Newly Listed

43 properties available

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolHurrica

Anna Maria Island Beach Palms 6B

2 BR 2BA Condo

$151^.00 - $516^.00 / per night

HOT 25

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach 3

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach 4

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

2 BR 2 1/2 BA Condo

$150^.00 - $527^.00 / per night

Anna Maria Island Beach Sands 201

2 BR 2BA Condo

$276^.00 - $939^.00 / per night

HOT 23

Anna Maria Island Beach Palms 2B

2 BR 2BA Condo

$189^.00 - $645^.00 / per night

HOT 30

Anna Maria Island Beach Waves

2 BR 2BA Condo

$206^.00 - $705^.00 / per night

HOT 20

Anna Maria Island Beach Palms 5B

2 BR 2BA Condo

$189^.00 - $645^.00 / per night

Steps to the beautiful white sand beach and turquoise waters of the Gulf of Mexico this 2nd floor house is DIRECTLY ON THE BEACH!As you walk out the door and sink your toes into the sand of our award winning beach your perfect Anna Maria Island vacation begins.This Gulf Front house has sliding glass doors and large windows that perfectly frame the

HOT 51

Anna Maria Island Beach Watch

1BD 1BR

$2,109^.00 - $7,169^.00 / per night

The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota

HOT 25