
Cheap Apartments for Rent in the Cypress Fairway Neighborhood of Orlando, FL from $1,000 (57 Rentals)
Search the lowest-cost Apartments available for rent right now in the Cypress Fairway area of Orlando.


Hidden Lake

West Winds Apartments

5128 Conroy Rd

Twelve Oaks at Windermere

Fountains at Millenia Apartments

Millenium Cove

The Fitzgerald

The Villages on Millenia Apartments
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.

5124 Conroy Rd

Century Millenia

Aria at Millenia Apartments

7389 Universal Blvd, Unit 303

4659 Cason Cove Dr

4704 Walden Cir

4645 Cason Cove Dr

5140 Conroy Rd
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.

4736 Walden Cir

4772 Walden Cir

5771 Peregrine Ave

5160 Conroy Rd

5112 Conroy Rd

5483 Vineland Rd

5120 Conroy Rd

4356 S Kirkman Rd
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.

5223 Vineland Rd

5471 Vineland Rd

5152 Conroy Rd

5164 Conroy Rd

4348 S Kirkman Rd
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.

4716 Walden Cir

5451 Vineland Rd

4360 S Kirkman Rd

4340 S Kirkman Rd

4811 Brighton Ter

5628 Blue Shadows Ct

5148 Conroy Rd
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

How much does it cost to rent an apartment in Cypress Fairway?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cypress Fairway Studio Apartments | $1,518 | $1,020 | $1,859 |
Cypress Fairway 1 Bedroom Apartments | $1,606 | $1,115 | $2,215 |
Cypress Fairway 2 Bedroom Apartments | $2,319 | $1,325 | $3,050 |
Cypress Fairway 3 Bedroom Apartments | $2,180 | $1,299 | $3,820 |
Cypress Fairway 4 Bedroom Apartments | $2,079 | $1,899 | $2,199 |
Browse Apartments in this Neighborhood
There are currently 57 rentals with your search options within a 1 mile radius of the Cypress Fairway Neighborhood of Orlando, FL.
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Cypress Fairway, Orlando, FL Local Guide
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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 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 Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
West Winds Apartments | City Breeze | 1BR,1BA | $1,215 |
Walden Palms | A1-1 Bedroom, 1 Bathroom | 1BR,1BA | $1,250 |
Twelve Oaks at Windermere | A1 | Standard | 1BR,1BA | $1,290 |
Fountains at Millenia Apartments | Three Bedroom Two Bath (c) | 3BR,2BA | $1,299 |
The Grove at Millenia | A1 Standard | 1BR,1BA | $1,320 |
Millenium Cove | A2 | 1BR,1BA | $1,320 |
Coconut Palms | Avalon | 1BR,1BA | $1,329 |
Bella Vita | Felicidad | 2BR,2BA | $1,349 |
The Villages on Millenia Apartments | One Bedroom One Bath (b) | 1BR,1BA | $1,379 |
Century Millenia | The Athens | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Palio | Leocorno | 3BR,2BA | $1.48 |
Bella Vita | Dorado | 3BR,2BA | $1.45 |
Bella Capri | Punta Carena | 2BR,2BA | $1.63 |
Fountains at Millenia Apartments | One Bedroom w/ Den One Bath | 1BR,1BA | $1.45 |
The Fitzgerald | B1 | 2BR,1BA | $1.89 |
Aria at Millenia Apartments | A2 | 1BR,1BA | $2.06 |
The Villages on Millenia Apartments | One Bedroom One Bath | 1BR,1BA | $1.79 |
The Place on Millenia | Solano | 1BR,1BA | $2.08 |
Century Millenia | The Athens | 1BR,1BA | $2.04 |
Millenium Cove | A1 | 1BR,1BA | $2.20 |
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Pet Friendly LifestyleCypress Fairway, Orlando, FL
Ranked #254
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.

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.