A marina with boats, a bridge, and high-rise buildings.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 SAR 1,332
SAR 2,691 total
includes taxes & fees
1 Dec - 2 Dec
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A two-story house with a green exterior, a blue door, and orange trim.

2. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is SAR 372
SAR 765 total
includes taxes & fees
1 Dec - 2 Dec
The "Grouper"
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

3. 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
Cozy Private Cottage, Minutes to Anna Maria Island
A patio with two blue lounge chairs, a potted plant, and a gravel area.

4. 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 SAR 657
SAR 1,261 total
includes taxes & fees
1 Nov - 2 Nov
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

5. Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just 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 PaG Island rental w/bikes-just steps2beach
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.
Bridge Street Pier Beach House + Dog-friendly
A yellow building with a blue door and a white staircase.

7. Rays Baseball close! Beach Getaway| Bikes +Gear

Rays Baseball close! Beach Getaway| 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.
Rays Baseball close! Beach Getaway| Bikes +Gear
A small, light blue single-story house with a front door, a garage door, and a small porch area.

8. 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.
St Pete/gulfport Tiny little small home
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

9. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
Cozy Lido Studio by Beach & St Armand's
A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

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

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

11. 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, (1 review)
Lido Key Casita w Pool Steps to the Beach
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

12. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is SAR 8,325
SAR 10,980 total
includes taxes & fees
8 Nov - 9 Nov
3716 7th Ave W
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

13. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A patio with a table set for two, a blue umbrella, and a white fence.

14. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
Studio by Lido Beach w heated pool
A well-maintained garden with artificial grass, palm trees, and a pathway leading to a building with a light-colored facade.

15. Downtown | Walk Everywhere, Park once steps 2 dtwn

Downtown | Walk Everywhere, Park once steps 2 dtwn
Historic Old Northeast
10.0 out of 10, Exceptional, (13 reviews)
"Nice place. Nice location."
United States
Betsy D.
Downtown | Walk Everywhere, Park once steps 2 dtwn
A house with a red door, a blue chair, and palm trees in the yard.

16. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
The price is SAR 1,021
SAR 2,048 total
includes taxes & fees
1 Nov - 2 Nov
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

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

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
The price is SAR 1,178
SAR 2,237 total
includes taxes & fees
1 Nov - 2 Nov
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
A modern kitchen with a dining area, a refrigerator, and a view of the street.

18. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
The price is SAR 1,332
SAR 3,261 total
includes taxes & fees
1 Nov - 2 Nov
🏖️ Beach Suite Collection I Pet Friendly
A house with a red door, a blue chair, and palm trees in the yard.

19. 🌴 Beach Escape Collection | Sleeps Up to 8

🌴 Beach Escape Collection | Sleeps Up to 8
Sunset Beach
The price is SAR 1,450
SAR 3,452 total
includes taxes & fees
1 Nov - 2 Nov
🌴 Beach Escape Collection | Sleeps Up to 8
A house with a red door, a blue chair, and palm trees in the yard.

20. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
The price is SAR 2,199
SAR 4,702 total
includes taxes & fees
1 Nov - 2 Nov
🌊 Family Beach Retreat | Sleeps Up to 12
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 Hotel Reviews

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

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

10/10 Excellent
"They stay at the property was really pleasant, unit was very clean and the phone call received to check on us with our stay and any problems is an exceptional touch of great management. Overall our stay was very enjoyable and look forward to a rebook in the future on our next trip."
Kathleen S. 4-night trip
Posted 1 day ago
Duplex on North End of Anna Maria Island! With Pool and Grill

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between SAR 765 and SAR 10,980 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were 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.
What are the best cottages in Anna Maria?
There are multiple cottages in Anna Maria with a total average guest review rating of 9.7. Queen's Gate Resort is a superb place to rest and unwind between adventures. This 2.5-star cottage also features a garden and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with travelers in this area. It has a 3-star rating and amenities including a barbecue grill and a swimming pool.
How many cottages are there in Anna Maria?
You can choose from 23 cottages in Anna Maria. No matter if you're traveling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.
Why book your cottage in Anna Maria with Expedia?
Expedia has some great cottages in Anna Maria, so get ready for a memorable stay close to nature. If you're sticking to a budget, select how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Anna Maria?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Anna Maria has never been simpler. To discover accommodations that'll make your wallet smile, narrow your search by star rating, amenities and budget.