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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Anna Maria Island cottages

A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

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

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (129 reviews)
"Has a beautiful view of the bay right behind the houseNeighbors were very friendly,has a new house being built next door but it still was quaint beach was in walking distance. Definitely a must do again."
United States
Terrence H.
The price is HK$2,038
HK$4,686 total
includes taxes & fees
11 Nov - 12 Nov
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A two-story house with a balcony, a small porch, and a driveway.

2. Anna Maria Island Beach Front Cottage

Anna Maria Island Beach Front Cottage
Bradenton Beach, FL, 34217
The price is HK$2,508
HK$4,808 total
includes taxes & fees
11 Nov - 12 Nov
Anna Maria Island Beach Front Cottage
A covered porch with a sign reading "BEACH HOUSE," outdoor seating, a grill, and a view of the water.

3. Bridge Street Pier Beach House + Dog-friendly

Bridge Street Pier Beach House + Dog-friendly
Bridge Street
9.6 out of 10, Exceptional, (38 reviews)
"Great place! Perfect location to the beach and shops "
United States
Michelle R.
The price is HK$2,827
HK$4,090 total
includes taxes & fees
22 Nov - 23 Nov
Bridge Street Pier Beach House + Dog-friendly
A two-story house with a green exterior, a blue door, and orange trim.

4. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
United States
Canyon L.
The price is HK$776
HK$1,599 total
includes taxes & fees
11 Nov - 12 Nov
The "Grouper"
A patio with two blue lounge chairs, a potted plant, and a gravel area.

5. 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 HK$1,372
HK$2,634 total
includes taxes & fees
16 Nov - 17 Nov
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

6. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
United States
Ismael
The price is HK$615
HK$1,914 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Private Cottage, Minutes to Anna Maria Island
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

7. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is HK$1,115
HK$3,032 total
includes taxes & fees
13 Nov - 14 Nov
Beach Tree Cottage,Walk To Beach& Siesta
A yellow building with a blue door and a white staircase.

8. Beach Getaway Near Rays, Bikes & Gear

Beach Getaway Near Rays, Bikes & Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (34 reviews)
"We love staying at this nice cozy beach house! It's so close to the beach.And such a nice quiet location!"
United States
Cathy P.
Beach Getaway Near Rays, Bikes & Gear
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

9. Sunny Island Rental, Bikes, Steps2Beach

Sunny Island Rental, Bikes, Steps2Beach
Pass-a-Grille
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
Sunny Island Rental, Bikes, Steps2Beach
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

10. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is HK$18,502
HK$24,191 total
includes taxes & fees
12 Nov - 13 Nov
3716 7th Ave W
A yellow house with a blue door and the number 2202.

11. Steps 2 Beach Cottage, King Bed, Bikes

Steps 2 Beach Cottage, King Bed, Bikes
Pass-a-Grille
9.6 out of 10, Exceptional, (52 reviews)
"Excellent location, property and adorable place!"
United States
Meredith S.
The price is HK$1,418
HK$3,103 total
includes taxes & fees
6 Dec - 7 Dec
Steps 2 Beach Cottage, King Bed, Bikes
A yellow house with a porch, a mailbox, and a number 5306 on the door.

12. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is HK$1,842
HK$4,164 total
includes taxes & fees
15 Nov - 16 Nov
Yellow Palm Cottage, Heart of Siesta Key
A patio with a sun lounger, a table with chairs, and an umbrella.

13. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,242
HK$3,175 total
includes taxes & fees
11 Nov - 12 Nov
Beach View 100ft To Beach and SPA
A pool area with a blue deck, lounge chairs, a barbecue, and a view of buildings in the background.

14. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (213 reviews)
"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...
United States
Karen Jean
The Inn On Siesta Key
A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

15. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is HK$734
HK$1,898 total
includes taxes & fees
24 Nov - 25 Nov
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A small, single-story building with a porch, surrounded by tropical vegetation.

16. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is HK$2,110
HK$4,379 total
includes taxes & fees
24 Nov - 25 Nov
BlueDolphin Cottage Walk To Siesta Beach
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

17. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (2 reviews)
"This studio was perfect for a quick weekend getaway. The just was very responsive, and the property was very clean.We arrived after dark, and had to look around a bit to find the right unit (front of the office bldg.), but the host was available to assist. Good amenities and proximity to Lido Beach/ St. Armand Circle."
United States
Kevin C.
Coastal Studio, Walk to St Armand's or Lido Beach
A patio with a table set for two, a blue umbrella, and a white fence.

18. Lido Beach Studio with Heated Pool

Lido Beach Studio with Heated Pool
Lido Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful place!!"
United States
Lorraine B.
The price is HK$1,228
HK$3,063 total
includes taxes & fees
12 Nov - 13 Nov
Lido Beach Studio with Heated Pool
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

19. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
10.0 out of 10, Exceptional, (2 reviews)
"Alex was very quick to reply to my questions. Room was exactly as pictured!"
United States
Felecia P.
The price is HK$1,228
HK$3,087 total
includes taxes & fees
18 Nov - 19 Nov
Lido Key Casita w Pool Steps to the Beach
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

20. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is HK$1,325
HK$3,778 total
includes taxes & fees
11 Nov - 12 Nov
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
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.
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Top Anna Maria Island Hotel Reviews

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

10/10 Excellent
"My family of four stayed at the WaterLine Villas for a Soccer tournament at IMG Academy. The villas are large, clean and modern. Location is great, it’s near restaurants, grocery stores and the beach. But….above all the best part of our stay was the customer service. I have to personally recognize Brandon who went above and beyond to make sure we had everything we needed to enjoy our stay. We’ll definitely be back next year."
James 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
582
Accommodation
54 Cottages
Lowest Price
HK$1,599
Highest Price
HK$24,191

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 9.8, 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 favoured by travellers. 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 HK$1,599 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 cosy charm of a cottage is perfect for holidaying 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 traveller 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 accommodation that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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