Anna Maria Island villas

Choose from 102 villa rentals in Anna Maria Island. Take the family on a fun-filled trip to Holmes Beach or discover other well-known cities like Bradenton Beach and Anna Maria. Wherever you’re going, Vrbo has character-filled properties in stunning and sought-after locations.

Where you stay, when you want to travel and the length of your trip will influence the price of a villa rental in Anna Maria Island. Enter your travel dates on Vrbo to easily compare properties and then lock in the right one for you.

Think about visiting in January, when the temperature ranges from around 14ºC (57ºF) to 19ºC (66ºF). This is the most popular time of year to get a villa rental in Anna Maria Island.

Use our convenient “Location” filter to find a villa rental with the views you dream of waking up to. Begin by entering the dates you want to book your villa in Anna Maria Island, then narrow your search based on the sort of area you’d rather stay in.

Look through our selection of luxury villa rentals in Anna Maria Island and prepare to holiday like an A-lister. We have upscale properties in cities like Holmes Beach and Anna Maria that boast premium conveniences such as plush décor, gourmet kitchens and state-of-the-art sound systems. To kick the luxury factor up a notch, search for a villa with a private pool or spa facilities.

Head out and experience everything Anna Maria Island has to offer from the comfort and privacy of your villa rental. We recommend doing some research on the things you’d like to see and do, so you can plan the perfect getaway.

Book your villa rental with Vrbo and experience more privacy and space compared to typical hotel accommodation. These types of stays offer that home-away-from-home ambience. One of the biggest advantages? You’ll never have to share your space, whether you spend your getaway in a villa or something a little fancier, like an estate or a castle. And if you’re a member of our One Key™ rewards programme, you can collect and redeem OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.