
Homes for Rent in the Cypress Fairway Neighborhood of Orlando, FL with Swimming Pool (25 Rentals)


4708 Walden Cir, Unit 1826

5120 Conroy Rd, Unit 27

4711 Capri Plz, Unit 188

5475 Vineland Rd, Unit 8313

6158 Sandcrest Cir
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.

5579 Millenia Park Blvd, Unit 502

4368 S Kirkman Rd, Unit 211

4324 S Kirkman Rd, Unit 1111

5447 Vineland Rd, Unit 1211

5415 Vineland Rd

5051 Ernst Ct
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

4312 S Kirkman Rd

4352 S Kirkman Rd, Unit 1203

4356 S Kirkman Rd, Unit 509

4410 White Pine Ave

5587 Millennia Park Dr

4881 Cypress Woods Dr, Unit 3104
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.

5152 Conroy Rd

5293 Vineland Rd

5168 Conroy Rd

5579 Millennia Park Dr

5587 Millennia Park Dr

5144 Conroy Rd, Unit 35
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

5579 Millennia Park Dr, Unit 219
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 | $1,969 | $1,399 | $3,000 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,146 | $1,499 | $3,300 |
Browse Homes for Rent in this Neighborhood
There are currently 25 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
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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 $1,029 to $3,480. 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 $1,894.
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.
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.