Cheap Apartments for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,100 (56 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Cypress Fairway area of Orlando.

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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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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Riva
Studio to 2 Bedroom Apartments

Riva

4771 Walden CirOrlando, FL 32811
property at 5152 Conroy Rd

5152 Conroy Rd

OrlandoFL32811
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Studio Parc
1 Bedroom Apartments

Studio Parc

4601 S Kirkman RdOrlando, FL 32811
property at 5164 Conroy Rd

5164 Conroy Rd

OrlandoFL32811
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Portofino
1 to 2 Bedroom Apartments

Portofino

5974 Windhover DrOrlando, FL 32819
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Coconut Palms
Studio to 2 Bedroom Apartments

Coconut Palms

4618 Middlebrook RdOrlando, FL 32811

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property at 4760 Walden Cir

4760 Walden Cir

OrlandoFL32811
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Positano
1 to 2 Bedroom Apartments

Positano

4708 Olive Branch RdOrlando, FL 32811
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Palio
1 to 3 Bedroom Apartments

Palio

4000-4449 Middlebrook RdOrlando, FL 32811

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Bella Casa
2 Bedroom Apartments

Bella Casa

5501 Conroy RdOrlando, FL 32811
Showing Results 1-50, Page 1 of 2

Cypress Fairway, Orlando, FL Local Guide

Cheapest Available Cypress Fairway Apartments for Rent

 

The cheapest available apartment rental in the Cypress Fairway area of Orlando, FL is a Studio unit found at Riva priced from $1,199. West Winds Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,215. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
RivaCatamaranStudio,1BA$1,199
West Winds ApartmentsCity Breeze1BR,1BA$1,215
Studio ParcThe Conroy1BR,1BA$1,279
Coconut PalmsAvalon1BR,1BA$1,299
PortofinoVerde1BR,1BA$1,299
AmalfiSiesta Key1BR,1BA$1,299
Walden PalmsA2-1 Bedroom, 1 Bathroom1BR,1BA$1,300
Twelve Oaks at WindermereA1 | Standard1BR,1BA$1,309
Bella CapriMarina Grande1BR,1BA$1,329
Millenium CoveA11BR,1BA$1,347

Best Value Apartments for Rent in Cypress Fairway, FL

As of June 01, 2025 the best value apartment in the Cypress Fairway area is the $1.58 price per square foot Three Bedroom Two Bath Model at Fountains at Millenia Apartments in the in the Millenia neighborhood starting from $1,919. The second greatest value Cypress Fairway apartment is the Spruce Model at The Pines starting at $2,149 with a $1.95 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Fountains at Millenia ApartmentsThree Bedroom Two Bath3BR,2BA$1.58
The PinesSpruce3BR,2BA$1.95
Bella VitaDorado3BR,2BA$1.73
Bella CasaMillenia2BR,1.5BA$1.61
The Villages on Millenia ApartmentsOne Bedroom One Bath (b)1BR,1BA$1.67
The FitzgeraldA11BR,1BA$1.94
Bella CapriMarina Grande1BR,1BA$1.90
Walden PalmsA2-1 Bedroom, 1 Bathroom1BR,1BA$1.87
PositanoThe Taurasi1BR,1BA$2.05
Twelve Oaks at WindermereA1 | Standard1BR,1BA$1.99

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Pet Friendly Lifestyle
Cypress Fairway, Orlando, FL

Ranked #235

Among neighborhoods in Orlando, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Cheap Cypress Fairway Apartments

What is a cheap apartment in Cypress Fairway?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Cypress Fairway is under $1,347.

What is the price of a cheap apartment in Cypress Fairway?

The cheapest apartment in Cypress Fairway is West Winds Apartments which is listed at $1,215, while the average apartment in Cypress Fairway costs $3,230.

What types of apartments are the cheapest in Cypress Fairway?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Cypress Fairway that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Cypress Fairway?

Cheap apartments in Cypress Fairway have an average cost of $608 which is $2,622 cheaper than the average rent for all rentals in Cypress Fairway.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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

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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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.