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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Browse Select 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!"
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 £404
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 £367
includes taxes & fees
26 Aug - 27 Aug
Beautiful Guest House Near the Beach with Private Pool!
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 £595
includes taxes & fees
2 Sept - 3 Sept
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is £159
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 £189
includes taxes & fees
2 Sept - 3 Sept
7mi to Anna Maria Newly Renovated Private Cottage
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 £288
includes taxes & fees
26 Aug - 27 Aug
Romantic Island Getaway Just Steps from the Beach
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 £211
includes taxes & fees
7 Sept - 8 Sept
Sunny PaG Island rental w/bikes-just steps2beach
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 £185
includes taxes & fees
26 Aug - 27 Aug
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
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 £219
includes taxes & fees
26 Aug - 27 Aug
Steps to Beach+bikes VaCay getaway on PaG island
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 £246
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 £336
includes taxes & fees
26 Aug - 27 Aug
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
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

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10/10 Excellent
"Really great hosts and lovely cottage. As a family of four we could not have asked for more. Thank you"
Nick J. 3-night trip
Posted 4 days ago
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!