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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Cottages in Anna Maria Island

Romantic Island Getaway Just Steps from the Beach
TV

Romantic Island Getaway Just Steps from the Beach

2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
The price is AU$577
includes taxes & fees
23 Sept - 24 Sept
Romantic Island Getaway Just Steps from the Beach
Adorable Cottage with Covered Balconies and Private Pool
A heated pool

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (39)
"This property definitely did not disappoint! Fantastic location that’s close to both the beach and the pier. Shops and food are all within walking distance. The backyard was a hit. The pool and putting green were a fun addition to the large backyard space. Great communication from the hosts who made sure our check in process went well and called to make sure everything was going well and to let them know if we needed anything. Would definitely stay at this space again. "
The price is AU$897
includes taxes & fees
2 Sept - 3 Sept
Adorable Cottage with Covered Balconies and Private Pool
Beautiful Condo on Pine Ave, 2 Blocks to Beach
A heated pool

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Great location, very comfortable property! We loved the 2 covered porch areas at the front and back of the unit. We had a little trouble with the AC but the owner was very responsive. We would certainly rent this unit again!"
The price is AU$728
includes taxes & fees
3 Sept - 4 Sept
Beautiful Condo on Pine Ave, 2 Blocks to Beach
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Fridge, microwave, oven, stovetop

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

The price is AU$1,306
includes taxes & fees
7 Sept - 8 Sept
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (183)
"Great place to stay! "
The price is AU$523
includes taxes & fees
1 Sept - 2 Sept
The Inn On Siesta Key
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is AU$331
includes taxes & fees
9 Sept - 10 Sept
The "Grouper"
7mi to Anna Maria Newly Renovated Private Cottage
Private kitchen

7mi to Anna Maria Newly Renovated Private Cottage

The price is AU$387
includes taxes & fees
29 Aug - 30 Aug
7mi to Anna Maria Newly Renovated Private Cottage
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Marina

Private King Bed Suite-Near AMI Beach-Walk D’Town.

9.6 out of 10, Exceptional, (36)
"The Sea Horse Cottage and Bradenton area were charming and beautiful....we had a nice time!!"
The price is AU$505
includes taxes & fees
30 Aug - 31 Aug
Private King Bed Suite-Near AMI Beach-Walk D’Town.
5 star Guest House heated pool on the water!
Beach

5 star Guest House heated pool on the water!

The price is AU$791
includes taxes & fees
29 Aug - 30 Aug
5 star Guest House heated pool on the water!
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
The price is AU$769
includes taxes & fees
24 Sept - 25 Sept
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Haven cottage Across street from beach and Heated Pool
Terrace/patio

Haven cottage Across street from beach and Heated Pool

9.8 out of 10, Exceptional, (7)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
The price is AU$665
includes taxes & fees
31 Aug - 1 Sept
Haven cottage Across street from beach and Heated Pool
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Property grounds

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

10.0 out of 10, Exceptional, (3)
"The property was so well appointed with a cute decor. Everything was clean and well stocked with necessities. Enjoyed our visit, highly recommend!"
The price is AU$733
includes taxes & fees
2 Sept - 3 Sept
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

9.8 out of 10, Exceptional, (32)
"Fun stay, great location"
The price is AU$365
includes taxes & fees
9 Sept - 10 Sept
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Sunny PaG Island rental w/bikes-just steps2beach
On the beach

Sunny PaG Island rental w/bikes-just steps2beach

9.0 out of 10, Wonderful, (18)
"Cute little beach house a short walk to the beach, property shared with several other rentals but felt peaceful and quiet. Parking is on street nearby. Convenient location to explore the St. Petersburg area."
Sunny PaG Island rental w/bikes-just steps2beach
Nook Cottage Across street from beach and Heated Pool
Terrace/patio

Nook Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
The price is AU$792
includes taxes & fees
1 Sept - 2 Sept
Nook Cottage Across street from beach and Heated Pool
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

Find out more about Anna Maria Island

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
724
Accommodation
65 Cottages
Lowest Price
AU$577
Highest Price
AU$728

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