Duncan Deals - Duncan Real Estate - Vacation Rentals

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!

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!


SAVE $250 October 2019 Special!

Book these selected properties and save $250 off the rental fee for any October 2019 arrival:
Island Priva-Sea, 3 bedroom, private pool, canal front, North end
Lazy Hammock, 3 bedroom, private pool/spa, canal front, North end
AMI Beach Home, 4 bedroom, private pool, very close to beach
Pier to Pier Paradise, 4 bedroom, private pool, Tampa Bay views
Seagrass Retreat, 5 bedroom, private pool


Duncan Vacation Rental Pleasant PalmsDec 2019 – January 2020 $100/night 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!


Stay 1 week for free at Cay 107!

Book 21 nights in December 2019, 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!


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!


Save $250 for Jan 2020 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 DealLast Minute Specials 2019!

Select properties offer a Last Minute Deal for any October 2019 arrival. Take 10% off the rental fee!
(New reservations only, discounts don’t stack)

Call or book online at the discounted rate!


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!


*NEW! Salty Turtle

This charming, ground level three-bedroom home is West of Gulf Drive and just a very short walk away from the sugar white sands of Northern Holmes Beach. Spend a memorable island vacation in this well appointed house that offers a private heated pool, 2 sitting areas and garage parking.
Take 10% OFF the rental fee for any October 2019 arrival!

Call or book Salty Turtle online!

*NEW! Lazy Hammock

Lazy Hammock has it all! This 3/3 home sits on an oversized canal front lot with lush gardens, private pool and spa on the prestigious North end. Let tranquillity surround you for a relaxing island vacation. Short stroll to the beach through quiet side streets!
Take $250 OFF the rental fee for any October 2019 arrival!

Call or book Lazy Hammock online!


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.