Duncan Deals - Duncan Real Estate - Vacation Rentals

Duncan Deals

Duncan Deals are hot like the Florida sunshine! Take your pick and enjoy island life!

August/September 50% discount value!

Stay longer, pay less! Pleasant Palms offers 50% off the rental fee for a month long stay through Sep 29, 2018! Enjoy the sunshine and pool area in this 3 bedroom, 2 bathroom house.

Fall Rollback Special Sep 8-Nov 16, 2018!

Stay with up to 8 on the North end at AMI du Soleil 3/3 plus den pool home and enjoy fall rollback pricing.

Rollback Special Through Dec 21, 2018!

2 bedroom condo, pool getaway at great pricing: Sandy Pointe 109

25% Fall Savings!

Stay at Cayman Cay 107  and save through Dec 21, 2018!

Snowbird Special January 2019!

Stay with up to 8 on the North end at AMI du Soleil 3/3 plus den pool home and enjoy the Snowbird special from Jan 5- Feb 2, 2019.

Looking for 2019?

Please ask about our monthly long term winter specials. Many owners offer long term discounts.

Introductory Rates!

Be one of the first ones to stay at our newly offered properties!  Take advantage of our introductory pricing!


This great property offers a great central location, private pool with covered sitting area, splendid interiors and comfortable beddings. Grab your family or friends of 6 and enjoy a wonderful island getaway. Even better at special pricing through Nov 16, 2018!


West O’ Gulf 
Spectacular 4/2 home with private pool on Park Ave sleeping 8. West of Drive and within steps of the beach and walking distance to Pine Ave shops and restaurants. Enjoy three levels of comfort and fun with all new appliances, six TVs, ping pong table and heated pool!

Paradise Cottage
Fall in love with this lovely and colorful two bedroom, two bath home with private pool located just two blocks from the beach at Bean Point or one block to Historic Rod & Reel Pier! This charmer is the perfect spot for visitors who want the private, residential ambiance of the north end of Anna Maria Island.

This 2 bedroom home is just a stones throw to the Gulf Drive Cafe and the white sand beaches of Anna Maria Island. The property has been recently updated with new appliances and fixtures, TVs in the living room and both bed rooms plus futon. Enjoy the beach, wash off the sand in the outdoor shower and relax in the hot tub on the deck! Sleeps 5.

Sandy Toes at Bay Watch
This beautiful 2 bedroom, 2 bathroom condo with views of the bay is just a 2 minute walk to the beach! From the balcony and living area there is a view of the bay and glimpses of the gulf. The Baywatch complex also has a shared heated pool and a private dock for fishing and relaxing.

Win a Duncan Tumbler!

Book your vacation stay with Duncan Real Estate and fill out the guest survey to enter our monthly drawing for your island souvenir!

Coming back to AMI?

We truly appreciate our guests and hope to see you coming back to the island. Please contact our vacation rental team to book your next stay with Duncan Real Estate. Our return guests enjoy a 5% discount.



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