Search Anna Maria Cottages

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Anna Maria

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (273)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

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

9.8 out of 10, Exceptional, (280)
"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "
Charming cottage in quiet area, close to beach & bay.

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

9.6 out of 10, Exceptional, (79)
"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

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

8.8 out of 10, Excellent, (8)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The cottage is cozy and the location is everything. Walk to beach, walk to coffe, dinner, shops, and ice cream. Loved the back patio with lots of beach gear and easy place to park out bikes. Great value!"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Great location, very comfortable property! We loved the 2 covered porch areas at the front and back of the unit. We had a little trouble with the AC but the owner was very responsive. We would certainly rent this unit again!"
Beautiful Condo on Pine Ave, 2 Blocks to Beach

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

9.8 out of 10, Exceptional, (196)
"We had stayed here for a month last year and once again this year and are looking forward to the same nextcyear. I cannot say enough wonderful things about the extraordinary efforts by Ed and Audrey to make our stay possible this year after the devastating hurricanes! We are eternally grateful "
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Shell Cottage - sleeps 2

9.6 out of 10, Exceptional, (37)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2

Seahorse Cottage - sleeps 2 guests in 1 bedroom

9.8 out of 10, Exceptional, (51)
"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

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

9.8 out of 10, Exceptional, (76)
"My granddaughters thought the cottage was charming, and enjoyed staying there."
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (39)
"We vacation multiple times at AMI. Our group loved the location right on Pine Avenue. Amenities were all top-notch everything you need. It was there."
Adorable Cottage with Covered Balconies and Private Pool

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

9.6 out of 10, Exceptional, (117)
"Beautiful quiet stay on the water. I would definitely stay here again!"
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Starfish Cottage - sleeps 4 guests in 2 bedrooms

9.8 out of 10, Exceptional, (45)
"Every thing was just as described on the listing. Cute cottage super close to the beach with a cute pool in the backyard. We had a great vacation! "
Starfish Cottage - sleeps 4 guests in 2 bedrooms

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

8.8 out of 10, Excellent, (74)
"this cottage was just amazing . location to beach and restaurants was exceptional. we had such an amazing time. quiet area . pool was great . walk to the Beach short . we really did not want to leave.. I could live there. thank you so much for an amazing vacation. hope to return again to same cottage."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Guest House in the Business District with Private Pool

9.4 out of 10, Exceptional, (22)
"Great Location, very nice place, well stocked with supplies/etc. Will be going back and would highly recommend."
Guest House in the Business District with Private Pool

Beautiful Guest House Near the Beach with Private Pool!

8.4 out of 10, Very Good, (26)
"The space directly above the local taco and donut shops was exactly as advertised! Clean, quaint, and perfect for our family of 5 that took full advantage of the private pool and 1 block walk to the beach. Can't wait to come back!!"
Beautiful Guest House Near the Beach with Private Pool!

Canal-front Gem w/ Pool & Hot Tub in Anna Maria

3.0 star property
Canal-front Gem w/ Pool & Hot Tub in Anna Maria

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

10.0 out of 10, Exceptional, (46)
"Perfect beach cottage for a family! Steps form amazing beaches!! House was clean and super cozy, and had everything you need "
Beach Basket Cottage: Cute Old Florida Style Beach Cottage just steps to the Beach!

Serenity Cottage

2.0 star property
Serenity Cottage

Going Coastal by SeaBreeze

3.0 star property
Going Coastal by SeaBreeze

Sunrise Shore

3.5 star property
Sunrise Shore
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Hotel Reviews