Cheap Apartments for Rent in the James Crossing at Madison Park Neighborhood of Naples, FL from $500 (29 Rentals)

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Search the lowest-cost Apartments available for rent right now in the James Crossing at Madison Park area of Naples.

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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.

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Osprey’s Landing
1 to 3 Bedroom Apartments

Osprey’s Landing

100 Ospreys LandingNaples, FL 34104
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Villas of Capri
1 to 3 Bedroom Apartments

Villas of Capri

7725 Tara CirNaples, FL 34104
  • Utilities Included
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Avalon Apartments
2 Bedroom Apartments

Avalon Apartments

4619-4711 Alladin LnNaples, FL 34112
  • Utilities Included
property at 4601 Bayshore Dr

4601 Bayshore Dr

NaplesFL34112

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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.

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James Crossing at Madison Park, Naples, FL Local Guide

Cheapest Available James Crossing at Madison Park Apartments for Rent

 

The cheapest available apartment rental in the James Crossing at Madison Park area of Naples, FL is a 1 Bed unit found at Naples 701 priced from $1,380. Wild Pines has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,400. Here are the most affordable James Crossing at Madison Park apartments for rent in Naples, FL:

Apartment ListingModel NameBed/BathPriced From
Naples 701One Bedroom1BR,1BA$1,380
Wild PinesMarket1BR,1BA$1,400
Briar LandingsOne Bedroom1BR,1BA$1,450
The Point at NaplesA1 Sandpiper - 1 Bedroom, 1 Bathroom1BR,1BA$1,459
Advenir at AventineAstoria1BR,1BA$1,634
Marlowe NaplesA11BR,1BA$1,634
Noah's Landing ApartmentsThree Bedroom Two Bathroom 60%3BR,2BA$1,689
Aster at Lely ResortA21BR,1BA$1,691
Edge75The Frontier1BR,1BA$1,699
Fiori ApartmentsTropea - L1BR,1BA$1,705

Best Value Apartments for Rent in James Crossing at Madison Park, FL

As of December 11, 2025 the best value apartment in the James Crossing at Madison Park area is the $1.66 price per square foot Minneola Elite Model at Juniper Pointe Townhomes in the in the Firano at Naples neighborhood starting from $3,750. The second greatest value James Crossing at Madison Park apartment is the 2495 Bayside St Model at 2495 Bayside St, Unit B starting at $2,100 with a $1.31 price per square foot in the River Reach neighborhood. Here is today’s list of the best values for James Crossing at Madison Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Juniper Pointe TownhomesMinneola Elite4BR,2.5BA$1.66
2495 Bayside St, Unit B2495 Bayside St2BR,1BA$1.31
The Coast TownhomesC2AR3BR,2.5BA$1.58
Noah's Landing ApartmentsThree Bedroom Two Bathroom 60%3BR,2BA$1.45
Meadow LakesThe Camelot3BR,2BA$1.87
The Coast ResidencesB2BK2BR,2BA$1.81
Ekos Santa Barbara2 Bedroom2BR,2BA$1.94
4613 Bayshore Dr, Unit B54613 Bayshore Dr2BR,2BA$1.97
Advenir at AventineAstoria1BR,1BA$1.98
Briar LandingsOne Bedroom1BR,1BA$1.77

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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Pet Friendly Lifestyle
James Crossing At Madison Park, Naples, FL

Ranked #5

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
James Crossing At Madison Park, Naples, FL

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of neighborhoods, metropolitan areas, and rental properties across Florida including James Crossing at Madison Park, Naples, and the greater Naples area. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including filtering automatically for the best proximity to parks and outdoor amenities, luxury housing options, kid and pet-friendly communities, availability of transit options, and more. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Getting Around the James Crossing at Madison Park Neighborhood in Naples, FL

Walk Score®

6 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

42 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about Cheap James Crossing at Madison Park Apartments

What is a cheap apartment in James Crossing at Madison Park?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in James Crossing at Madison Park is under $1,705.

What is the price of a cheap apartment in James Crossing at Madison Park?

The cheapest apartment in James Crossing at Madison Park is Naples 701 which is listed at $1,380, while the average apartment in James Crossing at Madison Park costs $9,835.

What types of apartments are the cheapest in James Crossing at Madison Park?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 24 regular apartments in James Crossing at Madison Park that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in James Crossing at Madison Park?

Cheap apartments in James Crossing at Madison Park have an average cost of $115 which is $9,720 cheaper than the average rent for all rentals in James Crossing at Madison Park.

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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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.