Apartments for Rent in the Whippoorwill Neighborhood of Naples, FL (438 Rentals) Page 3 of 9

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property at 3320 Olympic Dr
$2,000 - $4,600
2 Bedroom Rentals
Available Now
Affordability

3320 Olympic Dr

NaplesFL34105
property at 3323 Olympic Dr
$2,200 - $3,500
2 Bedroom Rentals
Available Now
Affordability

3323 Olympic Dr

NaplesFL34105
Showing Results 101-150, Page 3 of 9

Frequently Asked Questions about Whippoorwill

What is the current pricing and availability for apartments for rent in the Whippoorwill area of Naples, FL?

As of today, September 10, 2026, there are currently 438 available Whippoorwill apartments priced from $1,393 to $18,706, with an average monthly rent of $2,301.

What is the current price range for One Bedroom Whippoorwill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Whippoorwill ranges from $1,393 to $3,362 with an average monthly rent of $1,762.

What does renting a Two Bedroom Apartment in Whippoorwill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Whippoorwill range from $1,450 to $5,223. Today's average rental price for Two Bedrooms here is $2,116.

How expensive are Whippoorwill Three Bedroom Apartments?

There are currently 21 Three Bedroom Apartments listings available in Whippoorwill on ApartmentHomeLiving.com. The pricing ranges from $2,005 to $18,706 - averaging $3,372 for the location.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.