- USA
- Florida
- Naples
- Wing South
- Rentals by Owner
Discover Your Ideal Wing South Rental by Owner in Naples, Florida for a Seamless Stay
Discover Your Perfect Wing South Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Wing South Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Pool
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- Security/Safety
- Parking
- Pool
- Private Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Wing South vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Wing South
When should you plan your Rentals by Owner stay?
Choosing the right time to visit here can enhance your experience, with the region’s climate and seasonal patterns playing a key role in ensuring an enjoyable stay when renting by owner through Rent By Owner.
Peak Season Highlights
Winter (December to February)
During the winter months, you'll experience the region at its busiest, with warm daytime temperatures ideal for outdoor activities and soaking up the sun.
Spring (March to May)
Springtime attracts visitors seeking pleasant weather and blooming scenery, making it a popular choice for travelers looking to enjoy the area's natural beauty.
Off-Season Highlights
Summer (June to August)
Summertime sees a slight dip in visitors, offering a quieter atmosphere while still enjoying warm weather perfect for relaxing outdoors.
Fall (September to November)
In fall, fewer tourists visit as the region transitions into cooler weather, providing a peaceful setting for your stay and plenty of opportunities to explore at a leisurely pace.
Weekly Weather Forecast for Wing South
How to Book Your Wing South vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Wing South
Common Rentals by Owner 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 a private outdoor pool to relax and unwind under the Florida sun.
- Take advantage of shaded patios or verandas perfect for outdoor dining and gatherings.
- Benefit from lush landscaped gardens that offer a peaceful retreat right outside your door.
- Make use of outdoor grilling areas to prepare authentic Florida cuisine with ease.
- Relax in spacious backyard spaces designed for outdoor leisure and entertainment.
- Find a dedicated space for outdoor sports or activities, such as basketball courts or tennis courts.
- Discover nearby walking or biking paths to explore the area's scenic beauty directly from your rental.
Top Attractions Around Wing South
What attractions are nearby?
Within this vibrant area, you can enjoy a variety of nearby activities that showcase the best of Naples’s natural beauty and relaxing lifestyle, making it an ideal destination for your stay.

Family Activities
- Naples Zoo at Caribbean Gardens: Discover a wide variety of animals and engaging exhibits that make for an educational and fun day out for the whole family.
- Clam Pass Park: Enjoy a relaxing day on the pristine beach or take a scenic tram ride through the natural mangroves surrounding this favorite destination in the region.
- Golisano Children's Museum of Naples: Engage your children with interactive exhibits and hands-on activities designed to inspire curiosity and learning here in the area.
- Sun-N-Fun Lagoon Water Park: Cool off and relax with thrilling water slides, lazy rivers, and shaded play areas perfect for family-friendly fun in the region.
Adult Activities
- Beach Days at Clam Pass Park: Relax on the pristine sands and enjoy scenic walking trails along the Gulf of Mexico, perfect for a leisurely day in this coastal region.
- Golfing at Tiburón Golf Club: Tee off at one of Southwest Florida’s premier golf courses, offering stunning views and challenging fairways just minutes from your vacation rental.
- Shopping and Dining at Mercado Shops: Explore a variety of upscale boutiques and enjoy delicious local cuisine in the area’s vibrant shopping district nearby.
- Nature Exploration at Corkscrew Swamp Sanctuary: Discover diverse wildlife and tranquil walking trails through a lush subtropical forest, ideal for outdoor enthusiasts seeking serenity here.
Wing South Travel Tips
How Can You Make the Most of Your Stay?
- Explore local amenities and nearby attractions: Take advantage of the area's offerings by visiting local shops and dining spots to fully immerse yourself in the region's vibrant community.
- Choose accommodations with flexible amenities: Opt for rental properties that provide essential comforts like a fully equipped kitchen and reliable Wi-Fi, ensuring a convenient stay in this popular destination.
- Plan outdoor activities around the climate: Make the most of the warm weather by scheduling outdoor pursuits such as relaxing on beaches or exploring scenic trails in the vicinity.
- Communicate with your host beforehand: Reach out to your rental owner to clarify details about the property and local tips, enhancing your experience here with insider knowledge.
Transportation Options
- Naples Municipal Airport: You can easily access this regional airport for convenient domestic flights when traveling to the area.
- Public Transit Services: Local bus routes provide an affordable way to explore the region surrounding your rental property in Naples.
- Car Rental Agencies: Several trusted car rental companies are available nearby, giving you flexibility and independence during your stay.
- Taxis and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft operate extensively here, ensuring seamless transportation within the region.
Local Customs Options
- Southern Hospitality: Locals here are renowned for their warm and welcoming demeanor, making you feel at home from the moment you arrive.
- Respect for Nature: The region values outdoor customs, encouraging visitors to enjoy and preserve its beautiful coastal and natural landscapes responsibly.
- Local Seafood Traditions: Indulging in freshly caught seafood is a cherished custom that reflects the area's maritime heritage and culinary pride.
- Community Events: Participating in seasonal festivals and gatherings highlights the area's close-knit spirit and love for shared traditions.
Frequently Asked Questions About Wing South Rentals by Owner
1. What are the top vacation rentals in Wing South?
There are a lot of options in Wing South. If you plan on staying in the Wing South area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wing South:
- Lely Resort, 3 bed, golf course home Includes Players Club and Spa
- Villa on golf course with heated saltwater pool.n
- Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community
- Modern Mustang Condo at Lely Resort-Golf/Pool/Courts/Gym
- Lely Resort, 3 bedroom, golf course home, Players Club
- TWO MASTER SUITES Heated Pool+Spa BEACH Home Private Comm IN NAPLES, Walk to
- Naples Lely Resort- Quiet Villa Home with Oversized Pool
- Luxury 3 bedroom LELY Resort home with Infinity Pool & Players Club!
- VILLA BELLY :-) heated pool. free WIFI, very private, Garage, BBQ, Kings Lake
- Enjoy Players Club Access in this Luxurious Naples Golf Course Home.
2. How many Rentbyowner vacation rentals are available in Wing South?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 706 in the Wing South area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wing South.
3. What is the cancellation policy for a rental by owner in Wing South, Naples?
4. How can I confirm the availability of a rental property in this region?
5. Are there any special requirements or house rules I should be aware of when booking?
6. What amenities are included with rentals by owner here?
7. How do I ensure my booking is secure and protected?
More Rentals You May Like Near Wing South
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- View
- Ocean View