4708 Walden Cir
OrlandoFL32811
Cheap Homes for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,100 (28 Rentals)
Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.
4760 Walden Cir
OrlandoFL32811
5451 Vineland Rd
OrlandoFL32811
5148 Conroy Rd
OrlandoFL32811
5112 Conroy Rd
OrlandoFL32811
5160 Conroy Rd
OrlandoFL32811
5152 Conroy Rd
OrlandoFL32811
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.
5120 Conroy Rd
OrlandoFL32811
5455 Vineland Rd
OrlandoFL32811
5109 Eaglesmere Dr
OrlandoFL32819
4332 S Kirkman Rd
OrlandoFL32811
5124 Conroy Rd
OrlandoFL32811
4352 S Kirkman Rd
OrlandoFL32811
4356 Middlebrook Rd
OrlandoFL32811
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.
4348 S Kirkman Rd
OrlandoFL32811
5587 Millennia Park Dr
OrlandoFL32811
4708 Walden Cir, Unit 1826
4708 Walden Cir
OrlandoFL32811
4323 Pinebark Ave
OrlandoFL32811
5475 Vineland Rd, Unit 8311
5475 Vineland Rd
OrlandoFL32811
5293 Vineland Rd
OrlandoFL32811
5475 Vineland Rd
OrlandoFL32811
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.
5447 Vineland Rd
OrlandoFL32811
5156 Conroy Rd
OrlandoFL32811
5013 Vineland Rd
OrlandoFL32811
Unit
5755 Peregrine Ave
OrlandoFL32819
5579 Millennia Park Dr, Unit 219
5579 Millennia Park Dr
OrlandoFL32811
4110 Yellow Pine Ln
OrlandoFL32811
5239 Vineland Rd
OrlandoFL32811
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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.
Showing Results 1-28, 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 | $1,992 | $1,400 | $3,000 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,330 | $1,700 | $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 28 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 1 Bed unit found at Amalfi priced from $1,049. Riva has the second lowest priced unit, which is a Studio apartment currently listed from $1,049. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Amalfi | Siesta Key | 1BR,1BA | $1,049 |
| Riva | Catamaran | Studio,1BA | $1,049 |
| Studio Parc | The Conroy | 1BR,1BA | $1,049 |
| Portofino | Verde | 1BR,1BA | $1,099 |
| The Grove at Millenia | S1 Standard | Studio,1BA | $1,135 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1,152 |
| Acclaim at Conroy | 1 Bedroom 1 Bath | 1BR,1BA | $1,185 |
| Bella Capri | Marina Grande | 1BR,1BA | $1,199 |
| Twelve Oaks at Windermere | A1 | Standard | 1BR,1BA | $1,211 |
| Coconut Palms | Alafia River | 2BR,1BA | $1,229 |
Best Value Apartments for Rent in Cypress Fairway, FL
As of July 12, 2026 the best value apartment in the Cypress Fairway area is the $1.73 price per square foot Spruce Model at The Pines in the in the Millenia neighborhood starting from $1,899. The second greatest value Cypress Fairway apartment is the Two Bedroom Two Bath Model at Fountains at Millenia Apartments starting at $1,649 with a $1.56 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. |
|---|---|---|---|
| The Pines | Spruce | 3BR,2BA | $1.73 |
| Fountains at Millenia Apartments | Two Bedroom Two Bath | 2BR,2BA | $1.56 |
| Bella Casa | Millenia | 2BR,1.5BA | $1.34 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1.72 |
| Palio | Onda | 1BR,1BA | $1.86 |
| The Fitzgerald | A1 | 1BR,1BA | $1.81 |
| Acclaim at Conroy | 1 Bedroom 1 Bath | 1BR,1BA | $1.67 |
| Bella Vita | Castillo | 1BR,1BA | $1.83 |
| Bella Capri | Marina Grande | 1BR,1BA | $1.72 |
| Portofino | Verde | 1BR,1BA | $1.83 |
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 35 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,115 to $3,480. There are also 72 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $1,175 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 $1,175 to $3,300 with an average monthly rent of $1,957.
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
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.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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.