5112 Conroy Rd
OrlandoFL32811
Cheap Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL from $900 (11 Rentals)
Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.
4633 Cason Cove Dr
OrlandoFL32811
4659 Cason Cove Dr
OrlandoFL32811
4410 White Pine Ave
OrlandoFL32811
5152 Conroy 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.
5101 Eaglesmere Dr
OrlandoFL32819
5124 Conroy Rd
OrlandoFL32811
4760 Walden Cir
OrlandoFL32811
5148 Conroy Rd
OrlandoFL32811
5100 Conroy Rd
OrlandoFL32811
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
4704 Walden Cir
OrlandoFL32811
Showing Results 1-11, 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 | $2,028 | $1,415 | $3,200 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,313 | $1,800 | $2,950 |
| Cypress Fairway 4 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
| Cypress Fairway 5 Bedroom Homes for Rent | $3,800 | $3,800 | $3,800 |
Browse Homes for Rent in this Neighborhood
There are currently 11 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
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Cypress Fairway, Orlando, FL Local Guide
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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 $1,099. Riva has the second lowest priced unit, which is a Studio apartment currently listed from $1,199. 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 | $1,099 |
| Riva | Catamaran | Studio,1BA | $1,199 |
| West Winds Apartments | City Breeze | 1BR,1BA | $1,215 |
| Studio Parc | The Conroy | 1BR,1BA | $1,249 |
| Fountains at Millenia Apartments | Two Bedroom Two Bath (b) | 2BR,2BA | $1,299 |
Best Value Apartments for Rent in Cypress Fairway, FL
As of June 19, 2025 the best value apartment in the Cypress Fairway area is the $1.91 price per square foot Spruce Model at The Pines in the in the Millenia neighborhood starting from $2,099. The second greatest value Cypress Fairway apartment is the Monte Capello Model at Bella Capri starting at $1,999 with a $1.87 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 | $1.91 |
| Bella Capri | Monte Capello | 3BR,2BA | $1.87 |
| Fountains at Millenia Apartments | Two Bedroom Two Bath | 2BR,2BA | $1.53 |
| Twelve Oaks at Windermere | B2 | Elevated | 2BR,2BA | $2.15 |
| The Villages on Millenia Apartments | One Bedroom One Bath (b) | 1BR,1BA | $1.67 |
| The Fitzgerald | A1 | 1BR,1BA | $2.02 |
| Century Millenia | The Athens | 1BR,1BA | $2.10 |
| Bella Vita | Castillo | 1BR,1BA | $1.90 |
| Millenium Cove | A2 | 1BR,1BA | $2.07 |
| Walden Palms | A2-1 Bedroom, 1 Bathroom | 1BR,1BA | $1.87 |
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Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 34 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,115 to $4,145. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $950 to $3,800.
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 $950 to $3,800 with an average monthly rent of $2,561.
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 $1,527 to $4,145, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $2,950. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $1,899.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.