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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Anna Maria Island cottages

A two-story building with a balcony, signs indicating no beach parking, and bicycles parked outside.

1. Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (37 reviews)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is NZ$1,384
includes taxes & fees
11 Sept - 12 Sept
Beautiful Guest House Near the Beach with Private Pool!
A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

2. 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)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is NZ$1,079
includes taxes & fees
22 Aug - 23 Aug
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.

3. 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$1,451
includes taxes & fees
7 Sept - 8 Sept
Beautiful Condo on Pine Ave, 2 Blocks to Beach
A two-story house with a green exterior, a blue door, and orange trim.

4. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is NZ$356
includes taxes & fees
26 Aug - 27 Aug
The "Grouper"
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$565
includes taxes & fees
31 Aug - 1 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A keyless entry system with a red pathway leading to a gated entrance.

6. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is NZ$436
includes taxes & fees
30 Aug - 31 Aug
Coastal Luxury 7mi to Anna Maria Private Cottage

7. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is NZ$547
includes taxes & fees
28 Aug - 29 Aug
Cozy Lido Key Bungalow by Pool & Beach
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
9.2 out of 10, Wonderful, (26 reviews)
"Great location! "
United States
Quinton W.
The price is NZ$517
includes taxes & fees
24 Aug - 25 Aug
Sunny PaG Island rental w/bikes-just steps2beach

9. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is NZ$559
includes taxes & fees
24 Aug - 25 Aug
Lido Bungalow Walk to Beach & St. Armand's Circle
A yellow building with a blue door and a white staircase.

10. 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, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is NZ$548
includes taxes & fees
1 Sept - 2 Sept
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A yellow house with a white door and number 5306.

11. Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is NZ$978
includes taxes & fees
25 Aug - 26 Aug
Yellow Palm Cottage steps from the beach
A yellow house with a blue door and the number 2202.

12. 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, (50 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
The price is NZ$737
includes taxes & fees
4 Sept - 5 Sept
Steps 2 Beach- Cottage w/king bd +2bikes +parking
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 NZ$612
includes taxes & fees
22 Aug - 23 Aug
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 NZ$5,076
includes taxes & fees
23 Aug - 24 Aug
3716 7th Ave W
A covered outdoor area with a pool, a wicker sofa with cushions, a thatched umbrella, and a metal railing.

15. 'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!

'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!
3.0 star property
Bayshore Gardens
10.0 out of 10, Exceptional, (2 reviews)
"La propiedad está en perfectas condiciones excelente para unas vacaciones"
United States
René
'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!
A two-story building with a blue exterior and white railings.

16. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (190 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is NZ$711
includes taxes & fees
2 Sept - 3 Sept
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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 NZ$506
includes taxes & fees
24 Aug - 25 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
A small, single-story building with a blue roof and yellow walls, surrounded by a white picket fence and palm trees.

18. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is NZ$967
includes taxes & fees
25 Aug - 26 Aug
Blue Dolphin Cottage steps from the beach
A well-maintained garden with artificial grass, palm trees, and a pathway leading to a building with a light-colored facade.

19. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"The accommodations were great! The host communicated really well and we enjoyed walking everywhere! Highly recommend this quaint location. "
United States
Amy C.
The price is NZ$699
includes taxes & fees
25 Aug - 26 Aug
Downtown Cottage | Walk Everywhere, Park once

20. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is NZ$636
includes taxes & fees
27 Aug - 28 Aug
Cozy Lido Key Studio Steps to Beach & Kayaking
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

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

8/10 Good
"A great property right on the beach. Staff were friendly and helpful. Our rooms were spacious with clean bathrooms. A safety deposit box would be good. The blind over the door in my room was missing and therefore I either had to put up with a red light at night or the daylight in the morning The room was on the main road so there was some noise. Some of the rooms were directly on the beach but we were not lucky enough to get one of those. I would stay there again!"
Elizabeth 3-night trip
Posted 3 hours ago
Seabreeze at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
3
Accommodation
59 Cottages
Lowest Price
NZ$565
Highest Price
NZ$5,076

Frequently asked questions

What are the best cheap cottages in Anna Maria Island?
With cottages starting at only NZ$565 per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. 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.

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