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.
$523 nightly
The price is $583
Oct 22 - Oct 23
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A covered outdoor area with wicker furniture, a glass table, and a view of a residential street.

2. Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Condo on Pine Ave, 2 Blocks to Beach
Anna Maria
8.8 out of 10, Excellent, (29 reviews)
"Nice place, a little noisy in the morning but a good convenient location for a girls trip. It was clean and beds were decent. The water pressure was not great but that being said, I would stay here again!"
United States
Amy H.
$781 nightly
The price is $871
Oct 24 - Oct 25
Total with taxes and fees
Beautiful Condo on Pine Ave, 2 Blocks to Beach
A two-story house with a green exterior, a blue door, and orange trim.

3. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (77 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
$191 nightly
The price is $213
Oct 24 - Oct 25
Total with taxes and fees
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
$225 nightly
The price is $251
Oct 26 - Oct 27
Total with taxes and fees
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
$297 nightly
The price is $336
Oct 22 - Oct 23
Total with taxes and fees
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.

6. 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.
$287 nightly
The price is $319
Oct 22 - Oct 23
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach
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.
$351 nightly
The price is $391
Oct 25 - Oct 26
Total with taxes and fees
Rays Baseball close! Beach Getaway| Bikes +Gear
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

8. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
$2,636 nightly
The price is $2,979
Oct 31 - Nov 1
Total with taxes and fees
3716 7th Ave W
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.
$334 nightly
The price is $372
Oct 22 - Oct 23
Total with taxes and fees
St Pete/gulfport Tiny little small home
A single-story house with a blue exterior, a front door, and a small porch area.

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
$221 nightly
The price is $247
Oct 22 - Oct 23
Total with taxes and fees
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.

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

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
$459 nightly
The price is $512
Oct 22 - Oct 23
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A well-maintained garden with artificial grass, palm trees, and a pathway leading to a building with a light-colored facade.

12. 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, (12 reviews)
"Nice place. Nice location."
United States
Betsy D.
$358 nightly
The price is $399
Nov 18 - Nov 19
Total with taxes and fees
Downtown | Walk Everywhere, Park once steps 2 dtwn
A house with a red door, a blue chair, and palm trees in the yard.

13. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
$510 nightly
The price is $569
Oct 22 - Oct 23
Total with taxes and fees
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

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

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
$557 nightly
The price is $621
Oct 22 - Oct 23
Total with taxes and fees
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.

15. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
$804 nightly
The price is $897
Oct 26 - Oct 27
Total with taxes and fees
🏖️ Beach Suite Collection I Pet Friendly
A house with a red door, a blue chair, and palm trees in the yard.

16. 🌴 Beach Escape Collection | Sleeps Up to 8

🌴 Beach Escape Collection | Sleeps Up to 8
Sunset Beach
$843 nightly
The price is $942
Oct 22 - Oct 23
Total with taxes and fees
🌴 Beach Escape Collection | Sleeps Up to 8
A house with a red door, a blue chair, and palm trees in the yard.

17. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
$1,178 nightly
The price is $1,312
Oct 22 - Oct 23
Total with taxes and fees
🌊 Family Beach Retreat | Sleeps Up to 12
A yellow house with a blue door and the number 2202.

18. 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.
$400 nightly
The price is $446
Oct 26 - Oct 27
Total with taxes and fees
Steps 2 Beach- Cottage w/king bd +2bikes +parking
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

The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

10/10 Excellent
"I was so impressed with this house. The pics just don’t do it justice. Very short walk to the beach, lots of extras (beach toys, beach chairs and umbrellas), tons of storage and space. Loved everything about this house. The back yard was perfect for a break from the sun, with the hammock and chaise lounges."
Greg F. 3-night trip
Posted 22 hours ago
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
356
Accommodation
23 Cottages
Lowest Price
$213
Highest Price
$2,979

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between $213 and $2,979 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 9.6. 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.
What are the best cheap cottages in Anna Maria?
With cottages starting from just $213 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 favorites. 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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