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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Guests can park their golf cart at the charging station near the building with a green roof.

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

10.0 out of 10, Exceptional, (274)
"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.
Guests can enjoy a porch with a sliding glass door leading to a cozy room.

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
Enjoy dining or relaxing on the covered porch with a glass table and wicker chairs.

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

9.6 out of 10, Exceptional, (80)
"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
Residential area with modern homes and apartment buildings surrounded by lush greenery and palm trees.

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

8.6 out of 10, Excellent, (9)
"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
Property grounds

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!
Situated in a residential neighborhood, this house features a front door, small porch, and window with decorative lattice, surrounded by potted plants and a garden bed.

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
Welcome to the Starfish Inn, a charming home away from home with an entrance and beautiful garden surroundings.

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
Enjoy a relaxing getaway in this charming beachside retreat with a porch and beautiful views.

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
Enjoy cooking in this well-equipped kitchen with a refrigerator, stove, and sink.

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
Relax in a serene outdoor space with a wooden deck, two comfortable rocking chairs, and a stylish rug.

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
Enjoy a tranquil view of the marina from this balcony, complete with comfortable wicker seating and a barbecue grill.

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
Charming cottage with a front door, small porch, and window, set amidst lush greenery and palm trees.

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
Relax in this open-plan living area with a large window offering a view of lush greenery and a comfortable sofa.

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
Relax in this serene outdoor space with a ceiling fan overhead, two comfortable chairs, and a small table.

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!
Step outside to a cozy porch with a glass door, wooden deck, and comfortable seating area.

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!!"
The price is HK$2,119
HK$6,079 total
includes taxes & fees
6 Sept - 7 Sept
Beautiful Guest House Near the Beach with Private Pool!
Canal-front Gem w/ Pool & Hot Tub in Anna Maria
Relax in a serene outdoor space with a wooden deck and glass enclosure, offering a tranquil view of lush greenery and trees.

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!
Exterior

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
Enjoy a serene lakeside retreat with a spacious balcony and front porch, surrounded by lush greenery.

Serenity Cottage

2.0 star property
Serenity Cottage
Going Coastal by SeaBreeze
Terrace/patio

Going Coastal by SeaBreeze

3.0 star property
Going Coastal by SeaBreeze
Sunrise Shore
Outdoor pool

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.
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Top Anna Maria Hotel Reviews

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

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

10/10 Excellent
"Owners were incredible! They even helped us with tire issue on our rental car after we checked out on a busy day for them! the pool in the back was a great place for us and the kids to relax, and just a very short walk to the best beach on the island! We absolutely would return!"
Dave S. 7-night trip
Posted 4 days ago
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between HK$2,119 and HK$2,119 per night. These stays offer a chance to reconnect 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?
There are multiple cottages in Anna Maria with a total average guest review rating of 9.5. Queen's Gate Resort is a superb place to rest and unwind between adventures. This 2.5-star cottage also features a garden and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with travellers in this 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?
You can choose from 23 cottages in Anna Maria. No matter if you're travelling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.