Cheap Homes for Rent in the Cypress Woods Neighborhood of Naples, FL from $1,450 (27 Rentals)

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

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

property at 145 Cypress Way E
$1,875 - $2,300
2 Bedroom Rentals
Available Now
Furnished

145 Cypress Way E

NaplesFL34110
property at 4650 Saint Croix Ln
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 2 Bath Condo for Rent
Available Oct 1

4650 Saint Croix Ln, Unit Saint Croix

4650 Saint Croix Ln
NaplesFL34109
  • Smoke Free

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.

property at 8271 Key Royal Cir
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

8271 Key Royal Cir, Unit 924

8271 Key Royal Cir
NaplesFL34119
  • Smoke Free
property at 1982 Morning Sun Ln
$2,100

Total Monthly Price

Base Rent$2,100

Total Monthly Price$2,100
2 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

1982 Morning Sun Ln

NaplesFL34119

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.

property at 4985 Sandra Bay Dr
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

4985 Sandra Bay Dr, Unit 201

4985 Sandra Bay Dr
NaplesFL34109
property at 633 Palm View Dr
$2,250

Total Monthly Price

Base Rent$2,250

Total Monthly Price$2,250
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

633 Palm View Dr, Unit 4

633 Palm View Dr
NaplesFL34110
property at 15067 Wildflower Cir
$2,299
3 Bedroom, 2.5 Bath Rentals
Available Now
Cost Per Sq.Ft.

Unit

15067 Wildflower Cir
NaplesFL34119
property at 6750 Huntington Lakes Cir
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

6750 Huntington Lakes Cir, Unit 103

6750 Huntington Lakes Cir
NaplesFL34119

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.

property at 6605 Huntington Lakes Cir
$2,400

Total Monthly Price

Base Rent$2,400

Total Monthly Price$2,400
2 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

Cypress Woods, Naples, FL Local Guide

Best Value Homes for Rent in Cypress Woods, FL

As of September 19, 2026 the best value rental home in the Cypress Woods area is the $1.50 price per square foot 15147 Summit Place Cir Model at 15147 Summit Place Cir in the Malibu Lake neighborhood starting from $2,995. The second greatest value Cypress Woods rental home is the 9636 Montelanico Loop Model at 9636 Montelanico Loop in the Malibu Lake neighborhood starting at $2,895 with a $1.56 price per square foot. Here is today’s list of the best values for Cypress Woods homes based on price per square foot:

Home ListingModel NameBed/BathPrice Per Sq.Ft.
15147 Summit Place Cir15147 Summit Place Cir4BR, 2.5BA$1.50
9636 Montelanico Loop9636 Montelanico Loop2BR, 3BA$1.56
15148 Wildflower Cir15148 Wildflower Cir3BR, 2.5BA$1.50
Unit 101Unit 1012BR, 2BA$1.51
16235 Ravina Way16235 Ravina Way3BR, 3BA$1.58
UnitUnit3BR, 2.5BA$1.51
4985 Sandra Bay Dr, Unit 2014985 Sandra Bay Dr2BR, 2BA$1.60
1982 Morning Sun Ln1982 Morning Sun Ln2BR, 2BA$1.56
2750 Cypress Trace Cir, Unit #26312750 Cypress Trace Cir2BR, 2BA$1.62
9820 Citadel Ln9820 Citadel Ln2BR, 2BA$1.54

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.

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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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Real 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.

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Quick 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.

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Frequently Asked Questions about Cypress Woods

What type of rentals are currently available in Cypress Woods?

There are currently 39 Apartments for Rent in Cypress Woods, FL with pricing that ranges from $1,464 to $10,541. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Woods ranging from $1,450 to $38,000.

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 $1,450 to $38,000 with an average monthly rent of $6,652.

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 $9,528, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,850 to $38,000. Four Bedroom Single-Family rentals are also available starting from $2,950 and Four Bedroom Apartments start at $2,875.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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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.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

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.

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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.