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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Anna Maria Island cottages

Property grounds

Cottage in Bradenton Beach

Romantic Island Getaway! Just Steps from the Beach
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is ￥23,789
￥85,173 total
includes taxes & fees
Jan 18 - Jan 19
Romantic Island Getaway! Just Steps from the Beach
Property grounds

Cottage in Anna Maria

Beautiful Condo on Pine Ave, 2 Blocks to Beach
8.8 out of 10, Excellent, (25 reviews)
"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 ￥27,753
￥117,380 total
includes taxes & fees
Jan 19 - Jan 20
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Exterior

Cottage in Anna Maria

Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41 reviews)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
The price is ￥23,718
￥122,290 total
includes taxes & fees
Jan 22 - Jan 23
Adorable Cottage with Covered Balconies and Private Pool
Exterior

Cottage in Anna Maria

Beautiful Guest House Near the Beach with Private Pool!
8.8 out of 10, Excellent, (32 reviews)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
Beautiful Guest House Near the Beach with Private Pool!
Exterior

Cottage in Anna Maria

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
10.0 out of 10, Exceptional, (1 review)
"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 ￥147,708
￥263,609 total
includes taxes & fees
Feb 16 - Feb 17
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Outdoor dining

Cottage in Anna Maria

Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach
2.5 star property
The price is ￥110,854
￥208,612 total
includes taxes & fees
Feb 2 - Feb 3
Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (193 reviews)
"Great place to stay! "
United States
Carlos
The price is ￥41,561
￥55,746 total
includes taxes & fees
Jan 21 - Jan 22
The Inn On Siesta Key
Exterior

Cottage in Sarasota

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is ￥23,718
￥54,354 total
includes taxes & fees
Jan 19 - Jan 20
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Exterior

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is ￥15,654
￥33,359 total
includes taxes & fees
Feb 8 - Feb 9
The "Grouper"
House (3 Bedrooms) | Interior

Cottage in Bradenton

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
The price is ￥18,238
￥76,491 total
includes taxes & fees
Feb 8 - Feb 9
3 Mi to Downtown Bradenton: Family Home w/ Yard!
Interior

Cottage in Siesta Key

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.2 out of 10, Wonderful, (5 reviews)
"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 ￥20,872
￥49,334 total
includes taxes & fees
Jan 19 - Jan 20
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Property grounds

Cottage in Bradenton

7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥13,440
￥44,114 total
includes taxes & fees
Jan 31 - Feb 1
7mi to Anna Maria Newly Renovated Private Cottage
Exterior

Cottage in Bayou Oaks

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
2.0 star property
The price is ￥9,389
￥17,006 total
includes taxes & fees
Feb 1 - Feb 2
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Exterior

Cottage in South Village

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.6 out of 10, Exceptional, (82 reviews)
"Great condo. The location is perfect. The pool was the best. Will stay here again."
United States
Jeanne J.
The price is ￥15,700
￥47,112 total
includes taxes & fees
Jan 28 - Jan 29
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior

Cottage in Sarasota

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is ￥36,951
￥68,810 total
includes taxes & fees
Jan 19 - Jan 20
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Cottage in St. Petersburg

St Pete/gulfport Tiny little small home
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥22,694
￥63,984 total
includes taxes & fees
Jan 18 - Jan 19
St Pete/gulfport Tiny little small home
Property grounds

Cottage in Pass-a-Grille

Sunny PaG Island rental w/bikes-just steps2beach
9.0 out of 10, Wonderful, (18 reviews)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is ￥34,636
￥59,073 total
includes taxes & fees
Feb 2 - Feb 3
Sunny PaG Island rental w/bikes-just steps2beach
Property grounds

Cottage in Historic Old Northeast

Downtown Cottage | Walk Everywhere, Park once
10.0 out of 10, Exceptional, (4 reviews)
"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 ￥35,968
￥67,597 total
includes taxes & fees
Jan 22 - Jan 23
Downtown Cottage | Walk Everywhere, Park once
Terrace/patio

Cottage in Siesta Key

Nook Cottage Across street from beach and Heated Pool
10.0 out of 10, Exceptional, (4 reviews)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
The price is ￥46,101
￥106,364 total
includes taxes & fees
Jan 21 - Jan 22
Nook Cottage Across street from beach and Heated Pool
Exterior

Cottage in Pass-a-Grille

Steps 2 Beach-Island Cottage w/king bd+2bike+parking
9.8 out of 10, Exceptional, (42 reviews)
"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.
The price is ￥38,442
￥69,440 total
includes taxes & fees
Jan 25 - Jan 26
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

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Room, pool and property were great, staff was super helpful and proximity to beach and restaurants was as described. We will be back again!"
Johanna 4-night trip
Posted 1 day ago
Silver Surf Gulf Beach Resort

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
539
Accommodation
61 Cottages
Lowest Price
￥33,359
Highest Price
￥263,609

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 ￥33,359 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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