Clearwater Beach Ski Chalets

New
4000 ft² 20 Guests 7 Bedrooms 9 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $3,359/Night For 7 Nights US $23,514
10.0
Exceptional
(5 Reviews)
1851.39 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Private Beach
  • Oceanfront
  • Hot Tub
US $407/Night For 7 Nights US $2,849
New
6 Guests 2 Bedrooms 1 Bathroom
House
US $483/Night For 7 Nights US $3,383
New
220 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,108/Night For 7 Nights US $7,757
10.0
Exceptional
(4 Reviews)
1808.34 ft² 8 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • View
US $419/Night For 7 Nights US $2,933
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $759/Night For 7 Nights US $5,313
10.0
Exceptional
(3 Reviews)
914.93 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $320/Night For 7 Nights US $2,240
New
9 Guests 3 Bedrooms 3 Bathrooms
Group Friendly Condo
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $596/Night For 7 Nights US $4,174
10.0
Exceptional
(2 Reviews)
2551.05 ft² 8 Guests 3 Bedrooms 3 Bathrooms
House
  • Oceanfront
  • Pool
  • Ocean View
US $628/Night For 7 Nights US $4,396
New
6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
US $516/Night For 7 Nights US $3,611
10.0
Exceptional
(2 Reviews)
172.22 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $562/Night For 7 Nights US $3,932
New
5 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $362/Night For 7 Nights US $2,535

Why Choose Rent By Owner for your Clearwater Beach Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Clearwater Beach

When should you plan your Ski Chalets stay?

Timing your visit to this destination can enhance your experience, as the best periods for enjoying the region’s climate and amenities often align with less crowded seasons, making it an ideal choice when planning your stay in Clearwater Beach, Florida, USA.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy the warm weather and lively atmosphere that attracts visitors to this popular seaside destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
summer
Summer (June to August)

The summer months bring peak crowds and vibrant beach activities, making it an ideal time for outdoor adventures and enjoying the sun.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F

Off-Season Highlights

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Fall (September to November)

In fall, fewer visitors arrive, providing a quieter experience while still offering pleasant weather for exploring the area.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 55°F to 65°F
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Winter (December to February)

During winter, the region sees its lowest number of visitors, creating a peaceful environment perfect for relaxing stays away from the crowds.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 55°F

Weekly Weather Forecast for Clearwater Beach

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling areas perfect for preparing fresh seafood or local delicacies.
  • Take advantage of private or shared swimming pools to relax under the sun.
  • Benefit from lush, landscaped gardens that provide a tranquil setting for outdoor leisure.
  • Make use of covered patios or verandas ideal for sunset viewing and social gatherings.
  • Utilize outdoor dining spaces to savor meals with scenic views of the region's natural beauty.
  • Avail outdoor showers or changing facilities for easy beach access and post-swim refreshment.
  • Discover nearby walking trails or biking paths that showcase the area's picturesque landscape.
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Family Activities

  • Beach Days and Sandcastle Building: Spend a relaxing day on the pristine sands, where your family can enjoy swimming, sunbathing, and creating memorable sandcastles along the shoreline.
  • Clearwater Marine Aquarium: Visit this renowned marine rescue center to learn about local sea life and see attractions like the famous dolphin Winter, offering an educational experience for all ages.
  • Pirate Cruise Adventure: Embark on a family-friendly pirate-themed boat tour that provides fun storytelling and scenic views of the region’s coastline.
  • Sunset Watching at Pier 60: Experience breathtaking sunsets from Pier 60, often accompanied by lively street performers, making it a perfect end to your day here.
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Adult Activities

  • Sunset Cruises Experience a relaxing evening aboard a sunset cruise to enjoy stunning views of the Gulf of Mexico and the region's vibrant coastline.
  • Beachfront Relaxation Spend your day lounging on pristine white sands and soaking up the sun in this popular beach destination.
  • Water Sports Engage in activities like paddleboarding, jet skiing, or windsurfing for an adventurous way to explore the clear waters.
  • Fishing Charters Embark on a fishing excursion customized for adults seeking either leisure or sportfishing in the area’s abundant waters.

Other Places to Stay in Clearwater Beach, FL

Clearwater Point
Clearwater Marine Aquarium
Captain Blighs Landing
Clearwater Beach Jet Ski Guided Tours

Clearwater Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: To enjoy a more relaxed atmosphere and better rates on your stay, consider visiting outside the peak summer months when this coastal destination is less crowded.
  • Explore Local Dining Options: Take advantage of the area's fresh seafood and waterfront eateries to fully experience the regional flavors after booking your cozy ski chalet here.
  • Take Advantage of Water Activities: Whether it's paddleboarding or sunset cruises, engaging in these activities allows you to appreciate the scenic beauty that surrounds your rental accommodations.
  • Utilize Nearby Transportation Services: To easily navigate the region, consider renting bikes or using local shuttles, ensuring seamless access to the area's top attractions and your comfortable ski chalet.

Transportation Options

  • Rental Car Services: Convenient car rental options allow you to explore the region at your own pace, providing easy access to various destinations around Clearwater Beach.
  • Public Transportation: Local bus services connect you to major areas within the destination, offering an affordable and eco-friendly way to get around.
  • Taxis and Ride-Sharing: Taxis and popular ride-sharing apps provide quick, reliable transportation for short trips or when arriving from nearby airports.
  • Walking and Biking: The area’s walkable streets and dedicated bike paths make it simple to enjoy scenic routes and visit local spots without the need for a vehicle.

Local Customs Options

  • Cuban Influence: You’ll notice a vibrant Cuban influence reflected in local cuisine and cultural celebrations, which add a distinctive flavor to the area’s community spirit.
  • Beach Etiquette: Respect for beach etiquette, including designated swimming zones and conservation efforts, helps maintain the pristine condition of the shoreline here.
  • Sea Turtle Conservation: Participating in or observing sea turtle nesting season activities underscores the community's commitment to protecting local wildlife along this coastal region.
  • Water Sports Customs: Engaging in water sports with an awareness of safety norms and environmental preservation is valued by residents and visitors alike in this seaside destination.

Clearwater Beach Ski Chalets Frequently Asked Questions

2. How many Ski Chalets are available in Clearwater Beach?

Currently, the total number of properties listed by RBO in 2026 is over 2493 in the Clearwater Beach area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Clearwater Beach. 

3. What is the cancellation policy for booking ski chalets in this destination?

The cancellation policy varies depending on the specific chalet listing. It’s recommended to review the individual property's terms and conditions or contact the owner directly for detailed information.

4. Are there any special requirements or restrictions when staying at a ski chalet here?

Certain properties may have unique policies regarding check-in hours, pet accommodations, or age restrictions. Be sure to read the listing details carefully or reach out to the owner for clarification.

5. How do I confirm my reservation for a ski chalet in this area?

Reservations are typically confirmed through the booking platform after submitting your details and payment. For any specific questions about your booking process, contact the property owner directly.

6. Is there parking available at these ski chalets in this region?

Most listings include parking options, but amenities can vary. Check the individual property details or contact the owner to confirm available parking facilities.

7. What amenities are usually included with a ski chalet stay in this destination?

Amenities often include essentials like Wi-Fi, kitchen facilities, and outdoor spaces, but features can differ among properties. Review each listing or communicate with the owner to ensure your needs are met.

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  • Oceanfront
  • Fireplace/Heating
  • Pool
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(302 Reviews)
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  • Oceanfront
  • Fireplace/Heating
  • Pool
US $452/Night For 7 Nights US $3,165