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 Cancellation!

Jan 31-Feb 14, 2020 OPEN!
Enjoy gorgeous Gulf views from this 2 bedroom Water’s Edge condo! All brand new appliances, furniture, art, large community pool! The king and queen bed are ideal for traveling couples.

Call 941-779-0304 or book Water’s Edge 110 N online!



Last Minute Cancellation!

March 2020 OPEN!

Gorgeous 3 bedroom Westbay Point condo with water views!
Don’t miss out on this fantastic island getaway.

Call 941-779-0304 or book Westbay Point 133 online!


Last Minute Cancellation!

Feb 29-March 14, 2020 OPEN!
4 bedroom beauty with private pool, Tampa Bay views! Great location on the popular North end close to the bay and Rod n Reel Pier!

Call 941-779-0304 or book The Oleander House online!



Last Minute Cancellation!

Feb 29-March 14,2020 OPEN!
3 bedroom ground level home, across Bean Point.

Call 941-779-0304 or book Seascapes  online!




Makeover Special!

Take advantage of lower rental fees while they last!
2 bedroom, 2 bathrooms with fantastic back yard pool oasis! On the North end, close to the Bayfront park and Rod ‘n Reel Pier.

Call or  book North Bay Cottage online!



Last Minute Duncan Deal

Still looking for January 2020?

Start the year on Anna Maria Island and save 10% off the rental fee!
(new reservations only, some properties excluded, no stacked discounts)

Call or book online!



Duncan Vacation Rental Pleasant Palms$100/night January 2020 Special!

Stay at Pleasant Palms for $100 rental fee per night and 50% off the pool heat. 3 bedrooms, screened in lanai, private pool. Even comes with a beach and 2 bikes. Call for availability.

Call to book Pleasant Palms now!



This image has an empty alt attribute; its file name is sunshine2.jpgShort Stay Specials!

Just staying a few nights?
Please call our office for properties that accept short stays.

Click here for all Duncan Deals!



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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.