
Cheap Homes for Rent in Deer Island Neighborhood of Winter Garden, FL from $1,600 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Deer Island area of Winter Garden.


3560 Belland Cir

1009 Westside Dr

17321 Promenade Dr
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

15327 Oak Apple Ct

3542 Fairwater Ct

14406 N Greater Hills Blvd

13530 Fountainbleau Dr
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.
Deer Island, Winter Garden, FL Local Guide

How much does it cost to rent a home in Deer Island?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Deer Island 2 Bedroom Homes for Rent | $2,148 | $2,050 | $2,200 |
| Deer Island 3 Bedroom Homes for Rent | $2,621 | $2,100 | $3,000 |
| Deer Island 4 Bedroom Homes for Rent | $2,612 | $2,340 | $3,070 |
| Deer Island 5 Bedroom Homes for Rent | $4,024 | $2,995 | $5,600 |
| Deer Island 6 Bedroom Homes for Rent | $10,800 | $10,000 | $10,000+ |
Explore Winter Garden
Cheapest Available Deer Island Apartments for Rent
 The cheapest available apartment rental in the Deer Island area of Orlando, FL is a Studio unit found at Winterwoods priced from $1,099. AVENUE ON OAKLAND has the second lowest priced unit, which is a Studio apartment currently listed from $1,558. Here are the most affordable Deer Island apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winterwoods | Studio Apartment | Studio,1BA | $1,099 |
| AVENUE ON OAKLAND | S1 (Colonial) | Studio,1BA | $1,558 |
| Inland Seas Apartments | Two Bed/ One Bath | 2BR,1BA | $1,670 |
Best Value Apartments for Rent in Deer Island, FL
As of April 24, 2026 the best value apartment in the Deer Island area is the $1.79 price per square foot Two Bedroom Two Bath Model at Country Gardens in the in the Deer Island neighborhood starting from $1,699. The second greatest value Deer Island apartment is the A2 Model at Skyline at Westfall Station starting at $1,804 with a $2.21 price per square foot in the Deer Island neighborhood. Here is today’s list of the best values for Deer Island apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.79 |
| Skyline at Westfall Station | A2 | 1BR,1BA | $2.21 |
| Broadstone Overlands | A2 | 1BR,1BA | $2.36 |
| Inland Seas Apartments | Two Bed/ One Bath | 2BR,1BA | $2.20 |
| Advenir at Castle Hill | Hamlin | 1BR,1BA | $2.58 |
| AVENUE ON OAKLAND | S1 (Colonial) | Studio ,1BA | $3.17 |
| Winterwoods | Studio Apartment | Studio ,1BA | $3.82 |
Frequently Asked Questions about Deer Island
What type of rentals are currently available in Deer Island?
There are currently 10 Apartments for Rent in Deer Island, FL with pricing that ranges from $1,099 to $4,474. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Deer Island ranging from $1,650 to $10,800.
What is the current price range for Rental Homes in Deer Island?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Deer Island ranges from $1,650 to $10,800 with an average monthly rent of $3,975.
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.
Helpful Local Expert Guides

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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.