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Featured Cottages in Anna Maria Island

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (133)
"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!

10.0 out of 10, Exceptional, (270)
"Family of 4 stayed here comfortably for 3 nights in April. Had an excellent time on the island. And we were really impressed with the property and its location. Cool little trail, steps from the door take you straight to Bean Point."
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, (278)
"This house was perfect! Close to the beach and restaurants. It had everything we needed. The fenced in backyard was great for our dog. We would definitely stay here again. "
Charming cottage in quiet area, close to beach & bay.

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

8.2 out of 10, Very good, (22)
"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

9.8 out of 10, Exceptional, (89)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

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

9.6 out of 10, Exceptional, (21)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

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 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

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

Quiet Nights of Quiet Stars on Anna Maria Island

10.0 out of 10, Exceptional, (67)
"We found it just as described, nice quiet location, short walk to beach, lots of extras provided, Joel checked in with us a few times which we appreciated, we have rented at different places but never had the service Joel gives, he is really concerned you enjoy your stay and needs are met which they certainly were. Would definitely recommend this cute place to stay."
Quiet Nights of Quiet Stars on Anna Maria Island

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (14)
"we will be back!"
Charming Ground Level Resort Style 3 unit Condo - unit C

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

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

10.0 out of 10, Exceptional, (86)
"Enjoyed our stay"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1

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

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

9.2 out of 10, Wonderful, (46)
"Great location next to the beach. Pool area is fantastic."
Historic beach cottage with private pool - walk 1 block to beach & free trolley

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

9.8 out of 10, Exceptional, (194)
"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, (36)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

9.4 out of 10, Exceptional, (6)
"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

Anna Maria Cottage with Golf Cart

9.8 out of 10, Exceptional, (9)
"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

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

Beach Dream Cottage: Steps from the Beach with Private Pool and Spa!

9.8 out of 10, Exceptional, (41)
"We had a wonderful time staying here. Short walk (< 5 min) to the beautiful Holmes beach, fun pool for the kids to play in, and a very safe beach neighborhood to go on a morning run. Lots of family memories were made on this trip!"
Beach Dream Cottage: Steps from the Beach with Private Pool and Spa!
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

Frequently asked questions

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.