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

10.0 out of 10, Exceptional, (279)
"Castaway Cottage is paradise! The charm, the amenities, and the little extra touches made for the most relaxing vacation. Dan and Goose are the best!"
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, (288)
"Clean and quiet and the best location for a weekend getaway! "
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.6 out of 10, Exceptional, (38)
"There were a few quirky things. Could not put the AC higher than 75 or it would freeze up the AC.We were only allowed 1 roll of TP we had to buy our own. And it said cookware is provided…1 small 6-8 inch skillet was supplied. And 1 small sauce pan. Everything else was fine."
Shell Cottage - sleeps 2

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

9.6 out of 10, Exceptional, (120)
"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

Seahorse Cottage - sleeps 2 guests in 1 bedroom

9.8 out of 10, Exceptional, (52)
"Enjoyed our time and will be back!"
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)
"Great Location, super clean, great pricing, and Owners were always available.Great time!!"
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)
"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."
The price is HK$1,922
HK$4,266 total
includes taxes & fees
27 Sept - 28 Sept
Adorable Cottage with Covered Balconies and Private Pool

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

9.8 out of 10, Exceptional, (197)
"The location was good on the island, and just a short walk to multiple beaches. Check in was easy, and communication with the host was good. We enjoyed our stay!"
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

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

Starfish Cottage - sleeps 4 guests in 2 bedrooms

9.8 out of 10, Exceptional, (47)
"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

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 satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Walking distance to the beach!! House is small, but clean. Had all of the things we needed for the beach!!"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Beautiful Guest House Near the Beach with Private Pool!

8.6 out of 10, Excellent, (29)
"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$1,504
HK$3,542 total
includes taxes & fees
28 Sept - 29 Sept
Beautiful Guest House Near the Beach with Private Pool!

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

8.8 out of 10, Excellent, (75)
"location, location location. we loved being steps from the beach, able to go back and forth with a small child/elderly for both to enjoy without it being a hassle. the front porch is amazing for morning coffee or games in the evenings."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

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!"
The price is HK$1,471
HK$3,501 total
includes taxes & fees
29 Sept - 30 Sept
Beautiful Condo on Pine Ave, 2 Blocks to Beach

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

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

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

Cozy Pine Ave Cottage Near Beach and Pier

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."
Cozy Pine Ave Cottage Near Beach and Pier

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

10.0 out of 10, Exceptional, (47)
"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
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

Find out more about Anna Maria

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
1,171
Accommodation
24 Cottages
Lowest Price
HK$3,501
Highest Price
HK$4,266

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between HK$3,501 and HK$4,266 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 24 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.