
Cheap Homes for Rent in Whippoorwill Neighborhood of Naples, FL from $1,300 (101 Rentals)
Search the lowest-cost Homes available for rent right now in the Whippoorwill area of Naples.


4372 27th Ct SW

200 Turtle Lake Ct

200 Forest Lakes Blvd

2226 Arbour Walk Cir

2058 Arbour Walk Cir

2214 Arbour Walk Cir

200 Forest Lakes Blvd

1200 Reserve Way

1357 Churchill Cir
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.

493 Castle Dr

2094 Arbour Walk Cir

2070 Arbour Walk Cir

259 Quail Forest Blvd

3325 Airport-Pulling Rd

5386 16th Pl SW

1170 Reserve Way

3245 Cypress Glen Way

12955 Positano Cir

600 Squire Cir
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.

12936 Violino Ln

113 Bobolink Way

12970 Positano Cir

605 Squire Cir

200 Forest Lakes Blvd

605 Squire Cir

2153 Sunshine Blvd

481 Quail Forest Blvd

7564 Silver Trumpet Ln

3250 Cypress Glen Way
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.

7712 Jewel Ln

1115 Reserve Ct

4281 22nd Ave SW

1208 Commonwealth Cir

1854 55th Terrace SW

1086 Forest Lakes Dr

1392 Churchill Cir

5434 16th Pl SW

1095 Partridge Cir

3015 Horizon Ln
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.

1448 Churchill Cir

1083 Forest Lakes Dr

1130 Partridge Cir

1083 Forest Lakes Dr

7779 Jewel Ln

12975 Positano Cir

13010 Positano Cir

287 Quail Forest Blvd

190 Turtle Lake Ct

400 Forest Lakes Blvd
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.
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 | $3,530 | $1,300 | $10,000+ |
| Whippoorwill 3 Bedroom Homes for Rent | $5,938 | $1,600 | $10,000+ |
| Whippoorwill 4 Bedroom Homes for Rent | $9,605 | $3,060 | $10,000+ |
| Whippoorwill 5 Bedroom Homes for Rent | $14,075 | $4,750 | $10,000+ |
| Whippoorwill 6 Bedroom Homes for Rent | $18,666 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 101 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 Aqua Bay priced from $1,465. 10X Naples has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,499. Here are the most affordable Whippoorwill apartments for rent in Naples, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Aqua Bay | One Bedroom One Bath | 1BR,1BA | $1,465 |
| 10X Naples | A2 | 1BR,1BA | $1,499 |
| Poinciana Apartments | 1/1 | 1BR,1BA | $1,500 |
| Gulfshore Apartment Homes | Canyon | 1BR,1BA | $1,543 |
| TGM Bermuda Island | A1 | 1BR,1BA | $1,549 |
| Coral Palms Apartments | A | 1BR,1BA | $1,549 |
| The Coast Residences | A1AK | 1BR,1BA | $1,550 |
| River Reach | The Newport Autograph | 1BR,1BA | $1,565 |
| Oasis Naples Apartments | Banyan | 1 Bed | 1 Bath | Standard | 1BR,1BA | $1,650 |
| Waverley Place | 1 Bedroom | 1BR,1BA | $1,655 |
Best Value Apartments for Rent in Whippoorwill, FL
As of March 15, 2026 the best value apartment in the Whippoorwill area is the $1.78 price per square foot Angelico (C1) Model at The Falls of Portofino in the in the Whippoorwill neighborhood starting from $2,986. The second greatest value Whippoorwill apartment is the C1 (Portofino) Model at La Costa Apartments starting at $2,300 with a $1.77 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Falls of Portofino | Angelico (C1) | 3BR,2.5BA | $1.78 |
| La Costa Apartments | C1 (Portofino) | 3BR,2BA | $1.77 |
| 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 |
| Residences on 16th | B2R | 2BR,2BA | $1.74 |
| Aqua Bay | Two Bedroom Two Bath | 2BR,2BA | $1.76 |
| The Coast Residences | A1AR | 1BR,1BA | $1.85 |
| Oasis at Naples | Palm | 1BR,1BA | $2.00 |
| 10X Naples | A1 | 1BR,1BA | $1.85 |
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.
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.
Best Local Schools in Whippoorwill, Naples, FL
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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 $1,465 to $8,274. There are also 418 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whippoorwill ranging from $1,300 to $40,000.
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 $1,300 to $40,000 with an average monthly rent of $8,968.
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 $2,009 to $8,274, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $28,000. Four Bedroom Single-Family rentals are also available starting from $3,060 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

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.

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.

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.