Anna Maria Island Vacation Rentals - Duncan Real Estate

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Real Estate Sales

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

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.

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


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.

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.

Vacation Specials

Last Minute Duncan Deal20% OFF January Special 2019!

Take 20% off for a weekly rental for any January 2019 arrival! Find your island getaway here!
(New reservations only, discounts don’t stack, some properties require owner approval). Call to book for the discounted rate!
Click here for all Duncan Deals!


Duncan Vacation Rental Pleasant Palms50% OFF HOT DEAL 2019!

Don’t miss this great offer for remaining dates through May 18, 2019! Pleasant Palms is a spacious 3 bedroom, 2 bath home with private, covered pool area. Easy access to White Ave Beach and free trolley. Beach cart, 2 bikes. 28 night minimum.

Call to book Pleasant Palms  at 50% off the rental fee and pool heat!


JAN and MARCH SPECIAL at only $125/night!

Bay Winds 113 is a 3 bedroom, 3 bathroom townhouse style condo.
Luxurious views of the bay and just 285 ft to the white sand beaches of Bradenton Beach. Book now!






Take 15% off through March 9, 2019!

Starfish House, wonderful duplex with private sitting area by the shared pool. Heat included. Take 20% for January 2019 and 15% off the rental fee for open weeks in February through March 9, 2019.
Call to reserve at this discounted rate!






Save 10% for March 2019 arrival!

Seas the Day is a gorgeous newly remodeled 2 bedroom 2 bath pool home located in Holmes Beach. Enjoy your morning coffee or dine on the back screened in patio with plenty of outdoor seating and instantly relax taking on the island lifestyle. Stroll to the beach or enjoy the backyard with lush landscaping surrounding a beautiful pool. 28 night minimum. Book all March 2019 for a fantastic beach getaway!



Introducing Canario Cottage!

Enjoy the best of the North end at this beautiful, elevated 3 BD/3 BA vacation home! Relax at your private pool oasis, stroll down Magnolia to the bay side or the stunning Gulf beaches. Shop, eat, visit Historic Pine Ave! March 2019 weeks open! Book now!

Click here for more Featured Duncan Vacation Rentals!


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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.

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