Duncan Deals - Anna Maria Island Vacation Rentals - Duncan Real Estate

Duncan Deals

Grab one of the Duncan Deals for a great Anna Maria Island getaway! Save with discounts, promotions and other special offers!  Team Duncan is looking forward to welcoming you on beautiful Anna Maria Island!

Sunset Bliss Introductory Special!

Indulge in endless water views from this spacious second story Gulf front condo! Elevator, 3 bedrooms, beach side sitting area and views from almost every room make this a fantastic island getaway! Don’t miss the introductory special for Feb and March 2020! 28 night minimum.

Call or book Sunset Bliss online!


15% OFF November and December 2019

Book a week at Sunkissed during November and December 2019 and enjoy this 3/2.5 BD/BA home with private pool at 15% OFF the rental fee.
Thanksgiving week included!

Call or book Sunkissed online!


Canario Cottage PoolYear End 20% OFF Special!

Stay any week in 2019 at Canario Cottage and save 20% off the rental fee! This 3/3 elevated home with private pool is in a great North end location. New master bathroom! Enjoy the bay or Gulf side beaches and be within minutes of all the shops and eateries along historic Pine Ave!

Call or book Canario Cottage 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!


Save $250 at Cayman Cay 201!

Stay 4 weeks in January 2020 and save $250 for a rental fee of $3750! This 2/2 condo is beautifully updated and located just across the street from the white sandy beaches of Anna Maria Island! This spacious second floor rental invites to a Enjoy a fantastic beach vacation in this spacious second floor with covered parking and a heated pool in the complex.

Call to book Cayman Cay 201 now!


Last Minute Duncan Deal10% Last minute 4+ bedroom Specials!

Take 10% off the rental fee for 2019 arrival! (excluding holiday weeks, new reservations only, discounts don’t stack) Call or book online!
4 bedrooms:
Bodacious Oasis

Pier to Pier
West O’Gulf


5+ bedrooms:
Palma Sola Paradise
AMI Beach Fun
Seagrass Retreat

Stay 1 week for free at Cay 107!

Book 21 nights in June or July 2020 and add one additional week for free!
This lovely, ground level 2/2 condo is just a short block from the beach and has a shared pool.

Call to book Cay 107 now!


Short Stay Specials!

Just staying a few nights?

Search here for 3 nights through December 20th, 2019!



Featured Properties!

Duncan Vacation Rentals constantly adds new properties to our rental program.  Be the first one to check out the latest additions and take advantage of special offerings like introductory pricing. They will not last forever!

Click here for the list of all featured properties!




*NEW! Blue Coconut Bungalow

Fabulous new 3 bedroom vacation home with pool and spa oasis and no streets to cross to the beach! Close to fabulous Holmes Beach restaurants, bars and boutiques. Seasonal dates 2020 are available! Don’t miss out on this great tropical island getaway!

Call or book Blue Coconut Bungalow online now!

VIP Duncan Vacation PerksDuncan V.I.P. Perks!

Stay with Duncan Vacation Rentals and experience Duncan V.I.P. perks with our preferred vendors.

Mention the promo code that you will receive with your rental confirmation and save!




Win a Duncan Tumbler!

Book your vacation with Duncan Real Estate and enjoy a great island getaway! We stride to make your holiday the best one yet with lots of memories to take home.

Please take a moment and fill out a guest survey about your vacation experience. It will be entered in our monthly drawing for your Anna Maria Island souvenir!

Get started here!


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 (does not stack with other discounts or promotions).

Browse our inventory to get started on your next Anna Maria Island adventure!




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