Compare Anna Maria Cottage Rentals

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Featured Cottages in Anna Maria

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

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

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

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

Kitchen

Washer

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.

Pool

Kitchen

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

Pool

Kitchen

$846 total

per night

May 14 - May 15

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

Pool

Kitchen

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

Pool

Kitchen

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.

Pool

Kitchen

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

Hotel Options in Anna Maria

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria FL

10/10 Exceptional! (192 reviews)

Duplex on North End of Anna Maria Island! With Pool and Grill

Anna Maria FL

9.2/10 Wonderful! (61 reviews)

Covey Cottage! Walk to Beach, Boutique Shops and City Pier

Anna Maria FL

$864 total

per night

May 4 - May 5

Cottages

Book a cottage in Anna Maria
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Anna Maria. 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 better.

Cottage apartments in Anna Maria 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
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 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 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. 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 Cottages essential information

Accommodation	27 Cottages
Lowest Price	$846
Highest Price	$864
Popular accommodation	Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!, Charming cottage in quiet area, close to beach & bay. , Shell Cottage -With shared pool, 200 feet from the beach, Beautiful, well-maintained home w/ heated private pool - walk to beach & dining, Beautiful Guest House Near the Beach with Private Pool!, Starfish Cottage - One of 3 Cottages, with shared pool, Seahorse Cottage - With shared pool, 200 feet from the beach, Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach