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Featured Cottages in Anna Maria Island

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Anna Maria Island Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Anna Maria Island that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Anna Maria Island is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Anna Maria Island Cottages essential information

Accommodation
49 Cottages
Lowest Price
CA $171
Highest Price
CA $551
Popular accommodation
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK, Beautiful, well-maintained home w/ heated private pool - walk to beach & dining, Experience the passion of hospitality, cleaning, and good location!, Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1, Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2, Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the..., Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!, Experience the passion of hospitality, cleaning, and good location!, New Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!, Home with Private Pool, Two Blocks from the Beach! - Queen Palms, Perfect family vacation home near the beach, Charming cottage in quiet area, close to beach & bay.