
Cheap Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL from $1,000 (20 Rentals)
Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.


4760 Walden Cir

4740 Walden Cir

5479 Vineland Rd

5108 Conroy Rd

5160 Conroy Rd
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.

5152 Conroy Rd

5451 Vineland Rd

5455 Vineland Rd, Unit 3304

5467 Vineland Rd

5447 Vineland Rd

5455 Vineland Rd
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
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.

4332 S Kirkman Rd

4454 Middlebrook Rd

5109 Eaglesmere Dr

5124 Conroy Rd

4707 Chevy Pl

5168 Conroy Rd
Cash 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.

5293 Vineland Rd

5475 Vineland Rd, Unit 8311
Cypress Fairway, Orlando, FL Local Guide

How much does it cost to rent a home in Cypress Fairway?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cypress Fairway 2 Bedroom Homes for Rent | $2,063 | $1,000 | $3,200 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,561 | $1,650 | $3,300 |
| Cypress Fairway 4 Bedroom Homes for Rent | $3,075 | $3,000 | $3,150 |
Browse Homes for Rent in this Neighborhood
There are currently 20 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
Explore Orlando
Cheapest Available Cypress Fairway Apartments for Rent
 The cheapest available apartment rental in the Cypress Fairway area of Orlando, FL is a Studio unit found at Coconut Palms priced from $1,049. The Grove at Millenia has the second lowest priced unit, which is a Studio apartment currently listed from $1,060. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Coconut Palms | Estereo Bay | Studio,1BA | $1,049 |
| The Grove at Millenia | S1 Standard | Studio,1BA | $1,060 |
| Bella Vita | Castillo | 1BR,1BA | $1,149 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1,152 |
| Bella Capri | Marina Grande | 1BR,1BA | $1,199 |
Best Value Apartments for Rent in Cypress Fairway, FL
As of May 27, 2026 the best value apartment in the Cypress Fairway area is the $1.61 price per square foot Three Bedroom Two Bath Model at Fountains at Millenia Apartments in the in the Millenia neighborhood starting from $1,949. The second greatest value Cypress Fairway apartment is the Dorado Model at Bella Vita starting at $1,899 with a $1.77 price per square foot in the Millenia neighborhood. Here is today’s list of the best values for Cypress Fairway apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Fountains at Millenia Apartments | Three Bedroom Two Bath | 3BR,2BA | $1.61 |
| Bella Vita | Dorado | 3BR,2BA | $1.77 |
| Bella Capri | Monte Capello | 3BR,2BA | $1.87 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1.84 |
| The Pines | Torrey Pine | 1BR,1BA | $1.87 |
| Riva | Optimist | 1BR,1BA | $1.77 |
| The Fitzgerald | A1 | 1BR,1BA | $1.86 |
| Palio | Selva | 1BR,1BA | $1.99 |
| Cason at Millenia | A1 | 1BR,1BA | $2.08 |
| Walden Palms Apartments | A1-1 Bedroom, 1 Bathroom | 1BR,1BA | $1.93 |
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 33 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,099 to $3,680. There are also 72 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $1,000 to $3,300.
What is the current price range for Rental Homes in Cypress Fairway?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cypress Fairway ranges from $1,000 to $3,300 with an average monthly rent of $2,316.
How much are larger Three and Four Bedroom Rentals in Cypress Fairway?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Cypress Fairway range from $1,579 to $3,680, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,650 to $3,300. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $1,929.
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.
Helpful Local Expert Guides

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
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.