
Cheap Homes for Rent in Whippoorwill Neighborhood of Naples, FL from $1,200 (79 Rentals)
Search the lowest-cost Homes available for rent right now in the Whippoorwill area of Naples.


180 Turtle Lake Ct

2118 Arbour Walk Cir

225 Turtle Lake Ct

2226 Arbour Walk Cir

2058 Arbour Walk Cir

200 Forest Lakes Blvd

2214 Arbour Walk Cir

200 Forest Lakes Blvd

150 Turtle Lake Ct
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

493 Castle Dr

2094 Arbour Walk Cir

2070 Arbour Walk Cir

2070 Arbour Walk Cir

12975 Positano Cir

1115 Reserve Ct

3325 Airport-Pulling Rd

175 Turtle Lake Ct

5386 16th Pl SW

1330 Derbyshire Ct
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.

12955 Positano Cir

600 Squire Cir

2779 Tropicana Blvd

12970 Positano Cir

1095 Partridge Cir

481 Quail Forest Blvd

2130 Arbour Walk Cir

605 Squire Cir

1170 Reserve Way

7564 Silver Trumpet Ln
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.

3250 Cypress Glen Way

7712 Jewel Ln

3015 Horizon Ln

4281 22nd Ave SW

1083 Forest Lakes Dr

1083 Forest Lakes Dr

1130 Partridge Cir

732 Woodshire Ln

1086 Forest Lakes Dr

1854 55th Terrace SW
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.

1724 Bald Eagle Dr

1200 Commonwealth Cir

729 Landover Ct

1448 Churchill Cir

1220 Reserve Way

4356 23rd Pl SW

7725 Jewel Ln

12940 Positano Cir

3323 Olympic Dr

287 Quail Forest Blvd
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

How much does it cost to rent a home in Whippoorwill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Whippoorwill 2 Bedroom Homes for Rent | $3,561 | $1,295 | $10,000+ |
| Whippoorwill 3 Bedroom Homes for Rent | $5,836 | $1,800 | $10,000+ |
| Whippoorwill 4 Bedroom Homes for Rent | $9,214 | $2,965 | $10,000+ |
| Whippoorwill 5 Bedroom Homes for Rent | $14,168 | $7,900 | $10,000+ |
| Whippoorwill 6 Bedroom Homes for Rent | $18,666 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 79 rentals with your search options within a 3 mile radius of the Whippoorwill Neighborhood of Naples, FL.
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Whippoorwill, Naples, FL Local Guide
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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 Waverley Place priced from $1,456. Poinciana Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,500. Here are the most affordable Whippoorwill apartments for rent in Naples, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Waverley Place | 1 Bedroom | 1BR,1BA | $1,456 |
| Poinciana Apartments | 1/1 | 1BR,1BA | $1,500 |
| Gulfshore Apartment Homes | Canyon | 1BR,1BA | $1,511 |
| TGM Bermuda Island | A1 | 1BR,1BA | $1,545 |
| Coral Palms Apartments | A | 1BR,1BA | $1,549 |
| 10X Naples | A1 | 1BR,1BA | $1,590 |
| River Reach | The Newport Autograph | 1BR,1BA | $1,595 |
| The Coast Residences | A1AK | 1BR,1BA | $1,600 |
| Oasis at Naples | Palm | 1BR,1BA | $1,600 |
Best Value Apartments for Rent in Whippoorwill, FL
As of April 29, 2026 the best value apartment in the Whippoorwill area is the $1.77 price per square foot Da Vinci (D1) Model at The Falls of Portofino in the in the Whippoorwill neighborhood starting from $3,222. The second greatest value Whippoorwill apartment is the 2201 Sunshine Blvd Model at 2201 Sunshine Blvd, Unit Main Apartment A starting at $1,500 with a $1.03 price per square foot in the Saxon Manor Isles neighborhood. Here is today’s list of the best values for Whippoorwill apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Falls of Portofino | Da Vinci (D1) | 4BR,2.5BA | $1.77 |
| 2201 Sunshine Blvd, Unit Main Apartment A | 2201 Sunshine Blvd | 1BR,1BA | $1.03 |
| The Coast Townhomes | C2AR | 3BR,2.5BA | $1.77 |
| Villas on 16th | 3BR | 3BR,2BA | $1.74 |
| Mer Soleil Apartments | C1 Renovated | 3BR,2BA | $1.88 |
| La Costa Apartments | B1 (Capri) | 2BR,1BA | $1.67 |
| Aqua Bay | Two Bedroom Two Bath | 2BR,2BA | $1.82 |
| 10X Naples | A2 | 1BR,1BA | $1.89 |
| The Coast Residences | A1AR | 1BR,1BA | $1.91 |
| Oasis at Naples | Palm | 1BR,1BA | $1.86 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
Pet Friendly LifestyleWhippoorwill, Naples, FL
Ranked #19
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 59 Apartments for Rent in Whippoorwill, FL with pricing that ranges from $1,200 to $10,890. There are also 436 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whippoorwill ranging from $1,295 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 $1,295 to $30,000 with an average monthly rent of $8,872.
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 $10,890, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $28,000. Four Bedroom Single-Family rentals are also available starting from $2,965 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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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.