501 W Herriot Ave
OaklandFL34760
Cheap Homes for Rent in Deer Island Neighborhood of Winter Garden, FL from $800 (7 Rentals)
Search the lowest-cost Homes available for rent right now in the Deer Island area of Winter Garden.
17102 Heartwood Loop
Winter GardenFL34787
1066 Dolphin Dr
Winter GardenFL34787
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.
2571 Sky Stone Ct
Winter GardenFL34787
15327 Oak Apple Ct
Winter GardenFL34787
15640 Kensington Trail
ClermontFL34711
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.
1000 Dolphin Dr
Winter GardenFL34787
Showing Results 1-7, Page 1 of 1
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 | $1,950 | $1,800 | $2,100 |
| Deer Island 3 Bedroom Homes for Rent | $2,663 | $1,750 | $4,500 |
| Deer Island 4 Bedroom Homes for Rent | $3,504 | $2,280 | $7,500 |
| Deer Island 5 Bedroom Homes for Rent | $4,827 | $2,895 | $6,590 |
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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 AVENUE ON OAKLAND priced from $1,483. Country Gardens has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,629. Here are the most affordable Deer Island apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| AVENUE ON OAKLAND | S1 (Colonial) | Studio,1BA | $1,483 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1,629 |
| Broadstone Overlands | A1 | 1BR,1BA | $1,649 |
Best Value Apartments for Rent in Deer Island, FL
As of June 10, 2026 the best value apartment in the Deer Island area is the $2.52 price per square foot Townhouse 1 Model at Broadstone Overlands in the in the Deer Island neighborhood starting from $3,975. The second greatest value Deer Island apartment is the Two Bedroom Two Bath Model at Country Gardens starting at $1,629 with a $1.71 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. |
|---|---|---|---|
| Broadstone Overlands | Townhouse 1 | 3BR,3.5BA | $2.52 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.71 |
| Inland Seas Apartments | Two Bed/ One Bath | 2BR,1BA | $2.20 |
| Skyline at Westfall Station | A1B | 1BR,1BA | $2.51 |
| Advenir at Castle Hill | Hamlin | 1BR,1BA | $2.34 |
| AVENUE ON OAKLAND | S1 (Colonial) | Studio ,1BA | $3.02 |
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 $1,449 to $4,399. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Deer Island ranging from $878 to $7,500.
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 $878 to $7,500 with an average monthly rent of $2,836.
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
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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
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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
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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
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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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.