Apartments for Rent in the Whippoorwill Neighborhood of Naples, FL (462 Rentals) Page 8 of 10

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property at 228 Belina Dr

$4,800 - $5,000

2 Bedroom Rentals

Available Jul 26

228 Belina Dr

NaplesFL34104
property at 7750 Jewel Ln

$2,000 - $2,400

2 To 3 Bedroom Rentals

Available Jul 26

7750 Jewel Ln

NaplesFL34109
property at 661 Squire Cir

$2,095

Total Monthly Price

Total Monthly Price

Base Rent
$2,095

Total Monthly Price
$2,095

3 Bedroom, 2 Bath Condo for Rent

Available Now

661 Squire Cir, Unit 101

661 Squire Cir
NaplesFL34104
property at 2460 Old Groves Rd

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 2 Bath Home for Rent

Available Now

2460 Old Groves Rd

NaplesFL34109
property at 3304 Lisa Ln

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 3 Bath Townhome for Rent

Available Now

3304 Lisa Ln

NaplesFL34109
property at 3204 Benicia Ct

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 3 Bath Home for Rent

Available Now

3204 Benicia Ct

NaplesFL34109

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, July 25, 2026, there are currently 462 available Whippoorwill apartments priced from $1,395 to $10,137, with an average monthly rent of $2,342.

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 $1,395 to $3,362 with an average monthly rent of $1,738.

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 $4,290. Today's average rental price for Two Bedrooms here is $2,102.

How expensive are Whippoorwill Three Bedroom Apartments?

There are currently 20 Three Bedroom Apartments listings available in Whippoorwill on ApartmentHomeLiving.com. The pricing ranges from $2,062 to $10,137 - averaging $3,166 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 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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.