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Check prices for these dates

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15 Aug - 17 Aug
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22 Aug - 24 Aug
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5 Sept - 7 Sept
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Featured Cottages in Anna Maria Island and around

Tropical Paradise On The Beach Permit VRC17-000168
Effortlessly prepare meals in this well-equipped kitchen featuring a coffee maker, oven, and microwave.

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (135)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Guests can enjoy a wide, sandy beach with ocean views and a scenic backdrop of trees and shrubs.

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.
Guests can enjoy access to the beach via a staircase, surrounded by lush trees.

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.
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Guests can enjoy a serene beach experience with access to the ocean.

Charming, fully remodeled cottage steps from beach with WiFi & central AC

8.2 out of 10, Very good, (23)
"Very clean, comfortable, easy to reach the beach, and located in good neighbor "
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Relax in the shaded outdoor seating area, complete with barbecue grills and a scenic view.

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (93)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Relax by the serene pool surrounded by lush greenery and a shaded pergola.

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
Enjoy sunbathing and relaxation on the sandy shore, where beach umbrellas and towels are available.

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
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Enjoy a serene coastal setting with ocean views and lush greenery surrounding single-family homes.

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

9.6 out of 10, Exceptional, (23)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Quiet Nights of Quiet Stars on Anna Maria Island
Enjoy a serene beach experience with gentle waves and a tranquil atmosphere.

Quiet Nights of Quiet Stars on Anna Maria Island

10.0 out of 10, Exceptional, (68)
"Our family of 4 absolutely loved our stay! The house is as described and has everything you need. Kitchen is well stocked, and the beds were very comfortable. No beach chairs since Helene, but we honestly didn't need them because we spent all of our time in the beautiful water! Beach access was very easy and we never had trouble finding somewhere to park. PSA : Rent a golf cart! We had a wonderful week at Quiet Nights of Quiet Stars and are already planning our next visit. Hopefully sooner...
Quiet Nights of Quiet Stars on Anna Maria Island
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
Relax by the serene pool surrounded by palm trees and a tranquil atmosphere.

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

9.8 out of 10, Exceptional, (30)
"My husband and I loved this place. It was private and we had a blast. It was close to the beach. "
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
Charming Ground Level Resort Style 3 unit Condo - unit C
Relax by the resort pool surrounded by palm trees and lounge chairs.

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (14)
"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
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Enjoy a serene beach experience with a sailboat anchored in the distance, perfect for relaxation and water activities.

Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1

10.0 out of 10, Exceptional, (88)
"Enjoyed our stay"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Enjoy stunning ocean views from this coastal retreat surrounded by lush greenery and palm trees.

Historic beach cottage with private pool - walk 1 block to beach & free trolley

9.0 out of 10, Wonderful, (47)
"Great location next to the beach. Pool area is fantastic."
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Beautiful Condo on Pine Ave, 2 Blocks to Beach
A heated pool

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!
Enjoy a tranquil beach experience with stunning ocean views and a picturesque pier.

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!
Anna Maria Cottage with Golf Cart
Relax in a serene patio area with a light-colored sofa, small table, and lush greenery.

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Relax on a wide, sandy beach with comfortable sun loungers and beach umbrellas.

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

9.2 out of 10, Wonderful, (7)
"Great location. Very clean and well maintained. I would come back "
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Shell Cottage - sleeps 2
Enjoy sunbathing and relaxation on the pristine white sandy beach, adjacent to a lively community with a variety of homes.

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
Guests can enjoy sunbathing and relaxation on the beach, surrounded by lush greenery and ocean 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
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 Island Hotel Reviews

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

10/10 Excellent
"Beautiful view, gentle staff"
Rosandra 3-night trip
Posted 3 days ago
Bali Hai Beachfront Resort and Spa

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 9.5, so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favoured by travellers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
With cottages starting at only per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. This price was 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.
Are there any family-friendly cottages in Anna Maria Island?
There are indeed. Whether it's in one of Anna Maria Island's busy cities or way out in nature, the cosy charm of a cottage is perfect for holidaying families. If Bradenton Beach is on your radar, book a stay at Queen's Gate Resort. This 2.5-star option offers a nearby beach and a barbecue grill. Another superb choice is 105b 12th Street South Front 2 Bedroom Apts By Redawning. Also in Bradenton Beach, this family-friendly cottage has a 3-star rating and includes WiFi and a barbecue grill. You'll find plenty of awesome things to do with the family in Bradenton Beach. Anna Maria Beach and Coquina Beach promise a fantastic day out.