Search Cottages in Anna Maria Island

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Compare 65 Cottages in Anna Maria Island with updated reviews, rates, and availability.

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

9.8 out of 10, Exceptional, (188)
"Great place to stay."
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

10.0 out of 10, Exceptional, (264)
"Castaway Cottage exceeded our expectations! The location is an easy 2 minute walk to the beach and dining is an easy 3 minute golf cart ride. The owners outfitted the home to perfection. We loved our stay and look forward to another visit soon."
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

10.0 out of 10, Exceptional, (1)
"This was perfect for our family. It was a quick walk to the beach. We loved it!"
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

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

9.8 out of 10, Exceptional, (270)
"Loved our stay!!"
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (34)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2

Great Location, steps to beach, 2 bd home w/ private pool

9.8 out of 10, Exceptional, (28)
"We had a great time staying at this property. It is well maintained and very close to the beach and restaurants. Park your car rent a golf cart and enjoy your AMI vacation. Many things to do if you want your furry friend to tag along."
Great Location, steps to beach, 2 bd home w/ private pool

Tropical Paradise On The Beach Permit VRC17-000168

9.2 out of 10, Wonderful, (129)
"Good, clean accomodations, including washer and dryer. Excellent access to the beach!"
Tropical Paradise On The Beach Permit VRC17-000168

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Me and my family loved our stay. We loved being right in the middle of all the Anna Maria action! Thank you!"
The price is AED 1,388
AED 3,765 total
includes taxes & fees
20 May - 21 May
Beautiful Condo on Pine Ave, 2 Blocks to Beach

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

8.8 out of 10, Excellent, (73)
"Property is one house away from beach access on a very quiet street. Walking distance to great spots. Pool and screened in patio were our favorite spots. They also had beach chairs and sand toys which was an added bonus."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

9.8 out of 10, Exceptional, (28)
"We were very pleased with this rental, particularly the private pool and 3 minute walk to a pristine beach."
Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (13)
"The rental was exactly as stated. It is small but it has everything you need for a perfect vacation. You can’t beat the location and the pool was a big bonus. We would definitely stay here again in the future."
Charming Ground Level Resort Style 3 unit Condo - unit C

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.4 out of 10, Exceptional, (19)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

10.0 out of 10, Exceptional, (19)
"Clean, well equipped condo with the beach for the back yard. Great location, close to Publix and local shops, restaurants and beaches, Tammy was welcoming and responsive."
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

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

8.6 out of 10, Excellent, (4)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (36)
"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

Cozy, family/pet friendly less than a block to white sandy beaches. Trolley stop

9.0 out of 10, Wonderful, (2)
"Great location! We loved our stay. This place was great! "
Cozy, family/pet friendly less than a block to white sandy beaches. Trolley stop

Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.

9.8 out of 10, Exceptional, (72)
"Perfect home with pool and a block and 1/2 to the beach !! Clean and roomy for the whole family. Would totally stay at this location again !! "
Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.

Home with Private Backyard and Heated Pool - Gulf Breeze Villa B

9.8 out of 10, Exceptional, (29)
"Our stay was perfect. The location is perfect, very short walk to the beach!"
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B

Anna Maria Cottage with Golf Cart

9.8 out of 10, Exceptional, (7)
"Me and my husband came here for our honeymoon, and we had a great time! The house was super cute and within about 10 minutes of everything we wanted to do!"
Anna Maria Cottage with Golf Cart

Seahorse Cottage - sleeps 2 guests in 1 bedroom

9.8 out of 10, Exceptional, (50)
"Seahorse Cottage was perfect and fit all our needs. Close to the beach, great pool, and the accommodations were very nice. We both would have preferred a firmer mattress on the bed but that would not stop us from visiting again. Idyllic Holiday Properties was very easy to deal with and Liane had excellent communication skills in planning for our trip. Debbie, the Property Manager in Anna Maria, was also very quick to respond to texts while we were there. All around, a great experience and a...
Seahorse Cottage - sleeps 2 guests in 1 bedroom
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 Island

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (201)
"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "
The price is AED 1,992
AED 2,521 total
includes taxes & fees
11 May - 12 May
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.0 out of 10, Wonderful, (268)
"Lights from outside shining thru the blainds."
The price is AED 988
AED 1,250 total
includes taxes & fees
26 May - 27 May
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (374)
"Staff was friendly and welcoming. Location was amazing. Pool was very nice. Very pleasant stay. Will be back!"
Tradewinds Beach Resort
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.