
Homes for Rent in the Whippoorwill Neighborhood of Naples, FL (65 Rentals)


2584 Longboat Dr

1645 Spoonbill Ln, Unit C

5542 32nd Ave SW

2496 Orchid Bay Dr, Unit 104

3321 Olympic Dr, Unit 3321 Olympic Drive # 625

5470 16th Pl SW, Unit 111

493 Castle Dr

345 Gabriel Cir, Unit 11

1180 Reserve Way, Unit 302
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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6240 Bellerive Ave, Unit SI ID1504174P

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2374 Poinciana Dr, Unit SI FL1-ID1073509P

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2548 River Reach Dr, Unit SI FL1-ID1073502P

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2516 Sailors Way, Unit SI ID1049688P

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1934 Timberline Dr, Unit SI FL1-ID1049713P

2698 44th Terrace SW

5470 16th Pl SW

1164 Oxford Ln

1230 Reserve Way, Unit #304

635 Mardel Ct
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.

12940 Positano Cir

3048 Horizon Ln

3355 Timberwood Cir

2581 Poinciana St

3440 Donoso Ct

7773 Jewel Ln

2160 Harlans Run

7052 Timberland Cir

1085 Forest Lakes Dr

1425 Mariposa Cir
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

7029 Ambrosia Ln

12980 Positano Cir

2178 Arbour Walk Cir

12854 Carrington Cir

1357 Churchill Cir

7162 Dominica Dr

170 Turtle Lake Ct

6525 Monterey Point

5100 Seagrass Blvd, Unit 905

3520 Bolero 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.

4585 Pasadena Ct

3233 64th St SW

8864 Ventura Way

912 Hampton Cir

3296 Twilight Ln

106 Siena Way

3204 Benicia Ct

7553 Silver Trumpet Ln

1392 Churchill Cir

77 Silver Oaks Cir, Unit 8102
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 | $3,911 | $1,550 | $10,000+ |
| Whippoorwill 3 Bedroom Homes for Rent | $6,321 | $1,790 | $10,000+ |
| Whippoorwill 4 Bedroom Homes for Rent | $9,557 | $2,695 | $10,000+ |
| Whippoorwill 5 Bedroom Homes for Rent | $12,992 | $5,500 | $10,000+ |
| Whippoorwill 6 Bedroom Homes for Rent | $8,500 | $8,500 | $8,500 |
Browse Homes for Rent in this Neighborhood
There are currently 65 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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleNavigating 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.
Read ArticleReal 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.
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 #13
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 62 Apartments for Rent in Whippoorwill, FL with pricing that ranges from $1,394 to $18,512. There are also 65 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 $5,438.
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 $18,512, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,790 to $24,000. 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

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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.

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.

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.