Title: Book the Best Diamond Isle Ski Hotels in 2025 from CA $150 | Expedia.ca

  

[Diamond Isle Travel Guide](https://expedia.ca/St-Petersburg-Clearwater-Diamond-Isle.dx553248635976469351)[Vacation Rentals in St. Petersburg - Clearwater](https://expedia.ca/St-Petersburg-Clearwater-Vacation-Rentals.d178310.Travel-Guide-VacationRentals)[Flights to St. Petersburg - Clearwater](https://expedia.ca/Cheap-Flights-To-St-Petersburg-Clearwater.d178310.Travel-Guide-Flights)[Things to do in St. Petersburg - Clearwater](https://expedia.ca/Things-To-Do-In-St-Petersburg-Clearwater.d178310.Travel-Guide-Activities)[Diamond Isle Car Rentals](https://expedia.ca/Car-Rentals-In-Diamond-Isle.d553248635976469351.Car-Rental-Guide)[Diamond Isle Vacations](https://expedia.ca/Diamond-Isle.d553248635976469351.Destination-Travel-Guides)

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# Find Ski Hotels in Diamond Isle, FL from CA $150

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## Check availability on Diamond Isle Ski Hotels

Tonight

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Diamond Isle Ski Hotels

![Exterior](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/c7f3403e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/ab1cee5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/0fd72398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/851700c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL

Pinellas Park

7.6/10

Good

(1000)

"This property is family property, every time I come to Pinellas to visit my family I stay in this hotel ."

CA $130

CA $150 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Country-Inn-Suites-By-Radisson.h2207863.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85170000/85164200/85164134/4f63edaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/86000000/85170000/85164200/85164134/0d17f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/86000000/85170000/85164200/85164134/68a15238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85170000/85164200/85164134/e6c38297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Remodeled Vacation Home near the Beaches

Town 'n' Country

9.0/10

Wonderful

(11)

"Very easy access great and close to the airport nice quaint property"

CA $265

CA $495 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Tampa-Hotels-Remodeled-Vacation-Home-Near-The-Beaches.h85164134.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/93000000/93000000/92994800/92994753/w1198h799x1y1-63e75d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/93000000/93000000/92994800/92994753/w1199h798x1y1-02b8779e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/93000000/92994800/92994753/w1198h794x1y1-95c2a1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/93000000/92994800/92994753/24fca5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Harbor Haven • Cozy Queen Bed Downtown

Safety Harbor

10/10

Exceptional

(6)

"Beautiful room, quiet, safe and the hosts are amazing!"

CA $165

CA $297 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Stylish.h92994753.Hotel-Information)

![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)

![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)

![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)

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

Madeira Beach

9.6/10

Exceptional

(10)

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

CA $163

CA $454 total

includes taxes & fees

Oct 6 - Oct 7

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89260000/89253500/89253423/05147c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89260000/89253500/89253423/f660ad51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89260000/89253500/89253423/21f6ac87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89260000/89253500/89253423/d9e8a6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Haven – Relax & Rejuvenate

North Kenwood

6.4/10

(8)

"Close to downtown. Lots of good restaurants and shopping near by"

CA $107

CA $329 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tranquil-Retreat-Private-Entrance-Kitchen.h89253423.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/5a8ba631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/ad5475ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/6b5d52ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/628aa3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday

9.8/10

Exceptional

(83)

"Nice house in a centrally located location. The pool is definitely a bonus in the Florida heat!!"

CA $313

CA $826 total

includes taxes & fees

Oct 4 - Oct 5

[](https://www.expedia.ca/Holiday-Hotels-GREAT-LOCATION-WATERFRONT.h20157471.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34142700/34142670/f3196944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34150000/34142700/34142670/a15fa332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34142700/34142670/f69ffb2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/35000000/34150000/34142700/34142670/87596b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps from the Beach, Family Beach House, Pets OK, Sleeps 8

clearwater beach

8.4/10

Very good

(46)

"We had a great time! The location was great and they provided supplies to make sure the kiddos had fun at the beach. Close to good restaurants as well"

CA $325

CA $985 total

includes taxes & fees

Oct 4 - Oct 5

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-From-The-Beach.h34142670.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36270000/36265100/36265012/58257652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36270000/36265100/36265012/6caad314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/37000000/36270000/36265100/36265012/1109c2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36270000/36265100/36265012/28e105b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Waterfront Condo - No Hurricane Damage

Indian Shores

9.8/10

Exceptional

(100)

"Very nice place with easy access to the beach "

CA $180

CA $845 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beautiful-Waterfront-Condo-No-Hurricane-Damage.h36265012.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/69000000/68860000/68854500/68854454/493f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68860000/68854500/68854454/7e1fdf70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68860000/68854500/68854454/7ee305d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68860000/68854500/68854454/25975003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropic Terrace Suite #4 - Beachfront Resort

Sunshine Beach

8.2/10

Very good

(12)

"Such a quiet place! We loved the access to walk down the beachfront on concrete on the beach side. We never once heard anyone outside of our space. Great place to go!!"

CA $321

CA $551 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tropic-Terrace-Suite-4-Beachfront-Rental.h68854454.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/19000000/18992200/18992190/0f584169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/19000000/19000000/18992200/18992190/069e054f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992200/18992190/b2962287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/19000000/18992200/18992190/b82494bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Sunshine Beach

9.8/10

Exceptional

(170)

"We had a great experience at the home in Broadkill! This was amazing for walks on the beach and easy access to many attractions. "

CA $251

CA $600 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beach-Condogreat-Views-Locationheated-Pooljacuzzigymfree-Parking-Wifi.h18992190.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=2025-10-16&endDate=2025-10-17&regionId=553248635976469351&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Diamond Isle Hotel Reviews

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