincinnati, Paige relocated here to enjoy beautiful Anna Marie Island and spend time with family and friends that live in the area.

Paige loves walking on the beach, hiking, playing tennis, and horseback riding.

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Paige manages all annual rentals of Duncan Real Estate. If you are looking for an annual rental please give her a call at 513 382 1992.

Cell Phone: (513) 382-1992
Phone: (941) 779-0304

Customer Testimonials

“Exceptional coordination while selling and buying my homes…exhibited the highest standards of professionalism.”

“Going over and beyond the call of duty to assist me in purchasing my home. Paige is extremely responsive, efficient and thorough.”

“She epitomizes Customer Service, recognizes needs, provides coaching, assumes the burden of responsibility, communicates often and puts our interests first.”

“Your services provided by Paige were second to none.  We are extremely pleased with our experience with Paige and your company!  Thank you Paige” . The Green’s, buyers

Joey Hutchinson

Joey Hutchinson


An island native, Joey was born in Bradenton and grew up on Anna Maria Island where he enjoyed summers on the beach and fishing the backwaters of Tampa Bay in the winters. Joey now oversees the vacation rental operations and is a licensed sales agent. Before joining Duncan Real Estate, Joey played D1 soccer at the University of South Carolina where he earned a B.A. in economics with concentration on marketing. Upon graduation Joey spent a year in Los Angeles working for a marketing firm.

“Anna Maria Island is home, it always has been and the favorite part of my job is sharing the opportunity for others to have similar experiences that I had. In my spare time you can find me at the dog parks with my dogs or playing soccer on the beach. Anna Maria has a charm unlike anywhere I’ve been and having the ability to open my front door to the beautiful white sands is a dream come true. My focus is customer service and the acronym GSD which stands for “get sh!t done”.

Joey has gained extensive insight into the ins and outs of the vacation rental business and the local market. Whether you’re looking to buy/sell or just find the perfect property for a quick island getaway Joey is always a phone call away. Come see how Joey and the rest of our boutique office sets themselves apart from the competition.

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Check out my reviews

Cell: (941) 518-5585
Phone: (941) 779-0304

Customer Testimonials

Joey was great and we would recommend him. We will use him for our next home. Kendall and Julie, buyers

Joey did a very good job from the time we called about the property to closing. Friendly, professional, knowledgeable. Joseph and Toni, buyers

Katie Self

Katie Self


Katie grew up visiting Anna Maria Island her whole life! Born and raised in the Midwest, she knew early on that she wanted to attend college in Florida! She pursued her dream and is a proud graduate from the University of Florida with a degree in Accounting.

Katie has always shared a passion with Real Estate with her mother, Pat Short, and they decided to follow their dream and are excited to be in Real Estate together and work as a team.

She lives in St. Petersburg but visits Anna Maria often with her husband and one year old daughter now that her parents live here full time. Their “home away from home” is definitely AMI! Katie is excited to represent Duncan Real Estate on AMI as well as in St. Petersburg and looks forward to helping clients find their new home!

Katie loves to run and has done numerous half marathons as well as the Chicago marathon!  She enjoys decorating and has a talent for seeing a good investment in a home! Katie is active in the St. Petersburg Junior League and numerous neighborhood events.

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Cell Phone: (248) 613 3674
Phone: (941) 779 0304

Robyn Hawk

Robyn Hawk


Robyn and her family moved to Manatee County from the Midwest in 2012.

Born and raised in Indiana, she has loved vacationing in Florida for many years. Robyn has a BS in Marketing & MBA in Management from Indiana Tech, and over 20 years of sales experience. With 10 years of her experience in the Mortgage Industry, she has a wealth of knowledge to help her buyers and sellers feel confident in their housing transaction.

Robyn has a passion for real estate and she focuses on the highest level of customer service to make home buying & selling comfortable and low stress for her clients. She is very analytical and excited to help you find the right investment property, upgrade to your dream home, or maximize your home selling potential!

She loves the natural beaches and small town vibe of Anna Maria Island, so working on the Island makes every day a little bit like a vacation! She also has a passion for music, so you can often find her at one of the local hot spots listening to a band by the beach after work.

Let’s have fun buying & selling real estate!

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Cell Phone: (574) 303-9385
Phone: (941) 779 0304

Customer Testimonials

“We were extremely satisfied working with Robyn. She was patient and went out of her way to help us. Couldn/t ask for a better experience.” Mark and Maria, buyers.
“Robyn did a fantastic job!” Layne, buyer

Nancy Howle

Nancy Howle


I grew up on Anna Maria Island and went to Anna Maria Elementary. My family built a home in Holmes Beach in 1951 where there used to be an airport. My Dad had a plane that was stored under our house that was custom built by Holmes Construction, owned by one of the first island settler families.

I moved to Georgia in 1980 but have always stayed in touch with the island and lived or visited here all my life.

In 1987 I became a realtor and have lots of experience in residential real estate working with buyers,sellers,builders,veterans,and first time buyers. Over the last 32 years I have earned numerous awards and was a Vice President with Meybohm Real Estate which is the largest firm in the Augusta, Georgia area.

Let my experience as an island native and my love of this special place go to work for you.

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Cell Phone: (706) 373 1862
Phone: (941) 779 0304

Customer Testimonials

“We were blessed with such a wonderful buying experience. Nancy was absolutely amazing.” Terrance and Samantha Payne, buyers

Bill Romberger

Bill Romberger


Years of small business ownership and professionalism has shaped Bill’s approach to real estate.  He and his family owned and operated the Tropic Isle Inn in Bradenton Beach for 12 years, transforming this island eye sore into one of the leading boutique hotels on the Island, leaving a lasting mark on the island accommodations industry. Living and working on the island he and his wife were married and had their three children on the island.  During his ownership of the Inn Bill became a founding member of the Anna Maria Island Chamber of Commerce as well as a Board of Directors, sat on the Island Scenic Highway Committee and engaged in numerous community activities with other islanders.

He and his family decided to sell the Inn a few years back and moved to Charlottesville, VA to be closer to his wife’s parents and raise their three children.  In Virginia, he spent most of his time honing his skills in design, restoration, and construction remodeling a historic 1840’s home and fulfilling his wife’s dream of owning and operating a women’s clothing boutique.  Never losing touch with the island and spending all summer vacations here, in 2019 the time had come for Bill and his family to permanently move back to AMI. He reconnected with old friend and business associates and now is a proud agent for Duncan Real Estate.

With integrity, humility, patience and detail, Bill’s hands on approach is appreciated.  His experience in design, build, organization, finance and all aspects of real estate are vast and combined with his integrity, humility, patience and detail will be extremely helpful to his customers.

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Cell Phone: (941) 504 7821
Phone: (941) 779 0304

Mary Anne Muniz

Mary Anne Muniz


Mary Anne’s career in real estate began with the hands-on experience of moving 13 times and living in 8 states across the Northeast, South, Midwest, and West. This unique experience has provided her with perspective on several markets and , most importantly, where her clients are coming from or headed to in the future. Since becoming a real estate agent Mary Anne has owned a vacation rental property on Anna Maria Island and has now become a full time Islander.

In addition to real estate, Mary Anne was also the founder of a professional organizing and services business in the greater Chicago area. During the last several years she has enjoyed helping others with staging their home to sell, home edits, design ideas or getting professionally organized. She loves the whole process of finding great homes, negotiating the best outcomes, and helping create a vision of possibilities for her clients.

Mary Anne learned from experience that real estate is a complex business, but the process doesn’t have to be. Mary Anne is known for integrity, persuasive negotiation skills and sincerity in all of her dealings. She always strives to be someone in whom her clientele and colleagues can place their trust.

Growing up in New Jersey with her six siblings and large extended Italian family she knows how important traditional values are and she incorporates these into her approach and treats everyone like family.

When Mary Anne is not helping clients, she enjoys spending time with her family and enjoying all that AMI has to offer.

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Cell Phone: (651) 470 7020
Phone: (941) 779 0304

Ellen Quigley

Ellen Quigley


Ellen Quigley grew up in Connecticut, and then moved to Anna Maria Island in 1989. She has worked diligently as a bookkeeper for over twenty years before joining Duncan Real Estate in 2009.

When Ellen is not hard at work, she enjoys spending time with her children and on her favorite hobby of photography in finding wonderful subjects in Manatee county’s preserves, parks, beaches and our Florida weather scenes.


Phone: (941) 779-0304
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Real Estate

Searching for Anna Maria Island Real Estate, a Northwest Bradenton home or Longboat Key waterfront property?

Simply put, owner Darcie Duncan is an Anna Maria Island native. She possesses an unparalleled understanding of the Florida Gulf Coast culture, its history, growth and development. Darcie has assembled the finest team of real estate professionals this side of the Gulf of Mexico and has solid, long lasting relationships with local attorneys, lenders and title companies. Nowhere else will you find a company as dedicated as Duncan Real Estate in providing complete satisfaction in all your real estate needs. Period.

Your Anna Maria Real Estate Experts

Duncan Real Estate specializes in all phases of buying and selling Bradenton Beach and Holmes Beach real estate and Anna Maria homes for sale. Whether you’re looking for an Anna Maria Island condo, private waterfront property directly on one of our beautiful white sand beaches, or a Holmes Beach bungalow, Team Duncan is committed to bringing you the best in service and satisfaction. Ask us about our distressed property and short sales.

We maintain Anna Maria Island’s largest selection of residential and commercial real estate for sale and a diverse selection of large and small beachfront and “in town” rental homes. We also provide professional, comprehensive property management services.

For newcomers or rental property owners, Duncan Real Estate can provide referrals for tried and tested service providers, i.e. handymen, inspectors, pool maintenance companies, cleaning and landscape services, and more. Duncan Real Estate takes pride in creating business-to-business and business-to-owner relationships that work toward building mutually beneficial and long-lasting partnerships. And this translates into top service for our clients.

Team Duncan’s Commitment to You

We consider ourselves partners with all our clients, investors and primary residence owners alike. We’ll communicate with you on a regular basis. We’ll set showing appointments, provide feedback and keep you informed of changes in market conditions that may affect your pricing or timing.

We keep buyers apprised of new listings and new opportunities and we specialize in finding the best options for a buyer’s budget. For sellers, we advise you on the best practices for readying your home for sale and setting correct pricing based on market conditions. During challenging market conditions, we put our resources to work to negotiate short sales with lenders and are experts in successfully bringing buyers and sellers together.

Duncan Commercial Real Estate Brokerage

When it comes to commercial real estate services, Duncan Real Estate has it covered! We can help you with the sale or lease of your commercial property, buying or selling a business or finding office space for your business.

Duncan Real Estate specializes in providing free brokerage analysis and specialist identification to assist owners in teaming up with the best brokerage referral specialist for their specific land use. Our fees are not paid by the property owner. Instead, they are paid by the commercial brokerage for providing the chance to work with the commercial property owner.

In short, Team Duncan’s commitment is to provide you with the best, most attentive and satisfactory service for all your real estate needs.

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Anna Maria Island Vacation Rentals

Duncan Vacation Rentals is your Anna Maria Island vacation rentals expert, servicing the Florida Gulf Coast island cities of Anna Maria, Holmes Beach, Bradenton Beach, Longboat Key, and the surrounding area.

Anna Maria Island Vacation Rentals

Since 2001 Duncan Vacation Rentals has managed hundreds of vacation rental properties along the West Coast of the Gulf of Mexico. We offer a large selection of charming cottage hideaways, canal homes with deep water access, spacious or intimate pool homes and mainland accommodations. Our website availability is always 100% accurate to find the vacation home that meets all your traveling needs.

Anna Maria Island Vacation Rentals

Start exploring your next Anna Maria Island getaway

Accommodations For A Perfect Florida Gulf Coast Vacation!

Duncan Real Estate distinguishes itself from other Anna Maria Island vacation rentals with our personal touch. Experience the Duncan difference and find out why many of our guests return year after year. We strive to make your Anna Maria vacation the best one yet. As you begin to plan your Anna Maria Island vacation, it starts with ease over the phone where you talk to one of our local vacation rental agents that know all the properties and can help plan your trip. If you prefer online booking, start the reservation process by searching for your perfect Anna Maria Island getaway.

Don’t Miss out on Anna Maria Island Vacation Rentals Deals!

Make sure to browse our Online Specials. Duncan Deals are changing often and you do not want to miss a good deal! If you like to keep up to date with all Duncan Real Estate and Anna Maria Island news, sign up for our newsletter. Be the first one to know what is happening on beautiful Anna Maria Island!

New properties join our program all the time, so be sure to check out our Featured Vacation Rentals for the latest additions. Oftentimes introductory rates with special pricing are offered on the brand new Anna Maria Island vacation rental properties.

Anna Maria Island Vacation Rentals Duncan Benefits

Duncan Vacation Rentals cooperates with island vendors to ensure you have everything you need while in paradise. Check out our Duncan V.I.P. perks and use your Duncan Real Estate guest promo code to enjoy special pricing while you are on your Anna Maria Island vacation!

Upon check in, we provide you with arrival information in addition to the guest handbook in every property. Find useful information about the house and Anna Maria Island. If you encounter any concerns during your stay, Duncan Vacation Rentals has their own maintenance staff to address your issues. Just give us a call and we are happy to help!  Our emergency line is open 24/7. We encourage our guests for feedback on their stay with a short guest survey. This ensures us and our owners that we provide the best service possible.

Our return guests love the repeat discount! Be sure to mention it when you book with Duncan Vacation Rentals again.

Contact one of our professional vacation rental specialists today! We love to help you plan your perfect Anna Maria Island vacation getaway on the Gulf of Mexico. There’s nothing quite like walking out your front door and finding yourself toes deep in the magnificent white sand of our shoreline. Duncan Vacation Rentals is ready to serve your every beach holiday need, call today 941-779-0304 or email us.

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Duncan Deals

Grab one of the Duncan Deals for a great Anna Maria Island getaway!
Save with discounts, promotions and other special offers!  Team Duncan is looking forward to welcoming you on beautiful Anna Maria Island!

Relaxed Duncan Cancellation Policy

During Covid-19 Duncan Real Estate offers a relaxed cancellation policy in case of a vacation rental shutdown in our area for your booked arrival date. We offer a postponement option of your reservation for up to 12 months with adjustment of fees for the newly selected booking period. Make plans to see the sea and start your search here!

Special Summer 2022

Stay at “Our Great Escape“!
Stunning 4 bedrooms, canal front
on North end!
New pricing! Don’s miss out!

Call or book online!








Fun N Sun

1 bedroom in Runaway Bay #283.
Pool, Tennis, Shuffle Board
Enjoy $100/week discount for May 2022!

Call or book online now!




Bayside Bliss Last Minute!

2 bedroom home with huge lanai.
North end. close to bay and piers.
Enjoy $100/week discount for May/June 2022!

Call or book online now!

Featured Properties!

Duncan Vacation Rentals constantly adds new properties to our rental program.  Be the first one to browse the latest additions and enjoy introductory pricing where offered!


Duncan V.I.P. Perks!

Stay with Duncan Vacation Rentals and experience Duncan V.I.P. perks with our preferred vendors.

Mention the promo code that you will receive with your rental confirmation and save!

Never miss a Promotion!

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Coming back to AMI?

We truly appreciate our guests and offer a 5% return discount (does not stack with other discounts or promotions). Browse our inventory to get started on your next Anna Maria Island adventure and call to book your next stay with Duncan Real Estate!

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Property Management

Rental property has traditionally been an excellent investment choice in combination with experienced property management. Today, however, when the market has shown volatility and some contraction, it is vitally important that investors rely on the supervision of knowledgeable, licensed professionals to protect the property’s value. Duncan Real Estate under the leadership of owner and life long island resident Darcie Duncan understands the value of beach and mainland property investment. Her experience in real estate spans well over 2 decades and she is supported by a dedicated team of real estate professionals.

The Duncan principals and managers keep a careful watch on trends and changes in renter behavior and serve their company’s investor clients with great detail. As a local provider of rental properties, Duncan Real Estate has a responsibility to its immediate community. This determination to keep rental property a wise investment and a profitable one for the area means that customers receive top advice, excellent property management service and a strong pledge of commitment.

Duncan Real Estate Property Management

Duncan Real Estate offers Vacation Rental Management and Annual Management.

We will provide:

  • Inspection and evaluation of property for maximum income by certified and licensed professionals.
  • Recommend improvements to attract and keep tenants, including staging of your rental or home (when it becomes available for sale).
  • Listing in MLS under “rental properties,” including photographs, floor plans and a virtual tour, if available.
  • Internet exposure via and, the preferred real estate search engine for consumers with links to international and national audiences and web sites.
  • On-line reservation system for easy consumer access.
  • On-line owner accounts allowing investors to check on property status and availability.
  • Provide approved Florida leases and documents required by law.
  • Screening of annual tenants through credit, legal and criminal record searches.
  • Access to licensed sales associates via Broker Owner Darcie Duncan of Duncan Real Estate, who can list your property if and when you decide to sell.
  • Access to Duncan Real Estate Realtors who often search for rental opportunities when clients are in the process of buying rental, primary or vacation rentals on Anna Maria Island, Manatee County, or close-by environs.
  • Monthly on-line statements and accounting for owner review
  • Collect and remit State and local taxes on short term rentals.
  • Oversee maintenance when required; oversee renovations between tenants.
  • Provide on-line year-end statements for tax purposes.

Team Duncan is looking forward to working with you.



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    Welcome to Anna Maria Island!

    Anna Maria Island is a quaint 7 mile barrier island on the Gulf of Mexico coast in Florida. It has become a popular vacation destinations and features beautiful white sandy beaches. Three small cities blend into each other with a mix of residential areas and restaurants and boutique style shops.

    There are a multitude of cultural arts events, museums and festivals that abound on and around Anna Maria Island. the surrounding areas enjoy more than its share of outdoor recreational opportunities. White sandy beaches, sparkling blue water, boating, fishing, golf, big league sports and more ensure that Anna Maria Island and Manatee County’s visitors and residents enjoy year-round entertainment.

    Because Anna Maria Island is surrounded by water and Manatee County is threaded by various waterways, boating and fishing are some of its most popular activities. There many marinas and boat ramps available to serve this thriving pastime, making it easy for anglers and boaters to access the Gulf of Mexico, not to mention the region’s bays, rivers and bayous.

    The gulf coast and inland waterways provide fertile fishing grounds for such tasty favorites as pompano, flounder, redfish and trout. The Gulf of Mexico yields larger catches, including grouper, tarpon, mackerel and kingfish. For those who prefer to fish from more solid ground, Anna Maria Island offers a host of public fishing piers, including the Anna Maria City Pier at Pine Avenue and the Rod n’ Reel Pier on Bay Boulevard in Anna Maria. Fishermen of every skill level can also take advantage of the Manatee Beach Fishing Pier located on Gulf Drive in Holmes Beach and the Bradenton Beach Fishing Pier at Bridge Street. And the county is also proud to claim the world’s longest fishing pier, extending more than mile and a half out from one side of the old Skyway Bridge!


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    Visual Aid Options