4772 Walden Cir
OrlandoFL32811
Cheap Homes for Rent in Cypress Fairway Neighborhood of Orlando, FL from $1,200 (28 Rentals)
Search the lowest-cost Homes available for rent right now in the Cypress Fairway area of Orlando.
5160 Conroy Rd
OrlandoFL32811
5152 Conroy Rd
OrlandoFL32811
4740 Walden Cir
OrlandoFL32811
5120 Conroy Rd
OrlandoFL32811
4720 Walden Cir
OrlandoFL32811
5459 Vineland Rd
OrlandoFL32811
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
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5112 Conroy Rd
OrlandoFL32811
5467 Vineland Rd
OrlandoFL32811
5877 Windhover Dr
OrlandoFL32819
5455 Vineland Rd, Unit 3304
5455 Vineland Rd
OrlandoFL32811
5455 Vineland Rd
OrlandoFL32811
5083 Eaglesmere Dr
OrlandoFL32819
5333 Vineland Rd
OrlandoFL32811
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4668 Pembrook Pl, Unit J-203
4668 Pembrook Pl
OrlandoFL32811
5160 Conroy Rd, Unit 831
5160 Conroy Rd
OrlandoFL32811
4340 S Kirkman Rd
OrlandoFL32811
4367 White Pine Ave
OrlandoFL32811
5013 Vineland Rd
OrlandoFL32811
5463 Vineland Rd
OrlandoFL32811
5144 Conroy Rd
OrlandoFL32811
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.
5124 Conroy Rd
OrlandoFL32811
5293 Vineland Rd
OrlandoFL32811
5942 Peregrine Ave
OrlandoFL32819
4334 Pinebark Ave
OrlandoFL32811
4304 S Kirkman,
OrlandoFL32811
5144 Conroy Rd
OrlandoFL32811
5812 Windhover Dr
OrlandoFL32819
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
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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 | $1,947 | $1,400 | $3,200 |
| Cypress Fairway 3 Bedroom Homes for Rent | $2,344 | $1,600 | $3,300 |
| Cypress Fairway 4 Bedroom Homes for Rent | $3,397 | $3,000 | $3,795 |
| Cypress Fairway 5 Bedroom Homes for Rent | $3,795 | $3,795 | $3,795 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 28 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
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Cheapest Available Cypress Fairway Apartments for Rent
The cheapest available apartment rental in the Cypress Fairway area of Orlando, FL is a 1 Bed unit found at The Villages on Millenia Apartments priced from $899. Millenium Cove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,146. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $899 |
| Millenium Cove | A1 | 1BR,1BA | $1,146 |
| Coconut Palms | Avalon | 1BR,1BA | $1,199 |
| West Winds Apartments | City Breeze | 1BR,1BA | $1,215 |
| Bella Vita | Castillo | 1BR,1BA | $1,249 |
| The Grove at Millenia | S1 Standard | Studio,1BA | $1,271 |
| Portofino | Verde | 1BR,1BA | $1,299 |
| Walden Palms Apartments | A3-1 Bedroom 1 Bathroom | 1BR,1BA | $1,347 |
| Amalfi | Destin | 1BR,1BA | $1,399 |
| Bella Casa | Millenia | 2BR,1BA | $1,399 |
Best Value Apartments for Rent in Cypress Fairway, FL
As of April 04, 2026 the best value apartment in the Cypress Fairway area is the $1.93 price per square foot Amistad Model at Bella Vita in the in the Millenia neighborhood starting from $2,499. The second greatest value Cypress Fairway apartment is the Three Bedroom Two Bath Model at Fountains at Millenia Apartments starting at $1,799 with a $1.48 price per square foot in the Millenia neighborhood. Here is today’s list of the best values for Cypress Fairway apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Bella Vita | Amistad | 4BR,2BA | $1.93 |
| Fountains at Millenia Apartments | Three Bedroom Two Bath | 3BR,2BA | $1.48 |
| Bella Capri | Monte Capello | 3BR,2BA | $1.87 |
| Palio | Oca | 2BR,2BA | $1.64 |
| Bella Casa | Millenia | 2BR,1.5BA | $1.50 |
| The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1.66 |
| Amalfi | Destin | 1BR,1BA | $1.80 |
| Walden Palms Apartments | A3-1 Bedroom 1 Bathroom | 1BR,1BA | $1.77 |
| The Fitzgerald | A1 | 1BR,1BA | $1.91 |
| Millenium Cove | A1 | 1BR,1BA | $1.91 |
Frequently Asked Questions about Cypress Fairway
What type of rentals are currently available in Cypress Fairway?
There are currently 34 Apartments for Rent in Cypress Fairway, FL with pricing that ranges from $899 to $3,780. There are also 61 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cypress Fairway ranging from $1,250 to $3,795.
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 $1,250 to $3,795 with an average monthly rent of $2,635.
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 $1,496 to $3,780, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $3,300. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $1,899.
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.
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An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
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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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Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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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.