Cheap Homes for Rent in Whippoorwill Neighborhood of Naples, FL from $1,300 (88 Rentals)

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Search the lowest-cost Homes available for rent right now in the Whippoorwill area of Naples.

property at 1200 Reserve Way

$1,600 - $2,300

1 To 2 Bedroom Rentals

Available Now

1200 Reserve Way

NaplesFL34105

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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 605 Squire Cir

$2,000

2 Bedroom, 2 Bath Home for Rent

Available Now

605 Squire Cir

NaplesFL34104

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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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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Whippoorwill, Naples, FL Local Guide

Cheapest Available Whippoorwill Apartments for Rent

 

The cheapest available apartment rental in the Whippoorwill area of Naples, FL is a 1 Bed unit found at Aqua Bay priced from $1,450. Waverley Place has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,493. Here are the most affordable Whippoorwill apartments for rent in Naples, FL:

Apartment ListingModel NameBed/BathPriced From
Aqua BayOne Bedroom One Bath1BR,1BA$1,450
Waverley Place1 Bedroom1BR,1BA$1,493
10X NaplesA11BR,1BA$1,500
Poinciana Apartments1/11BR,1BA$1,500
Coral Palms ApartmentsA1BR,1BA$1,549
TGM Bermuda IslandA11BR,1BA$1,604
Gulfshore Apartment HomesCanyon1BR,1BA$1,639
Mer Soleil ApartmentsB2 Renovated2BR,2BA$1,695
Residences on 16thB2R2BR,2BA$1,695
River ReachThe Newport Autograph1BR,1BA$1,696

Best Value Apartments for Rent in Whippoorwill, FL

As of January 27, 2026 the best value apartment in the Whippoorwill area is the $1.72 price per square foot Angelico (C1) Model at The Falls of Portofino in the in the Whippoorwill neighborhood starting from $2,896. The second greatest value Whippoorwill apartment is the 3BR Model at Villas on 16th starting at $2,195 with a $1.74 price per square foot in the Whippoorwill neighborhood. Here is today’s list of the best values for Whippoorwill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Falls of PortofinoAngelico (C1)3BR,2.5BA$1.72
Villas on 16th3BR3BR,2BA$1.74
Mer Soleil ApartmentsC1 Renovated3BR,2BA$1.88
La Costa ApartmentsB2 (St. Tropez)2BR,2BA$1.52
Residences on 16thB2R2BR,2BA$1.74
Aqua BayTwo Bedroom Two Bath2BR,2BA$1.84
10X NaplesA21BR,1BA$1.85
The Coast ResidencesA1AR1BR,1BA$1.96
The Reserve at NaplesCartagena1BR,1BA$2.03
Gulfshore Apartment HomesCanyon1BR,1BA$2.25

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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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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 60 Apartments for Rent in Whippoorwill, FL with pricing that ranges from $1,400 to $22,500. There are also 429 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whippoorwill ranging from $1,350 to $28,000.

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 $28,000 with an average monthly rent of $8,511.

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 $2,095 to $22,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,900 to $25,000. Four Bedroom Single-Family rentals are also available starting from $2,900 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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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.