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

Kitchen

Washer

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

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

Washer

Dryer

Pelican Perch: 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

Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This family-friendly cottage also has barbecue grills.

Pool

Hot Tub

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Pool

Kitchen

Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

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

Kitchen

Washer

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

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

Pool

Kitchen

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.

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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

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL

$249 nightly

$281 total

Jun 7 - Jun 8

Total with taxes and fees

9/10 Wonderful! (632 reviews)

Tortuga Inn Beach Resort

1325 Gulf Drive North Bradenton Beach FL

9.4/10 Exceptional! (952 reviews)

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

$163 nightly

$184 total

Jun 4 - Jun 5

Total with taxes and fees

8.8/10 Excellent! (127 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	53 Cottages
Lowest Price	$184
Highest Price	$281
Popular accommodation	Charming cottage in quiet area, close to beach & bay. , Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt., Pelican Perch: Tropical Paradise On The Beach Permit VRC17-000168, Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too, Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool, Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167, Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach, The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!