Compare Anna Maria Island Cottage Rentals

Featured Cottages in Anna Maria Island

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

$893 nightly

$996 total

Aug 19 - Aug 20

Total with taxes and fees

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

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

$581 nightly

$648 total

Jul 30 - Jul 31

Total with taxes and fees

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

Kitchen

Washer

Bridge Street Pier Beach House + Dog-friendly

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.

Pool

Hot Tub

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

Pool

Kitchen

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

Pool

Kitchen

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

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

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

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Anna Maria Island

View all properties

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

$297 nightly

$335 total

Aug 20 - Aug 21

Total with taxes and fees

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL

$214 nightly

$242 total

Aug 25 - Aug 26

Total with taxes and fees

8.6/10 Excellent! (178 reviews)

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL

$213 nightly

$240 total

Aug 27 - Aug 28

Total with taxes and fees

9.2/10 Wonderful! (437 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	57 Cottages
Lowest Price	$240
Highest Price	$996
Popular accommodation	Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach, Adorable Cottage with Covered Balconies and Private Pool, Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay, Bridge Street Pier Beach House + Dog-friendly, Seahorse Cottage - With shared pool, 200 feet from the beach, Starfish Cottage - sleeps 4, with shared pool, Cozy cottage#2 at Tradewinds- 1BR, POOL and steps to beach.Unit#1 available too, Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt., Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool