Title: Book the Best Anna Maria Island Ski Hotels in 2026 from CA $306 | 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) # Find Ski Hotels in Anna Maria Island, FL from CA $306 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anna Maria Island Ski Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-26&endDate=2025-12-28&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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/d8606307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/f8eef707.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 (94) "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 $197 CA $440 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-8-Resort-By-RVA.h23136520.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/bfa1f244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/3810f46f.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/25000000/24260000/24253100/24253065/5d0c0eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/d9da119b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical, private, downtown [](https://www.expedia.ca/Sarasota-Hotels-Very-Tropical.h24253065.Hotel-Information) Central Sarasota 9.6/10 Exceptional (81) "Place was perfect for our short stay! Great location, roomy enough for two adults and two small pups. Very cute inside, would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie L. CA $134 CA $328 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sarasota-Hotels-Very-Tropical.h24253065.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/w1400h930x0y3-50dc3034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/c73b091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/57eba4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/5ba3c4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches [](https://www.expedia.ca/Sarasota-Hotels-August-Ringling-Room-Stay-In-A-Piece-Of-Sarasota-History-Downtown-Beaches.h22127530.Hotel-Information) Central Sarasota 9.0/10 Wonderful (15) "Great location to Ringling attractions. Two restaurants on property, both excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reagan S. CA $207 CA $306 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sarasota-Hotels-August-Ringling-Room-Stay-In-A-Piece-Of-Sarasota-History-Downtown-Beaches.h22127530.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/3782d91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/c22f4653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/e831e3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/4905c616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bradenton Fun! 4BR, Free Heated Pool, Hot Tub, Game Rm [](https://www.expedia.ca/Bradenton-Hotels-Hot-Tub-Arcade-EV-CH-Pool-Shuffle-Brd-3x-KING-STE.h103542475.Hotel-Information) Palma Sola 10/10 Exceptional (10) "Great location with room for the whole family and a short drive to our favorite beach. Even though it rained most of the time we were there, we had the pool and hot tub to keep us in vacation mode. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe W. CA $208 CA $685 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Bradenton-Hotels-Hot-Tub-Arcade-EV-CH-Pool-Shuffle-Brd-3x-KING-STE.h103542475.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/2a095f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/a61b3f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/d8ef0648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/c44c4b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown [](https://www.expedia.ca/Sarasota-Hotels-Charles-Ringling-Room-1-Br1ba-With-Kitchen-5-Mins-To-Beachdowntown.h19428409.Hotel-Information) Central Sarasota 9.0/10 Wonderful (20) "I thought it would be close to museum" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally R. CA $275 CA $429 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sarasota-Hotels-Charles-Ringling-Room-1-Br1ba-With-Kitchen-5-Mins-To-Beachdowntown.h19428409.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) ![Interior](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/48f2bcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84020000/84019300/84019299/2beb642f.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) ### 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) "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 $273 CA $577 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Madiera1-Waterfront-2-3-Minutes-Walktothe-Beach.h84019299.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34990000/34987100/34987085/bc7ef4a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34990000/34987100/34987085/91bc1fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34990000/34987100/34987085/ce65e438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34990000/34987100/34987085/305e4f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top-Floor Gulf-Front Oasis♥ Panoramic Balcony Sunsets, Pool♥Few Steps To Sand [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Relax-Listening-To-The-Ocean-Roar-With-This-Gorgeous-New-Condo-On-The-Beach.h34987085.Hotel-Information) Treasure Island 9.6/10 Exceptional (118) "Wonderful place to stay, will highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wanda S. CA $274 CA $724 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Relax-Listening-To-The-Ocean-Roar-With-This-Gorgeous-New-Condo-On-The-Beach.h34987085.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/8c875842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/e35e3909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/f03299db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/4690dc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village [](https://www.expedia.ca/Siesta-Key-Hotels-Pelicans-Place-Walk-To-Siesta-Key-Beach-Village.h111508293.Hotel-Information) Siesta Key Village 9.8/10 Exceptional (17) "Phenomenal location. Block of the beach and two blocks from the village. Couldn’t ask for a better location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jarryd E. CA $671 CA $1,476 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Siesta-Key-Hotels-Pelicans-Place-Walk-To-Siesta-Key-Beach-Village.h111508293.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) ![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) ![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) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18977800/18977791/455cf45a.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 (221) "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 $397 CA $765 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Corner-Direct-Beach-Front-Stpete-Beach-Treasure-Island-Clearwate.h18977791.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/w1400h930x0y3-b6294e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/bd3c0c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/c41cc374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/f2e8f222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Junior Suite - Large, 2 king beds, 1 private bath in great and historic location [](https://www.expedia.ca/Sarasota-Hotels-Otto-Ringling-Suite-Large.h23704256.Hotel-Information) Central Sarasota 9.4/10 Exceptional (20) "Great restaurant connected to the property. A bit noisy given the location next to Tamiami" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $275 CA $393 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sarasota-Hotels-Otto-Ringling-Suite-Large.h23704256.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=2025-12-28&endDate=2025-12-29®ionId=553248622847118534&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Adults-Only-Resorts.0-0-d74028-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-All-Inclusive-Hotel.0-0-d74028-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Hotel.0-0-d74028-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Boutique-Hotel.0-0-d74028-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Hotels-Cheap-Hotels.0-0-d74028-tCheapHotels.Travel-Guide-Filter-Hotels) - 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