
Cheap Apartments for Rent in the Olde Cypress Neighborhood of Naples, FL from $1,000 (15 Rentals)
Search the lowest-cost Apartments available for rent right now in the Olde Cypress area of Naples.


TGM Malibu Lakes

Total Monthly Price
10X Addison Place

The Falls of Portofino

The Pearl Founders Square
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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.

Windsong Club

Sandalwood Village

Terrace Homes at Viansa

Fairway Preserve

Meadowwood
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4945 Cougar Ct S

Brittany Bay I

Mark Lane

Bellavista at Vanderbilt Way

Soluna Townhomes
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Olde Cypress, Naples, FL Local Guide

How much does it cost to rent an apartment in Olde Cypress?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Olde Cypress Studio Apartments | $1,694 | $1,694 | $1,694 |
| Olde Cypress 1 Bedroom Apartments | $2,350 | $1,464 | $3,362 |
| Olde Cypress 2 Bedroom Apartments | $2,770 | $1,465 | $4,514 |
| Olde Cypress 3 Bedroom Apartments | $3,307 | $1,693 | $5,259 |
| Olde Cypress 4 Bedroom Apartments | $3,228 | $2,896 | $3,635 |
Browse Apartments in this Neighborhood
There are currently 15 rentals with your search options within a 2 mile radius of the Olde Cypress Neighborhood of Naples, FL.
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Olde Cypress, Naples, FL Local Guide
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Cheapest Available Olde Cypress Apartments for Rent
 The cheapest available apartment rental in the Olde Cypress area of Naples, FL is a 2 Beds unit found at Brittany Bay I priced from $1,238. Windsong Club has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,464. Here are the most affordable Olde Cypress apartments for rent in Naples, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Brittany Bay I | 2 Bedroom | 2BR,2BA | $1,238 |
| Windsong Club | 1 Bedroom One Bath | 1BR,1BA | $1,464 |
| TGM Malibu Lakes | A1 | 1BR,1BA | $1,699 |
| Sandalwood Village | Seville | 1BR,1BA | $1,756 |
| 10X Addison Place | A3 | 1BR,1BA | $1,851 |
Best Value Apartments for Rent in Olde Cypress, FL
As of June 18, 2026 the best value apartment in the Olde Cypress area is the $1.73 price per square foot Da Vinci (D1) Model at The Falls of Portofino in the in the Whippoorwill neighborhood starting from $3,151. The second greatest value Olde Cypress apartment is the C5 Model at Amberton Luxury Townhomes starting at $2,592 with a $1.53 price per square foot in the Malibu Lake neighborhood. Here is today’s list of the best values for Olde Cypress apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Falls of Portofino | Da Vinci (D1) | 4BR,2.5BA | $1.73 |
| Amberton Luxury Townhomes | C5 | 3BR,2.5BA | $1.53 |
| Brittany Bay I | 4 Bedroom | 4BR,4BA | $1.35 |
| The Pearl Founders Square | A2 | 1BR,1BA | $2.39 |
| Aspire Naples | One-Bedroom Carriage House With 1-Car attached ... | 1BR,1BA | $3.28 |
| 10X Addison Place | A2 | 1BR,1BA | $2.47 |
| TGM Malibu Lakes | A1 | 1BR,1BA | $2.24 |
| Mark Lane | Avila | 1BR,1BA | $2.82 |
| Windsong Club | 1 Bedroom One Bath | 1BR,1BA | $2.00 |
| Sandalwood Village | Seville | 1BR,1BA | $2.53 |
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 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.
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Frequently Asked Questions about Cheap Olde Cypress Apartments
How much is rent for a Cheap One Bedroom Olde Cypress Apartment?
The lowest price for a Cheap One Bedroom Olde Cypress Apartment is $1,464 at Windsong Club.
What is the lowest price for a Cheap Two Bedroom Olde Cypress Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Olde Cypress is starting from $1,238 at Brittany Bay I.
What is the most affordable Olde Cypress Three Bedroom Apartment?
The best deal on a cheap Olde Cypress Three Bedroom Apartment rental is at Brittany Bay I and starts from $1,433.
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 I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.