Why Choose Rent By Owner for your Naples Ski Chalets?
What makes our Ski Chalets special?
Popular Areas for Naples Ski Chalets
Where are the best neighborhoods to stay in Naples?
When visiting Naples, Florida, you’ll find that choosing the right neighborhood can enhance your stay, especially if you're interested in booking a cozy and reliable ski chalet-style accommodation. The Downtown area offers easy access to local amenities and a vibrant atmosphere, while the nearby North Naples provides a quieter retreat with beautiful natural surroundings. Both neighborhoods are ideal for experiencing the laid-back charm of Naples, Florida and ensuring a comfortable, memorable stay.
Vanderbilt Beach
Located along the northern coast of Naples, Vanderbilt Beach offers a tranquil setting perfect for relaxing in your ski chalets while enjoying stunning Gulf Coast views. This neighborhood provides easy access to pristine sands and is ideal for visitors seeking a serene retreat in the region.
View 373+ Rentals in Vanderbilt BeachOld Naples
Charm and history define this area, where you can find cozy ski chalets amidst vibrant shopping and dining scenes in Naples’ historic district. Here, you're close to cultural attractions and picturesque streets that capture the essence of the region’s rich heritage.
View 1647+ Rentals in Old NaplesPelican Bay
Known for its luxurious surroundings, Pelican Bay offers upscale ski chalets with access to exclusive golf courses and lush green spaces. The neighborhood's peaceful environment makes it an excellent choice for those seeking comfort and privacy near Naples’ scenic coast.
View 73+ Rentals in Pelican BayBonita Shores
Situated just outside Naples, Bonita Shores provides a laid-back atmosphere with beautiful waterfront views, making it an inviting location for booking your ideal ski chalets. Its natural landscapes and quiet streets are perfect for unwinding during your stay here.
View 1535+ Rentals in Bonita ShoresBonita Bay
This community combines elegance with outdoor recreation, offering well-appointed ski chalets amid scenic lakes and golf courses in Bonita Springs. It's an excellent area for combining leisure activities with the comfort of a private retreat close to Naples.
View 102+ Rentals in Bonita BayEast Naples
In the eastern part of the region, East Naples features convenient access to parks and local amenities, making it a practical base for booking your ski chalets. The neighborhood blends suburban comfort with proximity to some of the area's natural highlights.
View 465+ Rentals in East NaplesNaples Park
Offering a family-friendly atmosphere, Naples Park is known for its welcoming community and close proximity to beaches, making it a popular choice for those looking to enjoy the best of the region from their ski chalets. Here, you’re perfectly positioned to explore both nature and local attractions.
View 1061+ Rentals in Naples ParkPark Shore
Overlooking the Gulf of Mexico, Park Shore boasts elegant ski chalets with direct access to beautiful beaches and upscale shopping districts. This neighborhood provides a refined setting for a relaxing getaway in the area’s most desirable coastal location.
View 358+ Rentals in Park ShoreBest Times to Visit Naples
When should you plan your Ski Chalets stay?
Choosing the ideal time to vacation here ensures you experience the best of the region’s climate and amenities, making it perfect for booking your ski chalets through RentByOwner.com in Naples, Florida, USA.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences peak visitor numbers as travelers flock here to enjoy its mild climate and scenic coastal views. It's an ideal time for those seeking a relaxing getaway from colder regions.
Spring Break (March to April)
Spring break marks another high season with many visitors choosing this area for its beautiful weather and vibrant atmosphere. It’s perfect for families and groups looking for memorable seaside experiences.
Off-Season Highlights
Summer (June to August)
During the summer, fewer tourists visit, making it an excellent period for quieter stays and discovering the area's natural beauty with less crowding.
Fall (September to November)
Fall sees a dip in travel activity, providing a peaceful setting for those looking to enjoy the region's pleasant weather and stunning autumn scenery without the peak crowds.
Weekly Weather Forecast for Naples
How to Book Your Naples Ski Chalets
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Naples
Common Ski Chalets Amenities
What amenities can you expect?
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 entertaining with a private patio or deck perfect for relaxing in the sun.
- Take advantage of beautifully landscaped gardens that add to your outdoor experience.
- Relax by a refreshing swimming pool, ideal for cooling off after a day exploring nearby attractions.
- Make use of outdoor grills and barbecue areas to enjoy al fresco dining with friends or family.
- Ensure a comfortable stay with shaded areas such as pergolas or covered lanais.
- Benefit from access to tennis courts or other outdoor sports amenities within the community.
- Stroll through scenic walking paths or around lush courtyards that enhance your outdoor leisure time.
Top Attractions Around Naples
What attractions are nearby?
When staying in this destination, you can enjoy a variety of outdoor activities nearby, including scenic nature walks, relaxing beaches, and vibrant local parks, allowing you to make the most of your visit while exploring the charming region around Naples, Florida.
Family Activities
- Naples Zoo at Caribbean Gardens Discover a delightful wildlife experience where your family can learn about and observe exotic animals in a lush tropical setting.
- Clam Pass Park Enjoy a day at this scenic coastal park with its gentle surf, nature trails, and opportunities for relaxing beachside picnics in the region.
- The Naples Botanical Garden Explore beautifully themed gardens and immerse yourself in vibrant plant displays that captivate visitors of all ages here.
- Golisano Children’s Museum of Naples Engage your children with interactive exhibits and hands-on activities designed to inspire curiosity and learning in this educational attraction.
Adult Activities
- Beachfront Relaxation Enjoy sunbathing and swimming along the pristine shores of Naples, where the soft sand and gentle waves create the perfect setting for a peaceful day by the water.
- Golfing Adventures Tee off at world-class golf courses in the area, offering stunning landscapes and challenging layouts that cater to both beginners and seasoned players.
- Nature and Wildlife Tours Explore the diverse ecosystems on guided tours through nearby preserves and wildlife refuges, ideal for those interested in birdwatching and nature photography.
- Shopping and Dining Experiences Indulge in upscale shopping districts and dine at renowned restaurants that showcase fresh local seafood and regional cuisine in this vibrant destination.
Other Places to Stay in Naples, FL
Naples Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Research local events and outdoor activities to ensure your stay is filled with memorable experiences suited to the region’s vibrant lifestyle.
- Choose a Convenient Location: Select accommodations close to key attractions and amenities to maximize your leisure time and minimize travel within this destination.
- Explore Local Cuisine: Take advantage of dining options that highlight regional flavors, offering you a taste of the area's culinary heritage during your visit.
- Utilize Public Transportation: Use available transit services or rent bikes to easily navigate here, allowing you to enjoy the scenery without the hassle of parking or traffic congestion.
Transportation Options
- Rental Car Services: You can easily explore the area with various rental car companies offering convenient transportation options for your stay.
- Taxi and Rideshare Services: Reliable taxis and popular rideshare apps provide quick and straightforward ways to get around locally.
- Public Transportation: The regional bus system offers an affordable means to travel between key points within this destination.
- Bicycle Rentals: For a more eco-friendly approach, bike rentals are available, allowing you to enjoy the scenic views at your own pace.
Local Customs Options
- Respect for Local Environment: Visitors are encouraged to preserve the area's natural beauty, ensuring that beaches and parks remain pristine during your stay.
- Greeting Etiquette: Greeting with a friendly "hello" or a smile is customary when engaging with locals here, reflecting warm hospitality.
- Dining Customs: It is common to share meals with neighbors or friends, emphasizing community ties in this destination.
- Recreational Respect: When enjoying outdoor activities, such as boating or fishing, adhering to local regulations helps maintain the region's outdoor charm.
Frequently Asked Questions About Naples Rental Ski Chalets
1. What are the top Ski Chalets in Naples?
There are a lot of options in Naples. If you plan on staying in the Naples area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Naples:
- Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
- Heated pool home just 19 minutes walk to Vanderbilt Beach
- Relax by the sand at nearby Vanderbilt Beach or hang by heated pool
- Apollo 603-Remodeled!
- Holiday Winter Sale Hemingway House Marco Island Last Minute Discount Book ASAP
- 🐬 Beachfront Newly Remodeled Apollo Condo on 9th Floor with great Ocean Views!
- Exclusive Jan–May Special Naples Pool Home Walk to Beach & Mercato
- Stunning Beach Cottage with private pool! 2 miles to Beach!
- Great Beach Views, Direct Access, Pickleball, New Kitchen & Heated Pool! Tower 3
- SEASON SPECIALS! Designer House, Heated Pool & Spa, close to beaches, FREE Bikes
2. How many Ski Chalets are available in Naples?
Currently, the total number of properties listed by RBO in 2026 is over 3 in the Naples area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Naples.


























