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Dec 5 - Dec 7
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Cottages in Anna Maria Island

Property grounds
Beautiful Condo on Pine Ave, 2 Blocks to Beach

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.
$387 nightly
The price is $432
Nov 30 - Dec 1
Total with taxes and fees
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Outdoor dining
Beautiful Guest House Near the Beach with Private Pool!

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.
$393 nightly
The price is $438
Dec 1 - Dec 2
Total with taxes and fees
Beautiful Guest House Near the Beach with Private Pool!
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

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.
$246 nightly
The price is $274
Nov 30 - Dec 1
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
Exterior
The "Grouper"

The "Grouper"

Sunny Shores
9.4 out of 10, Exceptional, (43)
"Great location."
United States
Harold S.
$189 nightly
The price is $211
Nov 30 - Dec 1
Total with taxes and fees
The "Grouper"
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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.
$297 nightly
The price is $297
Dec 7 - Dec 8
Total with taxes and fees
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior
Steps to Beach+bikes VaCay getaway on PaG island

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.
$252 nightly
The price is $269
Nov 30 - Dec 1
Total with taxes and fees
Steps to Beach+bikes VaCay getaway on PaG island
Exterior
St Pete/gulfport Tiny little small home

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.
$394 nightly
The price is $440
Nov 28 - Nov 29
Total with taxes and fees
St Pete/gulfport Tiny little small home
Property grounds
Sunny PaG Island rental w/bikes-just steps2beach

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.
$258 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach
Exterior
Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach

Siesta Key Village
$504 nightly
The price is $541
Dec 1 - Dec 2
Total with taxes and fees
Blue Dolphin Cottage steps from the beach
Property grounds
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

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.
$340 nightly
The price is $364
Dec 2 - Dec 3
Total with taxes and fees
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Exterior
Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach

Siesta Key Village
$479 nightly
The price is $515
Dec 2 - Dec 3
Total with taxes and fees
Yellow Palm Cottage steps from the beach
Property grounds
Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach

Siesta Key Village
$497 nightly
The price is $533
Dec 7 - Dec 8
Total with taxes and fees
Pink Mango Cottage steps from the beach
Terrace/patio
5 star Guest House heated pool on the water!

5 star Guest House heated pool on the water!

South Sarasota
$454 nightly
The price is $506
Nov 28 - Nov 29
Total with taxes and fees
5 star Guest House heated pool on the water!
Exterior
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

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.
$326 nightly
The price is $350
Dec 4 - Dec 5
Total with taxes and fees
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

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

10/10 Excellent
"Great staff and beautiful location with updated rooms. Easiest access to beach on the island. "
Andrew 3-night trip
Posted 3 days ago
Seaside at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
181
Accommodation
59 Cottages
Lowest Price
$211
Highest Price
$541

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.
What are the best cheap cottages in Anna Maria Island?
With cottages starting at only $211 per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. This price was 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.
Are there any family-friendly cottages in Anna Maria Island?
There are indeed. Whether it's in one of Anna Maria Island's busy cities or way out in nature, the cozy charm of a cottage is perfect for vacationing families. If Bradenton Beach is on your radar, book a stay at Queen's Gate Resort. This 2.5-star option offers a nearby beach and a barbecue grill. Another superb choice is 105b 12th Street South Front 2 Bedroom Apts By Redawning. Also in Bradenton Beach, this family-friendly cottage has a 3-star rating and includes WiFi and a barbecue grill. You'll find plenty of awesome things to do with the family in Bradenton Beach. Anna Maria Beach and Coquina Beach promise a fantastic day out.
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.

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