Apartments for Rent in the Cypress Fairway Neighborhood of Orlando, FL (108 Rentals) Page 2 of 3

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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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property at 5168 Conroy Rd

$1,500 - $1,650

2 Bedroom Rentals

Available Now

5168 Conroy Rd

OrlandoFL32811
property at 5124 Conroy Rd

$1,350 - $1,700

1 To 2 Bedroom Rentals

Available Now

5124 Conroy Rd

OrlandoFL32811
property at 5120 Conroy Rd

$1,250 - $1,650

1 To 2 Bedroom Rentals

Available Now

5120 Conroy Rd

OrlandoFL32811

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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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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property at 5144 Conroy Rd

$1,690

Total Monthly Price

Total Monthly Price

Base Rent
$1,690
Total Monthly Price
$1,690

2 Bedroom, 2 Bath Condo for Rent

Available Now

5144 Conroy Rd, Unit 35

5144 Conroy Rd
OrlandoFL32811
property at 5475 Vineland Rd

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450
Total Monthly Price
$1,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

5475 Vineland Rd, Unit 8311

5475 Vineland Rd
OrlandoFL32811
property at 5579 Millennia Park Dr

$1,580

Total Monthly Price

Total Monthly Price

Base Rent
$1,580
Total Monthly Price
$1,580

1 Bedroom, 1 Bath Condo for Rent

Available Now

5579 Millennia Park Dr, Unit 219

5579 Millennia Park Dr
OrlandoFL32811

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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Cypress Fairway
2 Bedroom Apartments

Cypress Fairway

5443 Vineland RdOrlando, FL 32811
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5433 Vineland Rd
1 Bedroom Apartments

5433 Vineland Rd

5433 Vineland RdOrlando, FL 32811
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Sunset Lake Condo
2 to 3 Bedroom Apartments

Sunset Lake Condo

4300-4364 S Kirkman RdOrlando, FL 32811
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Amalfi
1 to 2 Bedroom Apartments

Amalfi

4860 Cypress Woods DrOrlando, FL 32811
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Riva
Studio to 2 Bedroom Apartments

Riva

4771 Walden CirOrlando, FL 32811
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Portofino
1 to 2 Bedroom Apartments

Portofino

5974 Windhover DrOrlando, FL 32819
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Bella Casa
1 to 2 Bedroom Apartments

Bella Casa

5501 Conroy RdOrlando, FL 32811
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Coconut Palms
Studio to 2 Bedroom Apartments

Coconut Palms

4618 Middlebrook RdOrlando, FL 32811
Showing Results 51-100, Page 2 of 3

Frequently Asked Questions about Cypress Fairway

What is the current price range for One Bedroom Cypress Fairway Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Cypress Fairway ranges from $1,115 to $2,235 with an average monthly rent of $1,531.

What does renting a Two Bedroom Apartment in Cypress Fairway cost?

The monthly rent prices of Two Bedroom Apartments currently available in Cypress Fairway range from $1,289 to $2,970. Today's average rental price for Two Bedrooms here is $2,157.

How expensive are Cypress Fairway Three Bedroom Apartments?

There are currently 19 Three Bedroom Apartments listings available in Cypress Fairway on ApartmentHomeLiving.com. The pricing ranges from $1,399 to $3,480 - averaging $2,404 for the location.

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

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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.

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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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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.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

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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

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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.

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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.

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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.

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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.