Homes for Rent in the Whippoorwill Neighborhood of Naples, FL Under $2,000 (50 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 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.

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

3320 Olympic Dr

NaplesFL34105

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.

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property at 200 Turtle Lake Ct
$1,295 - $5,000
1 To 2 Bedroom Rentals
Available Now
Affordability

200 Turtle Lake Ct

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.

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property at 1180 Reserve Way
$1,790 - $1,950
1 To 2 Bedroom Rentals
Available Now
Affordability

1180 Reserve Way

NaplesFL34105
property at 12970 Positano Cir
$1,600 - $1,700
1 Bedroom Rentals
Available Now
Affordability

12970 Positano Cir

NaplesFL34105
property at 1200 Reserve Way
$1,650 - $1,850
1 To 2 Bedroom Rentals
Available Sep 13
Affordability

1200 Reserve Way

NaplesFL34105

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.

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property at 12936 Violino Ln
$1,600 - $4,000
1 To 2 Bedroom Rentals
Available Sep 13
Affordability

12936 Violino Ln

NaplesFL34105
property at 150 Turtle Lake Ct
$1,295 - $1,500
1 To 2 Bedroom Rentals
Available Sep 13
Affordability

150 Turtle Lake Ct

NaplesFL34105
property at 175 Turtle Lake Ct
$1,450 - $3,000
1 To 2 Bedroom Rentals
Available Sep 13
Affordability

175 Turtle Lake Ct

NaplesFL34105
property at 190 Turtle Lake Ct
$1,400 - $2,100
1 To 2 Bedroom Rentals
Available Now
Affordability

190 Turtle Lake Ct

NaplesFL34105
property at 190 Turtle Lake Ct
$1,400

Total Monthly Price

Base Rent$1,400
Total Monthly Price$1,400
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

190 Turtle Lake Ct

NaplesFL34105
property at 5410 16th Pl SW
$1,950

Total Monthly Price

Base Rent$1,950
Total Monthly Price$1,950
2 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

5410 16th Pl SW

NaplesFL34116
Showing Results 1-50, Page 1 of 1

Whippoorwill, Naples, FL Local Guide

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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Best Local Schools in
Whippoorwill, Naples, FL

School data provided by Great Schools

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 $1,393 to $9,512. There are also 374 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 $5,271.

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 $9,512, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,790 to $25,000. 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

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.

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.