Compare Anna Maria Island Cottage Rentals

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Featured Cottages in Anna Maria Island

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

Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

The Pelican’s Nest – Cozy Stay Near the Beach

At this cottage, guests have access to barbecue grills.

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

At this cottage, guests have access to a gym, laundry facilities, and barbecue grills.

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

$647 nightly

$722 total

Mar 7 - Mar 8

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Historic beach cottage with private pool - walk 1 block to beach & free trolley

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

Pool

Kitchen

Tropical Paradise On The Beach Permit VRC17-000168

At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

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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.

Hotel Options in Anna Maria Island

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

$422 nightly

$476 total

Feb 16 - Feb 17

Total with taxes and fees

9.2/10 Wonderful! (362 reviews)

Tortuga Inn Beach Resort

1325 Gulf Drive North Bradenton Beach FL

9.2/10 Wonderful! (836 reviews)

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

$226 nightly

$256 total

Feb 12 - Feb 13

Total with taxes and fees

8.6/10 Excellent! (425 reviews)

Cottages

Book a cottage in Anna Maria Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Anna Maria Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Anna Maria Island better.

Cottage apartments in Anna Maria Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Anna Maria Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Anna Maria Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Anna Maria Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Anna Maria Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Anna Maria Island Cottages essential information

Accommodation	61 Cottages
Lowest Price	$256
Highest Price	$722
Popular accommodation	Charming cottage in quiet area, close to beach & bay. , Anna Maria Cottage with Golf Cart, The Pelican’s Nest – Cozy Stay Near the Beach, The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!, Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay, Historic beach cottage with private pool - walk 1 block to beach & free trolley, Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach, Tropical Paradise On The Beach Permit VRC17-000168, Beautiful, well-maintained home w/ heated private pool - walk to beach & dining