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Cottages in Anna Maria Island

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Anna Maria
9.0 out of 10, Wonderful, (24)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
The price is SAR 657
SAR 1,621 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Guest House Near the Beach with Private Pool!

Anna Maria
8.6 out of 10, Excellent, (29)
"Great place, super clean, convenient location, awesome pool!"
United States
Rafael C.
The price is SAR 672
SAR 1,643 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Guest House Near the Beach with Private Pool!

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

Anna Maria
10.0 out of 10, Exceptional, (1)
"Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at...
United States
Devon F.
The price is SAR 1,227
SAR 3,314 total
includes taxes & fees
15 Dec - 16 Dec
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

The "Grouper"

Sunny Shores
9.4 out of 10, Exceptional, (43)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
The price is SAR 371
SAR 791 total
includes taxes & fees
1 Dec - 2 Dec
The "Grouper"

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is SAR 450
SAR 1,144 total
includes taxes & fees
1 Dec - 2 Dec
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

7mi to Anna Maria Newly Renovated Private Cottage

Bradenton
10.0 out of 10, Exceptional, (3)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is SAR 436
SAR 1,162 total
includes taxes & fees
1 Dec - 2 Dec
7mi to Anna Maria Newly Renovated Private Cottage

Blue Dolphin Cottage steps from the beach

Siesta Key Village
The price is SAR 325
SAR 1,906 total
includes taxes & fees
1 Dec - 2 Dec
Blue Dolphin Cottage steps from the beach

St Pete/gulfport Tiny little small home

St. Petersburg
10.0 out of 10, Exceptional, (3)
"The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!"
United States
Karen J.
The price is SAR 672
SAR 1,663 total
includes taxes & fees
1 Dec - 2 Dec
St Pete/gulfport Tiny little small home

Steps to Beach+bikes VaCay getaway on PaG island

Pass-a-Grille
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is SAR 446
SAR 942 total
includes taxes & fees
1 Dec - 2 Dec
Steps to Beach+bikes VaCay getaway on PaG island

Sunny PaG Island rental w/bikes-just steps2beach

Pass-a-Grille
9.0 out of 10, Wonderful, (18)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is SAR 516
SAR 1,033 total
includes taxes & fees
2 Dec - 3 Dec
Sunny PaG Island rental w/bikes-just steps2beach

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

Historic Old Northeast
10.0 out of 10, Exceptional, (4)
"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."
United States
Cynthia S.
The price is SAR 703
SAR 1,365 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Yellow Palm Cottage steps from the beach

Siesta Key Village
The price is SAR 343
SAR 1,801 total
includes taxes & fees
2 Dec - 3 Dec
Yellow Palm Cottage steps from the beach

Pink Mango Cottage steps from the beach

Siesta Key Village
The price is SAR 454
SAR 1,953 total
includes taxes & fees
7 Dec - 8 Dec
Pink Mango Cottage steps from the beach

5 star Guest House heated pool on the water!

South Sarasota
The price is SAR 938
SAR 1,902 total
includes taxes & fees
1 Dec - 2 Dec
5 star Guest House heated pool on the water!

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

Pass-a-Grille
9.8 out of 10, Exceptional, (41)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
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 Island Hotel Reviews

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 9.4, so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favored by travelers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveler styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.