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Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
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3 Oct - 5 Oct
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31 Oct - 2 Nov

Cottages in Anna Maria

Our top choices for Anna Maria cottages

Adorable Cottage with Covered Balconies and Private Pool
Terrace/patio

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. "
Adorable Cottage with Covered Balconies and Private Pool
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Property grounds

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!"
Beautiful Condo on Pine Ave, 2 Blocks to Beach
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Exterior

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

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Romantic Island Getaway Just Steps from the Beach
Exterior

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 AED 606
AED 1,368 total
includes taxes & fees
23 Sep - 24 Sep
Romantic Island Getaway Just Steps from the Beach
The "Grouper"
Exterior

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is AED 364
AED 779 total
includes taxes & fees
8 Sep - 9 Sep
The "Grouper"
Steps to Beach+bikes VaCay getaway on PaG island
On the beach

Steps to Beach+bikes VaCay getaway on PaG island

10.0 out of 10, Exceptional, (12)
"These Bungalows are small, but packed with character and are less than a two minute walk to one of Floridas most serene, beautiful beaches. Owner was very helpful!"
The price is AED 551
AED 1,027 total
includes taxes & fees
29 Sep - 30 Sep
Steps to Beach+bikes VaCay getaway on PaG island
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 AED 496
AED 841 total
includes taxes & fees
2 Sep - 3 Sep
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Sunny PaG Island rental w/bikes-just steps2beach
Property grounds

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 AED 463
AED 967 total
includes taxes & fees
7 Sep - 8 Sep
Sunny PaG Island rental w/bikes-just steps2beach
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 AED 679
AED 1,494 total
includes taxes & fees
2 Sep - 3 Sep
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
Exterior

Steps 2 Beach-Island Cottage w/king bd+2bike+parking

9.8 out of 10, Exceptional, (39)
"Great location, Clean home with bikes and beach equipment. Owner responded to all messages. Recommend!"
Steps 2 Beach-Island Cottage w/king bd+2bike+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

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Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between and 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 0.0. 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 travelers 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 traveling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.