
Luxury Homes for Rent in Cypress Woods Neighborhood of Naples, FL (391 Rentals)
The most luxurious Homes in the Cypress Woods area of Naples with high-end amenities, features, and finishes.


9840 Luna Cir, Unit 201, Unit 201

288 Madison Dr

11305 Longshore Way E

4940 Cougar Ct S, Unit SI ID1307073P

9413 Terresina Dr, Unit SI ID1307225P

208 Erie Dr, Unit SI FL1-ID1355591P

81 Wickliffe Dr, Unit SI FL1-ID1073563P

98 Chardon Pl, Unit SI FL1-ID1073520P

2845 Cypress Trace Cir, Unit SI FL1-ID1049714P
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.

6000 Pinnacle Ln, Unit 2503

74 Burnt Pine Dr

2880 Cypress Trace Cir

8211 Ibis Cove Cir

9378 Pocida Ct

15326 Summit Pl Cir

15376 Wildflower Cir

6255 Wilshire Pines Cir

186 Pebble Shores Dr

15396 Wildflower Cir
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.

14708 Sutherland Ave

15026 Wildflower Cir

1677 Morning Sun Ln

15388 Wildflower Cir

5441 Guadeloupe Way

16175 Ravina Way

5145 Cobble Creek Ct

14732 Sutherland Ave

15535 Wildflower Cir

9828 Luna Cir
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.

700 Diamond Cir

4509 Ossabaw Way

15122 Summit Pl Cir

7576 Carnegie Way

5365 Cove Cir

9386 Pocida Ct

15282 Summit Pl Cir

300 Diamond Cir

8220 Ibis Cove Cir

8207 Ibis Cove Cir

5967 Sand Wedge Ln

9636 Montelanico Loop

4187 St George Ln

7611 Morgan Way

7630 Rockefeller Dr

6920 Huntington Lakes Cir

7352 Rockefeller Dr

8635 Ibis Cove Cir

7324 Rockefeller Dr

240 Palm River Blvd
Cypress Woods, Naples, FL Local Guide

How much does it cost to rent a home in Cypress Woods?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cypress Woods 2 Bedroom Homes for Rent | $4,375 | $1,350 | $10,000+ |
| Cypress Woods 3 Bedroom Homes for Rent | $7,488 | $1,890 | $10,000+ |
| Cypress Woods 4 Bedroom Homes for Rent | $8,626 | $2,625 | $10,000+ |
| Cypress Woods 5 Bedroom Homes for Rent | $9,000 | $4,500 | $10,000+ |
| Cypress Woods 6 Bedroom Homes for Rent | $10,750 | $6,500 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 391 rentals with your search options within a 3 mile radius of the Cypress Woods Neighborhood of Naples, FL.
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Cypress Woods, 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 Article10 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.
Best Local Schools in Cypress Woods, Naples, FL
School data provided by Great Schools
Frequently Asked Questions about Cypress Woods
What type of rentals are currently available in Cypress Woods?
There are currently 41 Apartments for Rent in Cypress Woods, FL with pricing that ranges from $1,200 to $6,221. There are also 490 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Woods ranging from $1,350 to $29,500.
What is the current price range for Rental Homes in Cypress Woods?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cypress Woods ranges from $1,350 to $29,500 with an average monthly rent of $7,171.
How much are larger Three and Four Bedroom Rentals in Cypress Woods?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Cypress Woods range from $1,693 to $6,221, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,890 to $29,500. Four Bedroom Single-Family rentals are also available starting from $2,625 and Four Bedroom Apartments start at $3,029.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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.