Cheap Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL from $900 (21 Rentals)

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Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.

property at 5128 Conroy Rd

5128 Conroy Rd

OrlandoFL32811
property at 5120 Conroy Rd

5120 Conroy Rd

OrlandoFL32811
Showing Results 1-21, Page 1 of 1

Cypress Fairway, Orlando, FL Local Guide

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 Riva priced from $1,099. Coconut Palms has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
RivaCatamaranStudio,1BA$1,099
Coconut PalmsEstereo BayStudio,1BA$1,099
Studio ParcThe Conroy1BR,1BA$1,199
PortofinoVerde1BR,1BA$1,199
West Winds ApartmentsCity Breeze1BR,1BA$1,215

Best Value Apartments for Rent in Cypress Fairway, FL

As of August 05, 2025 the best value apartment in the Cypress Fairway area is the $1.50 price per square foot Three Bedroom Two Bath Model at Fountains at Millenia Apartments in the in the Millenia neighborhood starting from $1,819. The second greatest value Cypress Fairway apartment is the Spruce Model at The Pines starting at $1,829 with a $1.66 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Fountains at Millenia ApartmentsThree Bedroom Two Bath3BR,2BA$1.50
The PinesSpruce3BR,2BA$1.66
Bella CasaMillenia2BR,1.5BA$1.56
The Villages on Millenia ApartmentsOne Bedroom One Bath (b)1BR,1BA$1.69
PalioOnda1BR,1BA$1.79
The FitzgeraldA11BR,1BA$1.96
PositanoThe Primitivo1BR,1BA$1.99
Bella VitaCastillo1BR,1BA$1.83
Bella CapriMarina Grande1BR,1BA$1.93
Walden PalmsA2-1 Bedroom, 1 Bathroom1BR,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 32 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,115 to $4,054. There are also 68 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $950 to $4,900.

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 $4,900 with an average monthly rent of $2,504.

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 $1,649 to $4,054, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,750 to $2,950. Four Bedroom Single-Family rentals are also available starting from $3,340 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.

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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.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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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.