
Homes for Rent in the Cypress Fairway Neighborhood of Orlando, FL (75 Rentals)


5051 Ernst Ct

4356 S Kirkman Rd, Unit 509

5415 Vineland Rd

4352 S Kirkman Rd, Unit 1203

5160 Conroy Rd, Unit 831

4702 Capri Pl, Unit 4702

4711 Capri Plz, Unit 188

4817 Normandy Pl, Unit Townes of southgate

5447 Vineland Rd, Unit 1211
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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.

4368 S Kirkman Rd, Unit 211

4324 S Kirkman Rd, Unit 1111

4312 S Kirkman Rd

Furnished Studio-Orlando - Universal Studios - Major Blvd.

Furnished Studio-Orlando - Universal Studios

4410 White Pine Ave

5587 Millennia Park Dr

4881 Cypress Woods Dr, Unit 3104

5447 Vineland Rd

4112 Yellow Pine Ln
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4375 Shadow Crest Pl

4274 Pinebark Ave

5051 Ernst Ct

5415 Vineland Rd

4348 S Kirkman Rd

5587 Millennia Park Dr

5483 Vineland Rd

6151 Sandcrest Cir

5459 Vineland Rd

5168 Conroy Rd
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.

5120 Conroy Rd

5421 Vineland Rd

4410 White Pine Ave

4752 Walden Cir

4410 Shadow Crest Pl

5164 Conroy Rd

4607 Gate Pl

5148 Conroy Rd

5156 Conroy Rd

4328 S Kirkman Rd
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

5471 Vineland Rd

5374 Elm Ct

5124 Conroy Rd

4708 Walden Cir

4760 Walden Cir

4702 Sutton Terrace

5467 Vineland Rd

5169 Vineland Rd

5818 Windhover Dr

5152 Conroy Rd
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $1,915 | $1,250 | $3,000 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,265 | $1,740 | $3,300 |
Browse Homes for Rent in this Neighborhood
There are currently 75 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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleNavigating the Rental Market: Tips for First-Time Renters
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Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleCypress Fairway, Orlando, FL
Ranked #209
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 40 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $949 to $3,355. There are also 76 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 $1,903.
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.
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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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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.