An aerial view of a coastal town with a long pier extending into turquoise waters.

Search Cottages in Anna Maria Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Anna Maria Island cottages

A patio with two blue lounge chairs, a potted plant, and a gravel area.

1. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is ₩233,494
₩448,282 total
includes taxes & fees
Oct 20 - Oct 21
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A pool area with a blue deck, lounge chairs, a barbecue, and a view of buildings in the background.

2. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (212 reviews)
"The property was perfect. Walk to down town and the beach. Loved the provisions for the beach which made it so convenient. Room was super clean and overall the property was well maintained."
United States
Stephen
The price is ₩326,731
₩443,084 total
includes taxes & fees
Oct 20 - Oct 21
The Inn On Siesta Key
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

3. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ₩3,148,830
₩4,116,976 total
includes taxes & fees
Oct 30 - Oct 31
3716 7th Ave W
A patio area with a grill, potted plants, and a building with a teal door.

4. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is ₩177,722
₩467,676 total
includes taxes & fees
Oct 20 - Oct 21
Beach Tree Cottage,Walk To Beach& Siesta
A yellow house with a porch, a mailbox, and a number 5306 on the door.

5. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is ₩196,935
₩489,386 total
includes taxes & fees
Oct 20 - Oct 21
Yellow Palm Cottage, Heart of Siesta Key
A kitchen with a sink, stove, microwave, and refrigerator.

6. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is ₩200,538
₩493,457 total
includes taxes & fees
Oct 20 - Oct 21
BlueDolphin Cottage Walk To Siesta Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Island Hotel Reviews

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

10/10 Excellent
"Great location, very clean, staff was very friendly. Will definitely be back!"
Dave 4-night trip
Posted 1 hour ago
Waterline Villas & Marina, Autograph Collection

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
3
Accommodation
0 Cottages
Lowest Price
₩443,084
Highest Price
₩4,116,976

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 10.0, so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favored by travelers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
With cottages starting at only ₩443,084 per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Anna Maria Island?
There are indeed. Whether it's in one of Anna Maria Island's busy cities or way out in nature, the cozy charm of a cottage is perfect for vacationing families. If Bradenton Beach is on your radar, book a stay at Queen's Gate Resort. This 2.5-star option offers a nearby beach and a barbecue grill. Another superb choice is 105b 12th Street South Front 2 Bedroom Apts By Redawning. Also in Bradenton Beach, this family-friendly cottage has a 3-star rating and includes WiFi and a barbecue grill. You'll find plenty of awesome things to do with the family in Bradenton Beach. Anna Maria Beach and Coquina Beach promise a fantastic day out.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveler styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.