Homes for Rent in the Whippoorwill Neighborhood of Naples, FL (65 Rentals)

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property at 1302 Derbyshire Ct
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
2 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1302 Derbyshire Ct

NaplesFL34116
  • Smoke Free
property at 2584 Longboat Dr
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
3 Bedroom, 3 Bath Home for Rent
Available Oct 1
Affordability

2584 Longboat Dr

NaplesFL34104
property at 1645 Spoonbill Ln
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
2 Bedroom, 2 Bath Condo for Rent
Available Oct 8
Furnished

1645 Spoonbill Ln, Unit C

1645 Spoonbill Ln
NaplesFL34105
property at 5542 32nd Ave SW
$3,295

Total Monthly Price

Base Rent$3,295

Total Monthly Price$3,295
3 Bedroom, 2 Bath Home for Rent
Available Oct 15
Affordability

5542 32nd Ave SW

NaplesFL34116
  • Smoke Free
property at 345 Gabriel Cir
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
3 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

345 Gabriel Cir, Unit 11

345 Gabriel Cir
NaplesFL34104
property at 1180 Reserve Way
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Condo for Rent
Available Now
Furnished

1180 Reserve Way, Unit 302

1180 Reserve Way
NaplesFL34105
  • Smoke Free

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 5100 Seagrass Blvd
$24,500

Total Monthly Price

Base Rent$24,500

Total Monthly Price$24,500
2 Bedroom, 3 Bath Condo for Rent
Available Now
Furnished

5100 Seagrass Blvd, Unit 905

5100 Seagrass Blvd
NaplesFL34110
property at 3520 Bolero Way
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

3520 Bolero Way

NaplesFL34105

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 4585 Pasadena Ct
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
2 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

4585 Pasadena Ct

NaplesFL34109
property at 3233 64th St SW
$19,500

Total Monthly Price

Base Rent$19,500

Total Monthly Price$19,500
4 Bedroom, 5 Bath Home for Rent
Available Now
Furnished

3233 64th St SW

NaplesFL34105
property at 8864 Ventura Way
$8,900

Total Monthly Price

Base Rent$8,900

Total Monthly Price$8,900
3 Bedroom, 3 Bath Home for Rent
Available Now
Furnished

8864 Ventura Way

NaplesFL34109
property at 912 Hampton Cir
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
3 Bedroom, 3 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

912 Hampton Cir

NaplesFL34105
property at 3296 Twilight Ln
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
3 Bedroom, 3 Bath Home for Rent
Available Now
Affordability

3296 Twilight Ln

NaplesFL34109
property at 106 Siena Way
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

106 Siena Way

NaplesFL34119
property at 3204 Benicia Ct
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
3 Bedroom, 3 Bath Home for Rent
Available Now
Affordability

3204 Benicia Ct

NaplesFL34109
property at 7553 Silver Trumpet Ln
$2,895

Total Monthly Price

Base Rent$2,895

Total Monthly Price$2,895
2 Bedroom, 2 Bath Home for Rent
Available Now
Affordability
property at 1392 Churchill Cir
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
3 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

1392 Churchill Cir

NaplesFL34116
property at 77 Silver Oaks Cir
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

77 Silver Oaks Cir, Unit 8102

77 Silver Oaks Cir
NaplesFL34119

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Whippoorwill, Naples, FL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

Read Article
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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Whippoorwill, Naples, FL

Ranked #13

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Whippoorwill

What type of rentals are currently available in Whippoorwill?

There are currently 62 Apartments for Rent in Whippoorwill, FL with pricing that ranges from $1,394 to $18,512. There are also 65 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whippoorwill ranging from $1,350 to $30,000.

What is the current price range for Rental Homes in Whippoorwill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Whippoorwill ranges from $1,350 to $30,000 with an average monthly rent of $5,438.

How much are larger Three and Four Bedroom Rentals in Whippoorwill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Whippoorwill range from $2,005 to $18,512, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,790 to $24,000. Four Bedroom Single-Family rentals are also available starting from $2,695 and Four Bedroom Apartments start at $2,395.

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

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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.

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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.