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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

Featured Cottages in Anna Maria Island

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

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

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

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Anna Maria Cottage with Golf Cart
Exterior

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

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.
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Sun-loungers, beach towels

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!
Starfish Cottage - sleeps 4 guests in 2 bedrooms
Exterior

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

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
Exterior

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
Charming Ground Level Resort Style 3 unit Condo - unit C
Property grounds

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

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

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
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Exterior

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

9.0 out of 10, Wonderful, (8)
"Great location. Very clean and well maintained. I would come back "
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
Outdoor dining

Blue Isle Oasis: Adorable, updated 2 bedroom cottage

9.0 out of 10, Wonderful, (2)
"Nicely renovated interior and exterior. "
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
Fridge, microwave, oven, stovetop

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
Quiet Nights of Quiet Stars on Anna Maria Island
Exterior

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
Adorable Cottage with Covered Balconies and Private Pool
Terrace/patio

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
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Property grounds

Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!

10.0 out of 10, Exceptional, (19)
"We had such a great stay at the Seabreeze Cottage. The space is so nice with everything you need to stay in and cook and feel comfortable. Such an easy walk to the beach, bay and tons of restaurants. We will definitely be coming back! "
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Ocean72, 2-bedroom cottage in Holmes Beach with Pool and Spa
Exterior

Ocean72, 2-bedroom cottage in Holmes Beach with Pool and Spa

Ocean72, 2-bedroom cottage in Holmes Beach with Pool and Spa
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Property grounds

Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach

10.0 out of 10, Exceptional, (16)
"Very pleased with remodel and condition of the property. Love coming down to Anna Maria Island and staying here"
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
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 room, it was clean and had everything we needed. The attendant at the front desk was really nice and sweet and helpful and so were the other employees. It was right on the beach. They gave us complimentary drinks at the bar which was amazing! Would come back again. "
Camille 1-night trip
Posted 2 days ago
Bali Hai Beachfront Resort and Spa

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.