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 Deal10% Last Minute Deal!

Take 10% off the rental for any 2018 arrival! What is better than ending the year on Anna Maria Island? Find your island getaway here!
(New reservations only, discounts don’t stack, some properties require owner approval).

Click here for all Duncan Deals!


Snowbird Special January 2019!

Stay longer, pay less! Book 4 weeks for the price of 3 for the month of January 2019!  (New reservations only, discounts don’t stack, some properties require owner approval).
Take your pick and call for final pricing!

1 bedroom: Minnow 1
2 bedrooms: Gulf Watch 204, Bridgeport 207, Surf Rider’s Cottage, Paradise Cottage, Eureka
3 bedrooms: Pelican’s Nest, Flamingo’s Nest, Coral Beach

Duncan Vacation Rental Pleasant PalmsPleasant Palms 50% OFF HOT DEAL!
Book Jan/April/May 2019!

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. Take 50% off the rental fee and pool heat for open dates until May 18, 2019!
Call to book  Pleasant Palms for the special pricing!


Escape the Cold! New pricing Jan/March 2019!

Luxurious views of the bay and just 285 ft to the white sand beaches of Bradenton Beach. Bay Winds 113 is a 3 bedroom, 3 bathroom townhouse style condo.
Only $125/night Special. 28 night minimum. Book now!



Introducing Beach N Lake House!

Bring your fishing poles and flip flops! Relax at this brand new 3 BD/3 BA vacation rental on Spring Lake in Holmes Beach. Spacious, serene views and within a short walk to the beach. Close to  island trolley. 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.