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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Anna Maria 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 AU$849
includes taxes & fees
8 Nov - 9 Nov
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A covered outdoor area with wooden flooring, white rocking chairs with blue cushions, and a blue and white striped rug.

2. Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.8 out of 10, Exceptional, (53 reviews)
"This property was great! So convenient to everything we wanted to do. The management team was extremely responsive. Less than a 5 minute walk down to the beach. The pool and backyard were so fun for my boys when we got back from the beach each day. Highly recommend!"
United States
Mary C.
The price is AU$1,671
includes taxes & fees
12 Nov - 13 Nov
Adorable Cottage with Covered Balconies and Private Pool
A two-story house with a green exterior, a blue door, and orange trim.

3. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
United States
Canyon L.
The price is AU$298
includes taxes & fees
15 Nov - 16 Nov
The "Grouper"
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

4. 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 AU$350
includes taxes & fees
10 Nov - 11 Nov
Cozy Private Cottage, Minutes to Anna Maria Island
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 AU$485
includes taxes & fees
18 Nov - 19 Nov
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A covered porch with a sign reading "BEACH HOUSE," outdoor seating, a grill, and a view of the water.

6. 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 AU$666
includes taxes & fees
23 Nov - 24 Nov
Bridge Street Pier Beach House + Dog-friendly
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

7. 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.
The price is AU$456
includes taxes & fees
10 Nov - 11 Nov
Sunny Island Rental, Bikes, Steps2Beach
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.
The price is AU$472
includes taxes & fees
1 Dec - 2 Dec
Beach Getaway Near Rays, Bikes & Gear
A small, light blue single-story house with a front door, a garage door, and a small porch area.

9. St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is AU$495
includes taxes & fees
8 Nov - 9 Nov
St Pete/gulfport Tiny little small home
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 AU$4,453
includes taxes & fees
9 Nov - 10 Nov
3716 7th Ave W
A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

11. 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 AU$351
includes taxes & fees
24 Nov - 25 Nov
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

12. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is AU$706
includes taxes & fees
6 Dec - 7 Dec
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A patio with a table set for two, a blue umbrella, and a white fence.

13. 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 AU$566
includes taxes & fees
26 Nov - 27 Nov
Lido Beach Studio with Heated Pool
A modern bedroom with a bed, bedside tables, a TV, a ceiling fan, a window, and a view of the outdoors.

14. 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.
The price is AU$545
includes taxes & fees
25 Nov - 26 Nov
Coastal Studio, Walk to St Armand's or Lido Beach
A house with a red door, a blue chair, and palm trees in the yard.

15. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

16. ⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
A modern kitchen with a dining area, a refrigerator, and a view of the street.

17. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
🏖️ Beach Suite Collection I Pet Friendly
A house with a red door, a blue chair, and palm trees in the yard.

18. 🌴 Beach Escape Collection | Sleeps Up to 8

🌴 Beach Escape Collection | Sleeps Up to 8
Sunset Beach
🌴 Beach Escape Collection | Sleeps Up to 8
A house with a red door, a blue chair, and palm trees in the yard.

19. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
🌊 Family Beach Retreat | Sleeps Up to 12
A wooden deck with a hammock, surrounded by wooden fences and a signpost with various destinations.

20. An oasis ACROSS THE STREET FROM THE BEACH :)

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
An oasis ACROSS THE STREET FROM THE 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.
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Learn more about Anna Maria

This laid-back island paradise offers white-sand beaches where dolphins often swim close to shore during sunset walks. Rent a bike to explore the Pine Avenue shops, then grab fresh grouper sandwiches at Rod and Reel Pier.

See all hotels in Anna Maria
A coastal town with a long pier extending into the turquoise sea, a sandy beach, and residential buildings along the shore.

Frequently Asked Questions

How much do cottages in Anna Maria cost?

Cottages in Anna Maria range between AU$297 and AU$4,453 per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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.

How many cottages are there in Anna Maria?

Surround yourself with nature in one of the cottages waiting for you in Anna Maria. To help you choose your ideal place, make use of our filters to search for amenities or perks you prefer.

What is there to do in Anna Maria near my cottage?

Whatever you love to do, Anna Maria has loads to keep you on the hop. Coquina Beach, Anna Maria Beach and Bradenton Beach are on most travellers' sightseeing itineraries. Don't forget to check out Cortez Beach, Manatee Public Beach and Anna Maria Island Museum and Historical Park either. With Expedia's hotel deals in Anna Maria, you'll be able to discover more renowned attractions like these with the money you save.