Cheap Apartments for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,000 (59 Rentals)

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

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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
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Riva
Studio to 2 Bedroom Apartments

Riva

4771 Walden CirOrlando, FL 32811
property at 5160 Conroy Rd

5160 Conroy Rd

OrlandoFL32811
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Portofino
1 to 2 Bedroom Apartments

Portofino

5974 Windhover DrOrlando, FL 32819

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Studio Parc
1 Bedroom Apartments

Studio Parc

4601 S Kirkman RdOrlando, FL 32811
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Bella Capri
1 to 3 Bedroom Apartments

Bella Capri

4822 Cason Cove DrOrlando, FL 32811
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Amalfi
1 to 2 Bedroom Apartments

Amalfi

4860 Cypress Woods DrOrlando, FL 32811
property at 5152 Conroy Rd

5152 Conroy Rd

OrlandoFL32811
property at 5459 Vineland Rd

5459 Vineland Rd

OrlandoFL32811

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Positano
1 to 2 Bedroom Apartments

Positano

4708 Olive Branch RdOrlando, FL 32811
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Bella Vita
1 to 4 Bedroom Apartments

Bella Vita

4700 Cason Cove DrOrlando, FL 32811
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Bella Casa
1 to 2 Bedroom Apartments

Bella Casa

5501 Conroy RdOrlando, FL 32811

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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 The Villages on Millenia Apartments priced from $1,068. Coconut Palms has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Cypress Fairway apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
The Villages on Millenia ApartmentsOne Bedroom One Bath1BR,1BA$1,068
Coconut PalmsEstereo BayStudio,1BA$1,099
West Winds ApartmentsCity Breeze1BR,1BA$1,215
Walden PalmsA1-1 Bedroom, 1 Bathroom1BR,1BA$1,250
Millenium CoveA21BR,1BA$1,254
Fountains at Millenia ApartmentsThree Bedroom Two Bath (c)3BR,2BA$1,299
The Grove at MilleniaA1 Standard1BR,1BA$1,310
Twelve Oaks at WindermereA1 | Standard1BR,1BA$1,315
The Place on MilleniaSolano1BR,1BA$1,338
AmalfiClearwater1BR,1BA$1,399

Best Value Apartments for Rent in Cypress Fairway, FL

As of November 29, 2025 the best value apartment in the Cypress Fairway area is the $1.71 price per square foot C1 Model at The Fitzgerald in the in the Millenia neighborhood starting from $2,175. The second greatest value Cypress Fairway apartment is the Punta Carena Model at Bella Capri starting at $1,599 with a $1.68 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.
The FitzgeraldC13BR,2BA$1.71
Bella CapriPunta Carena2BR,2BA$1.68
Bella CasaMillenia2BR,1.5BA$1.61
Fountains at Millenia ApartmentsOne Bedroom w/ Den One Bath1BR,1BA$1.45
The Place on MilleniaVallejo1BR,1BA$1.70
The Villages on Millenia ApartmentsOne Bedroom One Bath1BR,1BA$1.31
Regatta at UniversalA1B1BR,1BA$2.17
PositanoThe Primitivo1BR,1BA$1.95
The Edge at MilleniaThe Athens1BR,1BA$2.16
Millenium CoveA11BR,1BA$2.09

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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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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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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 The Villages on Millenia Apartments which is listed at $1,068, while the average apartment in Cypress Fairway costs $2,146.

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 23 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 $1,458 which is $688 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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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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.