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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Our top choices for Anna Maria cottages

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 HK$1,550
HK$5,298 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful Condo on Pine Ave, 2 Blocks to 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 HK$1,997
HK$7,164 total
includes taxes & fees
26 Aug - 27 Aug
Adorable Cottage with Covered Balconies and Private Pool
Beautiful Guest House Near the Beach with Private Pool!
A heated pool

Beautiful Guest House Near the Beach with Private Pool!

8.4 out of 10, Very good, (26)
"The space directly above the local taco and donut shops was exactly as advertised! Clean, quaint, and perfect for our family of 5 that took full advantage of the private pool and 1 block walk to the beach. Can't wait to come back!!"
The price is HK$1,819
HK$5,711 total
includes taxes & fees
26 Aug - 27 Aug
Beautiful Guest House Near the Beach with Private Pool!
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 HK$1,287
HK$3,960 total
includes taxes & fees
22 Aug - 23 Aug
Romantic Island Getaway Just Steps from the Beach
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (31)
"Great location."
The price is HK$772
HK$1,661 total
includes taxes & fees
29 Aug - 30 Aug
The "Grouper"
7mi to Anna Maria Newly Renovated Private Cottage
Private kitchen

7mi to Anna Maria Newly Renovated Private Cottage

The price is HK$526
HK$1,941 total
includes taxes & fees
29 Aug - 30 Aug
7mi to Anna Maria Newly Renovated Private Cottage
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 HK$1,170
HK$1,981 total
includes taxes & fees
22 Aug - 23 Aug
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
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 HK$1,248
HK$2,580 total
includes taxes & fees
30 Aug - 31 Aug
Private King Bed Suite-Near AMI Beach-Walk D’Town.
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 HK$1,650
HK$3,403 total
includes taxes & fees
24 Aug - 25 Aug
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
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."
The price is HK$983
HK$2,054 total
includes taxes & fees
3 Sept - 4 Sept
Sunny PaG Island rental w/bikes-just steps2beach
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

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

10/10 Excellent
"Beautiful property, great blend of rustic charm and modern updates. Well stocked with everything, from kitchenware to beach toys. Gorgeous views with fantastic beach access. Kelly was wonderfully responsive and very kind. Wonderful experience all around!"
Daniel P. 8-night trip
Posted 12 hours ago
Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between HK$1,550 and HK$1,997 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 9.4. 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 travellers 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 travelling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.