An aerial view of a coastal town with a long pier extending into turquoise waters.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Anna Maria Island cottages

A covered porch with a sign reading "BEACH HOUSE," outdoor seating, a grill, and a view of the water.

1. Bridge Street Pier Beach House + Dog-friendly

Bridge Street Pier Beach House + Dog-friendly
Bridge Street
9.6 out of 10, Exceptional, (36 reviews)
"Great place! Perfect location to the beach and shops "
United States
Michelle R.
Bridge Street Pier Beach House + Dog-friendly
A covered outdoor area with a wooden deck, green walls, and blue chairs.

2. Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.6 out of 10, Excellent, (4 reviews)
"It was nice to be so close to the beach, and walking distance to places to eat. I enjoyed driving around the island and seeing the little villages. The cottage was comfortable and had many conveniences. "
United States
Valerie T.
The price is AED 536
AED 1,976 total
includes taxes & fees
15 Oct - 16 Oct
Romantic Island Getaway! Just Steps from the Beach
A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

3. 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 AED 918
AED 2,150 total
includes taxes & fees
13 Oct - 14 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.

4. 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 AED 1,107
AED 3,359 total
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.

5. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (76 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is AED 364
AED 782 total
includes taxes & fees
10 Oct - 11 Oct
The "Grouper"
A patio with two blue lounge chairs, a potted plant, and a gravel area.

6. 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 AED 643
AED 1,234 total
includes taxes & fees
11 Oct - 12 Oct
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

7. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is AED 404
AED 1,091 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Private Cottage, Minutes to Anna Maria Island
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

8. 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.
Sunny PaG Island rental w/bikes-just steps2beach
A yellow building with a blue door and a white staircase.

9. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (33 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is AED 664
AED 1,425 total
includes taxes & fees
13 Oct - 14 Oct
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A yellow house with a blue door and the number 2202.

10. 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 AED 840
AED 1,746 total
includes taxes & fees
12 Oct - 13 Oct
Steps 2 Beach- Cottage w/king bd +2bikes +parking
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

11. 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, (1 review)
"5 Stars: This cozy studio was exactly what we were looking for. Alexander was pleasant and friendly, the check in/check out process was easy. The location was fabulous- perhaps slightly too far to walk to St.Armand’s , but a quick ride on the rentable VEO bikes/scooters. The accommodations were clean, and beachy. We did not have an opportunity to use the pool, so I do have any objective comments for the pool. If we are in the area again, we would definitely stay here again!"
United States
lisa o.
The price is AED 537
AED 1,484 total
includes taxes & fees
10 Oct - 11 Oct
Coastal Studio, Walk to St Armand's or Lido Beach
A patio with a table set for two, a blue umbrella, and a white fence.

12. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is AED 622
AED 1,591 total
includes taxes & fees
16 Oct - 17 Oct
Studio by Lido Beach w heated pool
A small, light blue single-story house with a front door, a garage door, and a small porch area.

13. 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 AED 526
AED 1,356 total
includes taxes & fees
10 Oct - 11 Oct
St Pete/gulfport Tiny little small home
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

14. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is AED 7,628
AED 10,158 total
includes taxes & fees
16 Oct - 17 Oct
3716 7th Ave W
A single-story house with a blue exterior, a front door, and a small porch area.

15. 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 AED 380
AED 978 total
includes taxes & fees
12 Oct - 13 Oct
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

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

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is AED 727
AED 1,724 total
includes taxes & fees
31 Oct - 1 Nov
Cozy Lido Studio by Beach & St Armand's
A residential house with a white fence, a palm tree, and a parked car.

17. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is AED 364
AED 1,106 total
includes taxes & fees
11 Oct - 12 Oct
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

18. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is AED 545
AED 1,508 total
includes taxes & fees
4 Nov - 5 Nov
Lido Key Casita w Pool Steps to the Beach
A beach with tall grasses in the foreground and a sunset over the ocean.

19. 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
The price is AED 562
AED 1,171 total
includes taxes & fees
11 Oct - 12 Oct
An oasis ACROSS THE STREET FROM THE BEACH :)
A rustic building with a sign reading "The Hut Grill" and a covered outdoor seating area.

20. Order up relaxation ACROSS The STREET FROM The BEACH :)

Order up relaxation ACROSS The STREET FROM The BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (34 reviews)
"Perfect location, perfect accommodations! Will be staying here again."
United States
Billy H.
The price is AED 562
AED 1,171 total
includes taxes & fees
11 Oct - 12 Oct
Order up relaxation 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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Top Anna Maria Island Hotel Reviews

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"Great location close to Bridge St. The office staff was very responsive. We enjoyed our stay! We would definitely come back!"
Bonnie 1-night trip
Posted 3 hours ago
Pelican Post at Anna Maria Island Inn

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 9.6, so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favored by travelers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveler styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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