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  2. Florida
  3. Key West
  4. Meadows
  5. Ski Chalets

Discover Your Perfect Meadows Ski Chalets

Meadows Ski Chalets

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9.0 (1012 Reviews)
Bed & Breakfast
Authors of Key West Guest House
  • Air Conditioner
  • Pool
  • TV
View Availability
|
9.5 (7 Reviews)
Apartment
Heron Hideaway
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Ski Chalets in Meadows Area

Why Choose Rent By Owner for your Meadows 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.

Popular Areas for Meadows Ski Chalets

Where are the best neighborhoods to stay in Meadows?

In Meadows, you will find neighborhoods that offer a tranquil escape with easy access to natural beauty and local amenities. Staying in this area provides a convenient base for exploring the unique charm of Key West, Florida, while enjoying a peaceful environment. Whether you're seeking relaxation or adventure, these neighborhoods are ideal for booking your perfect ski chalets through a reliable platform that ensures a seamless experience.

Old Town

Located within the region, Old Town offers a charming and historic atmosphere that makes it an ideal choice for travelers seeking authentic experiences. Here, you'll find convenient access to local amenities and attractions, enhancing your stay in this vibrant destination.

View 2371+ Rentals in Old Town

The Meadows

The Meadows provides a peaceful retreat with lush surroundings, perfect for those wanting a quiet escape while still enjoying the convenience of nearby conveniences. Your comfortable ski chalet here ensures a relaxing experience amidst the area's natural beauty.

View 100+ Rentals in The Meadows

White Street Gallery District

Situated close to artistic hubs, the White Street Gallery District is ideal for visitors interested in exploring creative spaces and unique local culture. Staying in this area places you near inspiring environments that add a distinctive touch to your getaway.

View 24+ Rentals in White Street Gallery District

Best Times to Visit Meadows

When should you plan your Ski Chalets stay?

To make the most of your stay, consider planning your vacation during the shoulder seasons when the weather is mild and the area is less crowded, ensuring a comfortable and enjoyable experience here in Meadows, Key West, Florida, USA.

Peak Season Highlights

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Winter (December to February)

This is the peak season when you can enjoy the full winter experience, attracting visitors seeking the best ski conditions in Meadows, Key West, Florida. The area tends to be bustling, offering ideal weather for outdoor winter activities.

Average Temperature Daytime: Approximately 50°F to 60°F - Nighttime: Around 40°F to 50°F
spring
Spring Break (March to April)

During this period, the region sees a surge of visitors looking to combine winter sports with springtime warmth, making it an excellent time to book your stay in the area’s cozy ski chalets.

Average Temperature Daytime: Ranging from 55°F to 65°F - Nighttime: Between 45°F and 55°F

Off-Season Highlights

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Late Spring to Early Summer (May to June)

These months see fewer visitors as the snow begins to melt and the demand drops. It’s a good time to find deals on ski chalets while enjoying quieter surroundings.

Average Temperature Daytime: Around 65°F to 75°F - Nighttime: About 55°F to 65°F
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Fall (September to November)

The off-peak season offers less crowded conditions, ideal for those seeking tranquility and better rates while still experiencing the scenic beauty of the region.

Average Temperature Daytime: Approximately 60°F to 70°F - Nighttime: Roughly 50°F to 60°F

Weekly Weather Forecast for Meadows

How to Book Your Meadows Ski Chalets

What's our booking process?

Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Meadows

More Top-Rated Ski Chalets in Meadows Area

Common Ski Chalets Amenities

What amenities can you expect?

Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 seating areas with comfortable furniture to relax after a day of exploring.
  • Take advantage of private pools or hot tubs to unwind under the sun or stars.
  • Benefit from well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Make the most of barbecue grills for outdoor dining with family and friends.
  • Utilize shaded patios or verandas, perfect for enjoying mild evenings in this destination.
  • Discover dedicated outdoor dining spaces designed for al fresco meals in the region.
  • Experience outdoor recreational amenities such as tennis courts or fitness areas available on-site.

Top Attractions Around Meadows

What attractions are nearby?

In the area surrounding your Meadows, Key West, stay active by exploring nearby water-based activities, local parks, and vibrant community events that showcase the region’s unique coastal charm, making it an ideal destination for those seeking a memorable getaway with plenty of outdoor engagement.

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Family Activities

  • Visit the Key West Butterfly & Nature Conservatory Experience a magical walk through lush gardens filled with colorful butterflies and exotic birds, providing an engaging family activity in this tropical region.
  • Explore Fort Zachary Taylor Historic State Park Discover history and enjoy a relaxing day on the beach with picnic areas and swimming opportunities suitable for all ages.
  • Take a glass-bottom boat tour Enjoy exploring the vibrant marine life beneath the waves without leaving this destination, offering educational fun for the entire family.
  • Relax at Smathers Beach Spend quality time by the water with sunbathing, beach games, and water sports, making it a perfect family outing on this island paradise.
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Adult Activities

  • Sunset Sailing Tours Embark on an evening cruise to witness breathtaking sunsets over Key West, offering a relaxing and scenic experience for adults seeking tranquility.
  • Historic Old Town Exploration Discover the charm of the area's historic streets, filled with unique shops, art galleries, and cultural landmarks that provide an enriching day out.
  • Fine Dining Experiences Indulge in exceptional seafood and local cuisine at renowned restaurants, savoring the flavors that make this destination truly special.
  • Waterfront Nightlife Enjoy vibrant bars and live entertainment along the waterfront, where you can unwind after a day of exploring in the region.

Other Places to Stay in Meadows, FL

The Unitarian Universalist Fellowship of Key West
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The Meadows
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Meadows Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take time to research local events and outdoor activities to maximize your experience here and make the most of your stay in this vibrant destination.
  • Choose Your Accommodation Wisely: Opt for a well-reviewed ski chalet that offers convenience and comfort, ensuring you enjoy a seamless and restful visit in the region.
  • Explore Local Cuisine: Sample the regional flavors by visiting popular eateries nearby, allowing you to immerse yourself in the area's culinary traditions.
  • Pack Appropriately: Bring suitable clothing and gear to enjoy the various weather conditions and outdoor pursuits available during your stay in this destination.

Transportation Options

  • Rental Car Services: In the region, you’ll find various rental car companies offering flexible transportation options to explore Meadows and its surroundings comfortably.
  • Public Transportation: Local buses provide affordable and convenient transit for getting around Key West and reaching nearby attractions with ease.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services are widely available here, allowing for quick and hassle-free travel within the area.
  • Bike Rentals: Biking is a popular way to enjoy this destination’s scenic views, with numerous bike rental shops accessible throughout the region.

Local Customs Options

  • Conch Republic Days: Celebrated annually, this festival highlights local history with vibrant parades, reflecting the area's deep maritime traditions.
  • Fishing Etiquette: Respect for fishing customs is paramount here, with anglers often following designated areas and practicing catch-and-release when appropriate.
  • Respect for Marine Life: The community values sustainable interaction with marine ecosystems, encouraging responsible snorkeling, diving, and boating practices.
  • Sunset Celebrations: As a cherished daily ritual, locals gather to enjoy picturesque sunsets together, emphasizing the region’s relaxed and friendly atmosphere.

Frequently Asked Questions About Meadows Rental Ski Chalets

1. What are the top Ski Chalets in Meadows?

There are a lot of options in Meadows. If you plan on staying in the Meadows area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Meadows:

2. How many Ski Chalets are available in Meadows?

Currently, the total number of properties listed by RBO in 2026 is over 140 in the Meadows area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Meadows. 

3. What is the cancellation policy for booking a ski chalet in this region?

Cancellation policies vary depending on the specific listing. It is recommended to review the individual property's cancellation terms and contact the host directly for detailed information.

4. Are there any additional fees I should be aware of when booking a ski chalet here?

Additional fees such as cleaning, service charges, or local taxes are typically specified on the listing page. Please check the details carefully or reach out to the owner for clarification before confirming your reservation.

5. How do I secure my booking at a ski chalet in this destination?

Booking is generally completed through the listing's online platform, which may require a deposit or full payment upfront. Contact the property owner if you need assistance with the reservation process.

6. Is there a minimum stay requirement for booking these ski chalets?

Minimum stay requirements vary by property and season. You can find this information on the specific listing or by contacting the host directly to ensure your plans align.

7. What amenities are typically included with ski chalets here?

Amenities vary by property but often include features like Wi-Fi, kitchen facilities, heating, and outdoor spaces. To confirm the available amenities, review the listing details or speak directly with the owner.

More Rentals You May Like Near Meadows

10.0 (1 Review)
Apartment
Heron Hideaway
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Ski Chalets in Meadows Area