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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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)
"Place is great and clean. Love how smooth everything was. Jenny is easy to communicate as well"
United States
Natalia D.
The price is NZ$1,024
includes taxes & fees
22 Oct - 23 Oct
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.
The price is NZ$1,516
includes taxes & fees
24 Oct - 25 Oct
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.
The price is NZ$372
includes taxes & fees
24 Oct - 25 Oct
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 NZ$437
includes taxes & fees
25 Oct - 26 Oct
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 NZ$592
includes taxes & fees
22 Oct - 23 Oct
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.
The price is NZ$559
includes taxes & fees
22 Oct - 23 Oct
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.
The price is NZ$671
includes taxes & fees
25 Oct - 26 Oct
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
The price is NZ$4,777
includes taxes & fees
21 Nov - 22 Nov
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.
The price is NZ$645
includes taxes & fees
22 Oct - 23 Oct
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
The price is NZ$433
includes taxes & fees
22 Oct - 23 Oct
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
🐾 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.
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
🌅 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
⭐ 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
🏖️ 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
🌴 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
🌊 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.
The price is NZ$768
includes taxes & fees
26 Oct - 27 Oct
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

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10/10 Excellent
"Fantastic property and location. Perfect setting for a couple. The patio is completely private and set back. It's also a great buffer from the sun and wind, the pictures can't even capture how nice and relaxing that spot is. Close to so many great beaches, shops and restaurants. Cannot wait to come back!"
Derek R. 4-night trip
Posted 7 hours ago
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
356
Accommodation
23 Cottages
Lowest Price
NZ$372
Highest Price
NZ$4,777

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between NZ$372 and NZ$4,777 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.
How many cottages are there in Anna Maria?
You can choose from 23 cottages in Anna Maria. No matter if you're travelling 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 NZ$372 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.
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.