
Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL (78 Rentals)


5415 Vineland Rd

5160 Conroy Rd, Unit 1425

5051 Ernst Ct

4368 S Kirkman Rd, Unit 211

4711 Capri Plz, Unit 188

4352 S Kirkman Rd, Unit 1203

4312 S Kirkman Rd, Unit 1411

4324 S Kirkman Rd, Unit 1111

7389 Universal Blvd, Unit 703
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.

Furnished Studio-Orlando - Universal Studios - Major Blvd.

Furnished Studio-Orlando - Universal Studios

5071 Eaglesmere Dr

5459 Vineland Rd

5471 Vineland Rd

5455 Vineland Rd

5451 Vineland Rd

5029 Southlawn Ave

5447 Vineland Rd

5483 Vineland Rd
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5395 Vineland Rd

4775 Creekside Park Ave

5415 Vineland Rd

5225 Vineland Rd

5132 Big Cypress St

5323 Indian Creek Dr

5145 Dove Tree St

4833 Cypress Woods Dr

4817 Cypress Woods Dr

5409 Pine Creek Dr
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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.

5838 Peregrine Ave

4736 Walden Cir

4720 Walden Cir

4744 Walden Cir

5148 Conroy Rd

4724 Walden Cir

5286 Willow Ct

5152 Conroy Rd

4716 Walden Cir

5160 Conroy 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

5156 Conroy Rd

5285 Coral Ct

5051 Ernst Ct

5164 Conroy Rd

4756 Walden Cir

5128 Conroy Rd

5274 Coral Ct

5258 Coral Ct

5120 Conroy Rd

5104 Conroy Rd
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.
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 | $1,892 | $1,200 | $3,200 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,249 | $1,750 | $2,950 |
| Cypress Fairway 4 Bedroom Homes for Rent | $3,231 | $2,995 | $3,400 |
Browse Homes for Rent in this Neighborhood
There are currently 78 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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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 ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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 #254
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 36 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,068 to $4,298. There are also 78 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $900 to $3,400.
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 $900 to $3,400 with an average monthly rent of $2,185.
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 $1,399 to $4,298, 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 $2,995 and Four Bedroom Apartments start at $1,665.
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

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.