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

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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 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)
"Place is great and clean. Love how smooth everything was. Jenny is easy to communicate as well"
United States
Natalia D.
The price is CA $349
CA $827 total
includes taxes & fees
Oct 26 - Oct 27
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
9.6 out of 10, Exceptional, (78 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $139
CA $300 total
includes taxes & fees
Oct 25 - Oct 26
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
The price is CA $87
CA $337 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $245
CA $470 total
includes taxes & fees
Oct 25 - Oct 26
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, (28 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 CA $173
CA $452 total
includes taxes & fees
Oct 25 - Oct 26
Sunny PaG Island rental w/bikes-just steps2beach
A yellow house with a blue door and the number 2202.

6. Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (52 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
The price is CA $253
CA $588 total
includes taxes & fees
Oct 26 - Oct 27
Steps 2 Beach- Cottage w/king bd +2bikes +parking
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.
The price is CA $188
CA $471 total
includes taxes & fees
Oct 26 - Oct 27
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.
The price is CA $200
CA $521 total
includes taxes & fees
Oct 25 - Oct 26
St Pete/gulfport Tiny little small home
A backyard with a wooden fence, a blue trash bin, and a hammock.

9. 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 CA $131
CA $352 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
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 CA $3,305
CA $4,321 total
includes taxes & fees
Oct 26 - Oct 27
3716 7th Ave W
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

11. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is CA $248
CA $725 total
includes taxes & fees
Oct 25 - Oct 26
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

12. 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)
The price is CA $208
CA $576 total
includes taxes & fees
Nov 4 - Nov 5
Lido Key Casita w Pool Steps to the Beach
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

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

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is CA $208
CA $576 total
includes taxes & fees
Oct 31 - Nov 1
Cozy Lido Studio by Beach & St Armand's
A house with a red door, a blue chair, and palm trees in the yard.

14. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
The price is CA $381
CA $803 total
includes taxes & fees
Oct 25 - Oct 26
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

15. 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 CA $193
CA $558 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Studio, Walk to St Armand's or Lido Beach
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
The price is CA $440
CA $878 total
includes taxes & fees
Oct 25 - Oct 26
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.

17. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
The price is CA $497
CA $1,274 total
includes taxes & fees
Oct 26 - Oct 27
🏖️ 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
The price is CA $541
CA $1,348 total
includes taxes & fees
Oct 25 - Oct 26
🌴 Beach Escape Collection | Sleeps Up to 8
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

19. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
The price is CA $820
CA $1,833 total
includes taxes & fees
Oct 25 - Oct 26
🌊 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

Charming cottage , close to beach & bay.

Charming cottage , close to beach & bay.

10/10 Excellent
"Very nicely appointed pet friendly cottage that was perfect for us! The location is excellent, as it's within walking distance to the beach, gulf side, shops, restaurants and other amenities on the north end of AMI. The unit is stocked with everything you need in the kitchen, bathroom and items for the beach. We loved it! Kobe loved it!"
Chris E. 3-night trip
Posted 2 days ago
Charming cottage , close to beach & bay.

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
330
Accommodation
23 Cottages
Lowest Price
CA $300
Highest Price
CA $4,321

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between CA $300 and CA $4,321 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 9.8. 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 travellers 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.
What are the best cheap cottages in Anna Maria?
With cottages starting from just CA $300 per night, you can afford to stay a little longer in Anna Maria! One escape that's easy on the pocket is Queen's Gate Resort. Amenities here include a swimming pool and a barbecue grill. Another cost-effective pick where you can get back in touch with nature is Pool Party North - 2 Bedroom Cottage. A barbecue grill and clothes washing facilities are two of the conveniences here. If you're sightseeing in Anna Maria and want to stay within your budget, there are loads of fun and free attractions to put on your to-do list. Anna Maria Beach and Coquina Beach are favourites. 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?
Get cozy at Queen's Gate Resort, a 2.5-star cottage just a short drive from downtown. Conveniences here include a nearby beach and beach umbrellas. Another family-friendly option where you can swap the concrete jungle for wide open spaces is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a hit with guests. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to visit in and around Anna Maria. Anna Maria Beach and Coquina Beach are two popular options.
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.
What is there to do in Anna Maria near my cottage?
Anna Maria has enough sights and experiences to keep you entertained for weeks, starting with Anna Maria Island Museum and Historical Park. Bean Point Beach, Palmetto Avenue Beach and Island Players are other popular attractions. If you're in town a while, Bayfront Park and Historic Green Village will cap off your itinerary nicely.

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