
Cheap Homes for Rent in the James Crossing at Madison Park Neighborhood of Naples, FL from $1,500 (26 Rentals)
Search the lowest-cost Homes available for rent right now in the James Crossing at Madison Park area of Naples.


194 Santa Clara Dr

185 Santa Clara Dr

7 Oceans Blvd

1885 Florida Club Dr

1885 Florida Club Dr
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.

1875 Florida Club Dr

1840 Florida Club Cir

201 Santa Clara Dr

573 Cape Florida Ln

2644 Kings Lake Blvd

1835 Florida Club Cir
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.

1810 Florida Club Cir, Unit 1305

1180 Wildwood Lakes Blvd, Unit 105

1950 W Crown Pointe Blvd

1830 Florida Club Cir

437 Leawood Cir

1810 Florida Club Cir
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.

2265 Hidden Lake Dr

1950 W Crown Pointe Blvd

183 Oceans Blvd

3138 Kings Lake Blvd

1700 Windy Pines Dr

1100 Eastham Way, Unit A-305
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.

7360 Glenmoor Ln

5332 Whitten Dr
James Crossing at Madison Park, Naples, FL Local Guide

How much does it cost to rent a home in James Crossing at Madison Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| James Crossing at Madison Park 2 Bedroom Homes for Rent | $3,675 | $1,600 | $9,000 |
| James Crossing at Madison Park 3 Bedroom Homes for Rent | $4,866 | $1,800 | $10,000+ |
| James Crossing at Madison Park 4 Bedroom Homes for Rent | $7,975 | $3,900 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 26 rentals with your search options within a 3 mile radius of the James Crossing at Madison Park Neighborhood of Naples, FL.
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James Crossing at Madison Park, Naples, FL Local Guide
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Cheapest Available James Crossing at Madison Park Homes for Rent
 The cheapest available rental home in the James Crossing at Madison Park area of Naples, FL is a 1 Bed home found at 1885 Florida Club Dr priced from $1,650. 1950 W Crown Pointe Blvd has the second lowest priced home, which is a 2 Beds rental home currently listed from $1,950. Here are the most affordable James Crossing at Madison Park homes for rent in Naples, FL:
| Home Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1885 Florida Club Dr | 1885 Florida Club Dr | 1BR, 1BA | $1,650 |
| 1950 W Crown Pointe Blvd | 1950 W Crown Pointe Blvd | 2BR, 2BA | $1,950 |
| 183 Oceans Blvd | 183 Oceans Blvd | 2BR, 2BA | $2,300 |
Best Value Homes for Rent in James Crossing at Madison Park, FL
As of September 19, 2026 the best value rental home in the James Crossing at Madison Park area is the $1.80 price per square foot 2549 Seychelles Dr Model at 2549 Seychelles Dr in the Firano at Naples neighborhood starting from $3,100. The second greatest value James Crossing at Madison Park rental home is the 6969 Avalon Circle Model at 6969 Avalon Circle in the Saxon Manor Isles neighborhood starting at $2,850 with a $1.72 price per square foot. Here is today’s list of the best values for James Crossing at Madison Park homes based on price per square foot:
| Home Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2549 Seychelles Dr | 2549 Seychelles Dr | 3BR, 2BA | $1.80 |
| 6969 Avalon Circle | 6969 Avalon Circle | 2BR, 2BA | $1.72 |
| 1100 Eastham Way, Unit A-305 | 1100 Eastham Way | 2BR, 2BA | $1.78 |
| 1810 Florida Club Cir, Unit 1305 | 1810 Florida Club Cir | 2BR, 2BA | $1.58 |
| 1950 W Crown Pointe Blvd | 1950 W Crown Pointe Blvd | 2BR, 2BA | $1.73 |
| 3138 Kings Lake Blvd | 3138 Kings Lake Blvd | 2BR, 2BA | $2.17 |
| 1180 Wildwood Lakes Blvd, Unit 105 | 1180 Wildwood Lakes Blvd | 2BR, 2BA | $1.82 |
| 1885 Florida Club Dr | 1885 Florida Club Dr | 1BR, 1BA | $1.91 |
| 183 Oceans Blvd | 183 Oceans Blvd | 2BR, 2BA | $2.72 |
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 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.
Best Local Schools in James Crossing At Madison Park, Naples, FL
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Frequently Asked Questions about James Crossing at Madison Park
What type of rentals are currently available in James Crossing at Madison Park?
There are currently 11 Apartments for Rent in James Crossing at Madison Park, FL with pricing that ranges from $1,650 to $4,292. There are also 88 Single Family Homes for rent, Condos, and Townhome rentals currently available in James Crossing at Madison Park ranging from $1,500 to $12,000.
What is the current price range for Rental Homes in James Crossing at Madison Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in James Crossing at Madison Park ranges from $1,500 to $12,000 with an average monthly rent of $4,240.
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

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.

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.