Anna Maria Island Getaway

10/16/2026

Fall in love with a different kind of autumn. Make room for a few days on Anna Maria Island, a change of scenery and time with your favourite people. Choose your dates and guest count, explore AMI Getaway's rentals and find the stay that fits your fall plans.

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/15/2026

A stay worth talking about. Hear what recent guests loved about their AMI Getaway escape, in their own words. Ready to make island memories of your own? Choose your dates and guest count and find the space that fits your next getaway.

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/13/2026

Breakfast at home. Lunch packed for later. Unit 3’s fully equipped kitchen gives you the choice to keep part of the day simple before heading out. Bring your favorite breakfast ingredients, put the coffee on and make a plan that suits your pace. Explore each rental’s current kitchen and amenities when choosing your home base.

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/09/2026

An island date to save: BayFest is Saturday, October 17, from 10 AM to 9 PM on Pine Avenue in the City of Anna Maria. Build a day around the festival, then leave room for the rest of your island plans. Check the Chamber’s event listing for updates before heading out.

Official BayFest listing:
https://annamariaislandchamber.org/event/25th-annual-bayfest/

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/06/2026

Bring dinner outdoors without turning it into another outing. AMI Getaway’s shared tropical courtyard has seating and dining areas, with gas grills for guests. It gives the time between beach visits a place of its own, whether you are eating together or catching up over a drink.

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/02/2026

One less thing to fit in the car: AMI Getaway supplies beach chairs, beach towels and a beach umbrella with each unit, with shared beach wagons available on site. Check the current amenities for the rental you choose, then leave a little packing space for the things that make the trip yours.

Explore rentals and check your dates:
https://amislandgetaway.com/accommodation/

10/02/2026

The 25th Annual BayFest returns to Pine Avenue in Anna Maria on October 17, 2026, with music, classic cars, food and vendors.

09/30/2026

Spend less of the day hunting for another parking spot. Route 5 is fare-free and follows Gulf Drive between the north end and Coquina Beach. Choose one place to park, then use the trolley for the next leg of the day. Service is currently about every 20 minutes, but check the live route before boarding for current timing and stops.

Save this idea for an easier island day.

09/29/2026

A Wave From It All gives up to four guests one bedroom, one bathroom, two beds, and a private screened lanai. That extra outdoor room creates an easy place for morning coffee, a quiet break, or winding down after the beach. See the real space before deciding whether it fits your stay.

Tour the rental and check current availability: https://amislandgetaway.com/accommodation/a-wave-from-it-all/

09/27/2026

Fly into SRQ! It's an easy ride to Anna Maria Island Getaway.

Allegiant has 32 scheduled departures from Sarasota-Bradenton International Airport September 24–30, 2026, serving 15 destinations.