
Luxury Homes for Rent in the Cypress Fairway Neighborhood of Orlando, FL (14 Rentals)
The most luxurious Homes in the Cypress Fairway area of Orlando with high-end amenities, features, and finishes.


4324 S Kirkman Rd, Unit 1111

5447 Vineland Rd, Unit 1211

6251 Sandcrest Cir

5415 Vineland Rd

4312 S Kirkman Rd

4352 S Kirkman Rd, Unit 1203
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.

5051 Ernst Ct

4356 S Kirkman Rd, Unit 509

4881 Cypress Woods Dr, Unit 3104

4324 S Kirkman Rd

6367 Huntsville St

4356 S Kirkman Rd

4312 S Kirkman Rd
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
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.
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 | $1,992 | $1,400 | $3,000 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,330 | $1,700 | $3,300 |
Browse Homes for Rent in this Neighborhood
There are currently 14 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
Explore Orlando
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 35 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $1,115 to $3,480. There are also 72 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 $1,957.
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

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.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.