Compare Anna Maria Island Cottage Rentals

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Featured Anna Maria Island Cottages

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.

Kitchen

Washer

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

Kitchen

Washer

The Pelican’s Nest – Cozy Stay Near the Beach

At this cottage, guests have access to barbecue grills.

Kitchen

Washer

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.

Kitchen

Washer

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

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

Kitchen

Washer

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

Pool

Kitchen

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.

Kitchen

Washer

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

Pool

Kitchen

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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.

Anna Maria Island Beach Accommodation

Anna Maria Island Dream Inn

2502 North Gulf Drive Bradenton Beach FL

Club Bamboo South

2412 Gulf Drive North Bradenton Beach FL

Hotel Options in Anna Maria Island

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

$209 nightly

$236 total

Dec 17 - Dec 18

Total with taxes and fees

9.2/10 Wonderful! (332 reviews)

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL

$138 nightly

$156 total

Dec 17 - Dec 18

Total with taxes and fees

8.4/10 Very Good! (399 reviews)

Seaside at Anna Maria Island Inn

2200 Gulf Dr N Bradenton Beach FL

$555 nightly

$627 total

Dec 23 - Dec 24

Total with taxes and fees

9.6/10 Exceptional! (52 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	$156
Highest Price	$627
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