Title: Book the Best Anna Maria Island Ski Hotels in 2026 from CA $447 | Expedia.ca

[Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

![Anna Maria Island, FL

Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Anna Maria Island Ski Hotels

Tonight

[Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anna Maria Island ski hotels

![On the beach](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/b95bc505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/d8606307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/d6544e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/a679ef44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to the Waves-Beach Club at AMI 8 by RVA

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-8-Resort-By-RVA.h23136520.Hotel-Information)

Bradenton Beach

9.6/10

Exceptional

(96 reviews)

"We liked the location and the short walk to the beach. The place looks great despite the storms of last year. The place is great. The sun deck was a fantastic place to eat a sunset dinner!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard C.

CA $229

CA $484 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-8-Resort-By-RVA.h23136520.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/ed04fafc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/45630ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/48f2bcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/94895361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Madiera1-Waterfront-2-3-Minutes-Walktothe-Beach.h84019299.Hotel-Information)

Madeira Beach

9.6/10

Exceptional

(10 reviews)

"It was a great place to stay and we will definately return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen K.

CA $159

CA $447 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Madiera1-Waterfront-2-3-Minutes-Walktothe-Beach.h84019299.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33491600/33491593/37d4bdc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33491600/33491593/612e650f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33491600/33491593/a02a029f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33491600/33491593/f2837c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY POOL, 6 BEDROOMS, SPACIOUS LIVING

[](https://www.expedia.ca/Siesta-Key-Hotels-5-STAR-SIESTA-KEY.h33491593.Hotel-Information)

Siesta Key

10/10

Exceptional

(142 reviews)

"This is a beautiful property! I love the layout ! If two families are traveling together you have two separate spaces but a large gathering place in one of the spaces! The beach is an easy walk from the property! The owner has buggies and chairs , everything needed for a fun day at the beach! The owner was very hospitable and helpful! We were very pleased !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

CATHY P.

CA $1,233

CA $3,003 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Siesta-Key-Hotels-5-STAR-SIESTA-KEY.h33491593.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/109000000/108820000/108814400/108814380/64fab77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108820000/108814400/108814380/575f8973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/109000000/108820000/108814400/108814380/ced0db56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108820000/108814400/108814380/343a87ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 5BR w/ Pool, Spa & Game Room near AMI

[](https://www.expedia.ca/Bradenton-Hotels-BRAND-NEW-Game-Room-Pool-Hot-Tub-Full-Kitchen.h108814380.Hotel-Information)

West Bradenton

10/10

Exceptional

(16 reviews)

"Had a great stay at this very nice property. Whole family was happy, comfortable and entertained "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Will L.

CA $547

CA $1,345 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Bradenton-Hotels-BRAND-NEW-Game-Room-Pool-Hot-Tub-Full-Kitchen.h108814380.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18977800/18977791/1563d45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18977800/18977791/5b174b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18977800/18977791/5816ea2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/19000000/18980000/18977800/18977791/15db4cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Vistas Beach Front St. Pete Beach Treasure Island Clearwater pool/parking

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Corner-Direct-Beach-Front-Stpete-Beach-Treasure-Island-Clearwate.h18977791.Hotel-Information)

Sunshine Beach

9.8/10

Exceptional

(225 reviews)

"Love the place, our first visist to the West coast of Florida. Couldnt have picked a better place. The sunsets are amazing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlie G.

CA $555

CA $986 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Corner-Direct-Beach-Front-Stpete-Beach-Treasure-Island-Clearwate.h18977791.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&regionId=553248622847118534&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Anna Maria Island Hotel Reviews

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