4740 Walden Cir, Unit Walden
4740 Walden Cir
OrlandoFL32811
Cheap Homes for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,050 (18 Rentals)
Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.
4760 Walden Cir
OrlandoFL32811
4724 Walden Cir
OrlandoFL32811
5112 Conroy Rd
OrlandoFL32811
5160 Conroy Rd
OrlandoFL32811
5109 Eaglesmere Dr
OrlandoFL32819
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.
5152 Conroy Rd
OrlandoFL32811
5455 Vineland Rd, Unit 3304
5455 Vineland Rd
OrlandoFL32811
4352 S Kirkman Rd
OrlandoFL32811
5116 Conroy Rd, Unit 15
5116 Conroy Rd
OrlandoFL32811
4772 Walden Cir
OrlandoFL32811
4110 Yellow Pine Ln
OrlandoFL32811
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.
5124 Conroy Rd
OrlandoFL32811
5587 Millennia Park Dr
OrlandoFL32811
5169 Vineland Rd
OrlandoFL32811
5579 Millennia Park Dr, Unit 219
5579 Millennia Park Dr
OrlandoFL32811
5563 Millennia Park Dr, Unit 508
5563 Millennia Park Dr
OrlandoFL32811
5579 Millennia Park Dr
OrlandoFL32811
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
Showing Results 1-18, Page 1 of 1
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 | $1,835 | $1,050 | $3,000 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,427 | $1,740 | $3,300 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 18 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
Explore Orlando
Let everyone know!
Do you know the Cypress Fairway area?
If you’re an expert on all things Cypress Fairway, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 $929. Riva has the second lowest priced unit, which is a Studio apartment currently listed from $949. 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 | $929 |
| Riva | Catamaran | Studio,1BA | $949 |
| Studio Parc | The Conroy | 1BR,1BA | $1,049 |
| Bella Casa | Millenia | 2BR,1BA | $1,099 |
| Hidden Lake | Brantley | 1BR,1BA | $1,115 |
Best Value Apartments for Rent in Cypress Fairway, FL
As of August 26, 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 The Montreal Model at The Edge at Millenia starting at $2,059 with a $1.80 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 |
| The Edge at Millenia | The Montreal | 2BR,2BA | $1.80 |
| Bella Capri | Monte Capello | 3BR,2BA | $1.54 |
| The Pines | Cypress | 2BR,2BA | $1.35 |
| Bella Casa | Millenia | 2BR,1.5BA | $1.18 |
| The Fitzgerald | B1 | 2BR,1BA | $1.71 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1.72 |
| Palio | Onda | 1BR,1BA | $1.73 |
| Bella Vita | Castillo | 1BR,1BA | $1.62 |
| Acclaim at Conroy | 1 Bedroom 1 Bath | 1BR,1BA | $1.66 |
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 41 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $949 to $3,355. There are also 62 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $1,050 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 $1,050 to $3,300 with an average monthly rent of $1,831.
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
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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.
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.
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.
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.
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.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.