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Anna Maria Island Long Stay Rental Specials

If your searching for a longer stay on Anna Maria Island then you have found the place.  Our Monthly Rental page provides properties that require a one month rental minimum and normally you will find at a discounted rate as compared to Anna Maria Island Vacation rentals that are offered nightly or weekly.  All our vacation rentals provide Wi-Fi to allow for remote work if you are able to take advantage of work from home, or in this case, work from paradise.  

In some cases multiple month stays may allow for a pet so please speak with our staff if you have found the perfect Anna Maria Island Vacation Rental but need to bring along your furry friend. We would love to host your long term stay on Anna Maria Island.  View our long term specials below, we would love to host your long stay on Anna Maria Island!

If you have any questions or are not quite sure what you're looking for - please feel free to call the office at 877-778-6066 or click "chat" in the lower right-hand corner!

  • 10 properties returned
  • Sort by: Beds
    • 3
    • 2
    • Pool
    • Sleeps 6
    • 14 Views
    • 3
    • 3
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 24 Views
    • 3
    • 3
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 63 Views
    • 3
    • 3
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 20 Views
    • 3
    • 3
    • Pool
    • Sleeps 6
    • 14 Views
    • 3
    • 2
    • Pool
    • Sleeps 6
    • 8 Views
    • 2
    • 2
    • Pool
    • Sleeps 4
    • 382 Views
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 51 Views
    • 2
    • 2
    • Pool
    • Sleeps 4
    • 14 Views
    • 1
    • 1
    • Pool
    • Sleeps 4
    • 28 Views

Stay Longer, play longer, pay less!  These are Island Real Estate Vacations long stay special properties.