Cheap Apartments for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,000 (57 Rentals)

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

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Westbrook
1 to 3 Bedroom Apartments

Westbrook

4932 Eaglesmere DrOrlando, FL 32819
  • Utilities Included
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Coconut Palms
Studio to 2 Bedroom Apartments

Coconut Palms

4618 Middlebrook RdOrlando, FL 32811
property at 5140 Conroy Rd

5140 Conroy Rd

OrlandoFL32811

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Studio Parc
1 Bedroom Apartments

Studio Parc

4601 S Kirkman RdOrlando, FL 32811
property at 5160 Conroy Rd

5160 Conroy Rd

OrlandoFL32811
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Bella Vita
1 to 4 Bedroom Apartments

Bella Vita

4700 Cason Cove DrOrlando, FL 32811
property at 5483 Vineland Rd

5483 Vineland Rd

OrlandoFL32811
property at 5120 Conroy Rd

5120 Conroy Rd

OrlandoFL32811

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Bella Casa
1 to 2 Bedroom Apartments

Bella Casa

5501 Conroy RdOrlando, FL 32811
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Bella Capri
1 to 3 Bedroom Apartments

Bella Capri

4822 Cason Cove DrOrlando, FL 32811
property at 5152 Conroy Rd

5152 Conroy Rd

OrlandoFL32811
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Riva
Studio to 2 Bedroom Apartments

Riva

4771 Walden CirOrlando, FL 32811
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Palio
1 to 3 Bedroom Apartments

Palio

4000-4449 Middlebrook RdOrlando, FL 32811
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Amalfi
1 to 2 Bedroom Apartments

Amalfi

4860 Cypress Woods DrOrlando, FL 32811

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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The Pines
1 to 3 Bedroom Apartments

The Pines

4401 S Kirkman RdOrlando, FL 32811
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Portofino
1 to 2 Bedroom Apartments

Portofino

5974 Windhover DrOrlando, FL 32819
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Positano
1 to 2 Bedroom Apartments

Positano

4708 Olive Branch RdOrlando, FL 32811

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.

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 1 Bed unit found at West Winds Apartments priced from $1,215. Walden Palms has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,250. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
West Winds ApartmentsCity Breeze1BR,1BA$1,215
Walden PalmsA1-1 Bedroom, 1 Bathroom1BR,1BA$1,250
Twelve Oaks at WindermereA1 | Standard1BR,1BA$1,290
Fountains at Millenia ApartmentsThree Bedroom Two Bath (c)3BR,2BA$1,299
The Grove at MilleniaA1 Standard1BR,1BA$1,320
Millenium CoveA21BR,1BA$1,320
Coconut PalmsAvalon1BR,1BA$1,329
Bella VitaFelicidad2BR,2BA$1,349
The Villages on Millenia ApartmentsOne Bedroom One Bath (b)1BR,1BA$1,379
Century MilleniaThe Athens1BR,1BA$1,446

Best Value Apartments for Rent in Cypress Fairway, FL

As of October 13, 2025 the best value apartment in the Cypress Fairway area is the $1.48 price per square foot Leocorno Model at Palio in the in the Millenia neighborhood starting from $1,849. The second greatest value Cypress Fairway apartment is the Dorado Model at Bella Vita starting at $1,549 with a $1.45 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.
PalioLeocorno3BR,2BA$1.48
Bella VitaDorado3BR,2BA$1.45
Bella CapriPunta Carena2BR,2BA$1.63
Fountains at Millenia ApartmentsOne Bedroom w/ Den One Bath1BR,1BA$1.45
The FitzgeraldB12BR,1BA$1.89
Aria at Millenia ApartmentsA21BR,1BA$2.06
The Villages on Millenia ApartmentsOne Bedroom One Bath1BR,1BA$1.79
The Place on MilleniaSolano1BR,1BA$2.08
Century MilleniaThe Athens1BR,1BA$2.04
Millenium CoveA11BR,1BA$2.20

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Cypress Fairway, Orlando, FL

Ranked #254

Among cities in Florida 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 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 $2,450.

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 26 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 $1,495 which is $955 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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.