Title: Book the Best Longboat Key Ski Hotels in 2026 from CA $386 | Expedia.ca

[Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides)

![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Longboat Key Ski Hotels

Tonight

[Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8409&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=8409&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Longboat Key ski hotels

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/ace78ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/dea883bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/d4266ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/20000000/19930000/19927500/19927484/3a740ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

[](https://www.expedia.ca/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.Hotel-Information)

Indian Beach Sapphire Shores

9.6/10

Exceptional

(34 reviews)

"Clean and everything was as advertised "

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

alan m.

CA $237

CA $386 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Sarasota-Hotels-Light-Filled-Walk-To-Bay-1-King-BR.h19927484.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)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33491600/33491593/e7ab35a0.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)

### 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 $1,219

CA $2,906 total

includes taxes & fees

Feb 4 - Feb 5

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

![Dining](https://images.trvl-media.com/lodging/106000000/105530000/105529800/105529740/w2839h1597x1y0-1f3ef1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105530000/105529800/105529740/w2839h1597x1y0-194f39c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/106000000/105530000/105529800/105529740/867f8c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105530000/105529800/105529740/6c5c7116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Getaway | Saltwater Pool, Fire Pit & Games!

[](https://www.expedia.ca/Bradenton-Hotels-New-4BR-Home-Private-Pool.h105529740.Hotel-Information)

Palma Sola

10/10

Exceptional

(6 reviews)

"Had a lovely stay! The house is centrally located to the beaches and fun excursions. Very clean! The kids/teenagers loved the pool area and game area. Just beautiful."

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

Julia S.

CA $676

CA $1,382 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Bradenton-Hotels-New-4BR-Home-Private-Pool.h105529740.Hotel-Information)

![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/f8eef707.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)

![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/d6544e27.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.

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

![Beach nearby](https://images.trvl-media.com/lodging/120000000/119100000/119096700/119096621/6bb7a8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/120000000/119100000/119096700/119096621/40172585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119100000/119096700/119096621/f92cdf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/120000000/119100000/119096700/119096621/af083c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aylee\`s Beach House| 360 steps from Siesta Key Beach|4 BR 3 BA |Saltwater Pool

[](https://www.expedia.ca/Siesta-Key-Hotels-Aylees-Beach-House-360-Steps-From-Siesta-Key-Beach4-BR-3-BA-Saltwater-Pool.h119096621.Hotel-Information)

Siesta Key

CA $1,167

CA $2,347 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Siesta-Key-Hotels-Aylees-Beach-House-360-Steps-From-Siesta-Key-Beach4-BR-3-BA-Saltwater-Pool.h119096621.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=2026-02-13&endDate=2026-02-14&regionId=8409&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Longboat Key Hotel Reviews

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