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Compare 19 Cottages in Anna Maria with updated reviews, rates, and availability.

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (252)
"Stayed there again for a few days for our anniversary. Great location, nice place, wonderful host. We couldn't ask for anything better. That's why we keep going back. We left just before Hurricane Helene and are praying for Cindy and Anna Maria Island. "
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (33)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2

Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

9.8 out of 10, Exceptional, (69)
"This little cottage is a great location right near the beach. We enjoyed walking down to Bean Point at sunrise and seeing all the snook in the surf. The beach near the cottage is perfect for the kids since it is very shallow and gradual."
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

9.6 out of 10, Exceptional, (40)
"The property was as described and absolutely amazing! It was beautiful inside, beds were comfortable, living area had comfortable furniture. Amenities were excellent. Not a bad thing to say about this place. Easy check in/out. Will definitely stay there again! "
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

9.6 out of 10, Exceptional, (109)
"Great little cottage with amazing views, warm and welcoming place to stay! Owner was responsive and wonderful to work with, super flexible letting us get a golf cart dropped off before checkin and was great to work with. Great vacation in the beautiful quiet part of AMI!"
The price is AED 1,319
AED 2,662 total
includes taxes & fees
21 Feb - 22 Feb
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

8.8 out of 10, Excellent, (71)
"This house on Anna Maria Island was a perfect vacation. The island is obviously still recovering from hurricane damage, but in a way that probably made this stay better. It was super quiet - even with construction going on - which was expected. This house has an awesome backyard with the privacy fence and pool. The pool was heated, and although cold first couple days because I'm sure they had just finished filling it for us, the last several days with it were really nice! The beach is literally...
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

9.6 out of 10, Exceptional, (76)
"We were in town for a lacrosse tournament and this house was so perfect, clean and relaxing."
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

Starfish Cottage - sleeps 4 guests in 2 bedrooms

9.8 out of 10, Exceptional, (40)
"Incredible vacation, even with Tropical Storm Debby. Property manager, Sharon was in constant contact with us to make sure we were safe. All you need to stay in this delightful cottage is a toothbrush, toothpaste, swimsuit and sunscreen! Will be back! "
Starfish Cottage - sleeps 4 guests in 2 bedrooms

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (32)
"Great property in such a cute area and just a short walk to the beach. Love the pool area and all the rooms were perfect for my friends and family."
Adorable Cottage with Covered Balconies and Private Pool

Beautiful Guest House Near the Beach with Private Pool!

8.4 out of 10, Very Good, (26)
"Great place, super clean, convenient location, awesome pool!"
The price is AED 2,182
AED 4,910 total
includes taxes & fees
1 Feb - 2 Feb
Beautiful Guest House Near the Beach with Private Pool!

Seahorse Cottage - sleeps 2 guests in 1 bedroom

9.8 out of 10, Exceptional, (47)
"When this one says “close to the beach” - they mean it! This little spot is perfect for an Anna Maria getaway and is literally steps from the Beach access off Spruce Ave. The local property manager was extremely responsive to questions and she even helped us retrieve some clothing mistakenly picked up by the cleaning crew. Highly recommended!"
Seahorse Cottage - sleeps 2 guests in 1 bedroom

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (20)
"***"
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

3.0 star property
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Beach Basket Cottage: Cute Old Florida Style Beach Cottage just steps to the Beach!

10.0 out of 10, Exceptional, (43)
"This was our second visit to this home. Love the old Florida feel. Kitchen fully stocked. Pool was great! Would have like pool temperature a little warmer but not a big deal. Can’t wait to stay again!"
Beach Basket Cottage: Cute Old Florida Style Beach Cottage just steps to the Beach!

Guest House in the Business District with Private Pool

9.4 out of 10, Exceptional, (22)
"Location was amazing! Walking distance to all shops, restaurants and beach. Property had everything we needed even beach chairs which was so great since we flew. It was clean and comfortable. "
Guest House in the Business District with Private Pool

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

7.0 out of 10, Good, (2)
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Sunrise Shore

3.5 star property
Sunrise Shore

Going Coastal by SeaBreeze

3.0 star property
Going Coastal by SeaBreeze

Serenity Cottage

2.0 star property
The price is AED 3,251
AED 5,669 total
includes taxes & fees
25 Jan - 26 Jan
Serenity Cottage
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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Other property types in Anna Maria

The Wee Cottage | House in Anna Maria

8.4 out of 10, Very Good, (12)
"Found a little piece of paradise"
The Wee Cottage | House in Anna Maria

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

9.8 out of 10, Exceptional, (78)
"We had the best day. The house went above and beyond and preparing this property after the recent devastating hurricane. Everything was impeccably done, we could not have asked for better accommodations. The location is ideal, only brought from the beach. The only sad part is that the real pier was destroyed. We plan to return to this wonderful property soon."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

Private Home 1 Block to Beach with Pool and Hot Tub!

9.8 out of 10, Exceptional, (37)
"Great stay in convenient location for a young family celebration."
The price is AED 1,337
AED 3,838 total
includes taxes & fees
31 Jan - 1 Feb
Private Home 1 Block to Beach with Pool and Hot Tub!
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.

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between AED 1,319 and AED 1,319 per night. These properties offer a chance to get in tune 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?
Pick from multiple cottages in Anna Maria with a total average guest review rating of 9.1. Queen’s Gate Resort is an excellent place to relax and recharge between adventures. This 2.5-star cottage also has pool sun loungers and a swimming pool. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with visitors to the 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?
Lock in your vacation dates and then pick from 19 cottages in Anna Maria. Picturing a place where you can get in touch with nature? Expedia can help you find your ideal stay in just a click or two.
Why book your cottage in Anna Maria with Expedia?
Expedia has some excellent cottages in Anna Maria, so get ready for an unforgettable stay on nature’s doorstep. If you have a budget in mind, click on how much you’d like to spend and your preferred property star rating. Or, make use of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect digs whatever your style of travel or plans.
How can I find cheap cottages in Anna Maria?
With Expedia’s filter tool, getting your hands on cheap cottages in Anna Maria is easy. To discover stays that’ll make your wallet happy, refine your search results by amenities, star rating and budget.