Cheap Homes for Rent in Whippoorwill Neighborhood of Naples, FL from $1,400 (92 Rentals)

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

property at 1160 Reserve Way

1160 Reserve Way

NaplesFL34105

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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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 Mer Soleil Apartments priced from $1,500. Gulfshore Apartment Homes has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,575. Here are the most affordable Whippoorwill apartments for rent in Naples, FL:

Apartment ListingModel NameBed/BathPriced From
Mer Soleil ApartmentsA11BR,1BA$1,500
Gulfshore Apartment HomesCanyon1BR,1BA$1,575
Waverley Place1 Bedroom1BR,1BA$1,575
Meadow LakesThe Ascot1BR,1BA$1,597
La Costa ApartmentsA1 (Monte Carlo)1BR,1BA$1,643
TGM Bermuda IslandA11BR,1BA$1,671
Coral Palms Naples Apartments, LLCB1BR,1BA$1,675
Oasis at NaplesBanyan1BR,1BA$1,700
10X NaplesA11BR,1BA$1,710
River ReachThe Newport Autograph1BR,1BA$1,724

Best Value Apartments for Rent in Whippoorwill, FL

As of June 14, 2025 the best value apartment in the Whippoorwill area is the $1.73 price per square foot Angelico (C1) Model at Portofino Falls - Townhomes in the in the Whippoorwill neighborhood starting from $2,911. The second greatest value Whippoorwill apartment is the 653 Squire Cir Model at 653 Squire Cir, Unit #204 starting at $2,050 with a $1.41 price per square foot in the Firano at Naples 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.
Portofino Falls - TownhomesAngelico (C1)3BR,2.5BA$1.73
653 Squire Cir, Unit #204653 Squire Cir3BR,2BA$1.41
The Coast TownhomesC2AR3BR,2.5BA$1.83
Aqua BayTwo Bedroom Two Bath2BR,2BA$2.18
The Coast ResidencesA1AR1BR,1BA$2.03
The Reserve at NaplesCartagena1BR,1BA$2.03
10X NaplesA11BR,1BA$2.03
La Costa ApartmentsA1 (Monte Carlo)1BR,1BA$2.05
Waverley Place1 Bedroom1BR,1BA$2.08
Gulfshore Apartment HomesCanyon1BR,1BA$2.16

Quick Rent Budget Calculator

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Frequently Asked Questions about Whippoorwill

What type of rentals are currently available in Whippoorwill?

There are currently 63 Apartments for Rent in Whippoorwill, FL with pricing that ranges from $1,450 to $15,000. There are also 473 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whippoorwill ranging from $1,475 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 $1,475 to $28,000 with an average monthly rent of $7,437.

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 $2,050 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,900 to $28,000. Four Bedroom Single-Family rentals are also available starting from $2,495 and Four Bedroom Apartments start at $3,080.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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

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

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.