Anna Maria Island Vacation Rentals - Duncan Real Estate

Buy a Property

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

Sell Your Property

Want to know what your home is worth? The selling process begins with a Duncan Real Estate expert.

Vacation Rentals

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


Since 2001 Duncan Real Estate has satisfied those desiring a superbly relaxing Anna Maria Island Vacation and those who have decided to purchase a little bit of the paradise that is Anna Maria Island. For homeowners, we offer comprehensive, year round Anna Maria Island property management services. Our dedicated team will provide total peace of mind when you’re away from your island home.

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.

Call for our last minute specials for April and May arrivals!
Planning ahead? Back to School Special for Oleander and Pier to Pier! Take 15% for Aug 4 or Aug 11 arrival!
Click here for other Duncan Deals!

Featured Duncan Vacation Rentals

Be one of the first guests to stay at these brand new rentals with Duncan Real Estate! Some offer introductory pricing. Please click on the links for more information.

Bodacious Oasis
Stunning 4 BD/2.5 BA home with private pool. Enjoy the Florida lifestyle inside and out with splendid furnishings and entertainment features. Comes with beach equipment. Quiet side street on North end. 14 night minimum.

Ebb Tide
Take advantage off introductory rates!
Island charmer ground level 3 BD/2 BA house with private pool.
Hop on free trolley or discover quaint island shops and restaurants close by.

Pier to Pier Paradise
Luxury 4BD/4.5BA home w/ heated pool & spa and amazing water views of Tampa Bay! North of Pine Ave.

Take advantage off introductory rates!
Adorable 2BD/1.5BA cottage that is steps to the beach, bay and Bridge Street in Bradenton Beach!

Nautilus – 104
2BD/2BA poolside condo that is west of Gulf Drive with private outdoor patio!

Coral Beach
3BD/2BA private home w/ heated pool/spa and a just a stroll to the beach and downtown Holmes Beach!  Darcie has even stayed here!

AMI Du Soleil
 “Friend of the Sun” 3BD/3BA home w/ one of the largest pools on the island!  North of Pine Ave!

Enjoy views of the gulf and bay from this 2BD/2BA well equipped condo in Bradenton Beach!

Browse Duncan Vacation Rentals


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.

Browse Properties for Sale

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