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Featured Cottages in Anna Maria Island

We will be accepting new reservations from January 2025 going forward only.

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

Great Location, steps to beach, 2 bd home w/ private pool

Tropical Paradise On The Beach Permit VRC17-000168

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

Charming Ground Level Resort Style 3 unit Condo - unit C
Top trending hotels in Anna Maria Island

Silver Surf Gulf Beach Resort
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 | 70 Cottages |
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Lowest Price | CA $381 |
Highest Price | CA $661 |
Popular accommodation | We will be accepting new reservations from January 2025 going forward only., Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!, Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach, Charming cottage in quiet area, close to beach & bay. , Shell Cottage - sleeps 2, Great Location, steps to beach, 2 bd home w/ private pool, Tropical Paradise On The Beach Permit VRC17-000168, Beautiful Condo on Pine Ave, 2 Blocks to Beach, Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK, Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool, Charming Ground Level Resort Style 3 unit Condo - unit C, Cozy Holmes Beach Cottage - 3/2 - 1 block from beach! |