Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL (60 Rentals)

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property at 5415 Vineland Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

5415 Vineland Rd

OrlandoFL32811
property at 5051 Ernst Ct

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

5051 Ernst Ct

OrlandoFL32819
property at 4356 S Kirkman Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

4356 S Kirkman Rd, Unit 509, Unit 509

4356 S Kirkman Rd
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.

Read Article
property at 5455 Vineland Rd

$1,450 - $1,650

1 To 2 Bedroom Rentals

Available Now

5455 Vineland 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.

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Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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property at 5152 Conroy Rd

$1,250 - $1,600

1 To 2 Bedroom Rentals

Available Now

5152 Conroy Rd

OrlandoFL32811

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Showing Results 1-50, Page 1 of 2

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 $1,037 to $3,355. There are also 60 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $1,175 to $3,795.

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 $3,795 with an average monthly rent of $2,682.

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 $3,355, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 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

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts article

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.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.