Cheap Homes for Rent in Deer Island Neighborhood of Winter Garden, FL from $1,400 (10 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Homes available for rent right now in the Deer Island area of Winter Garden.

property at 419 W Hull Ave

419 W Hull Ave

OaklandFL34760

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

Deer Island, Winter Garden, FL Local Guide

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. Country Gardens has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,479. Here are the most affordable Deer Island apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
Country GardensOne Bedroom One Bath1BR,1BA$1,479
Advenir at Castle HillHamlin1BR,1BA$1,534

Best Value Apartments for Rent in Deer Island, FL

As of March 24, 2025 the best value apartment in the Deer Island area is the $1.24 price per square foot 1556 Sherbourne St Model at 1556 Sherbourne St in the in the Deer Island neighborhood starting from $2,840. The second greatest value Deer Island apartment is the 1712 Portcastle Cir Model at 1712 Portcastle Cir starting at $2,650 with a $1.43 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 ListingModel NameBed/BathPrice Per Sq.Ft.
1556 Sherbourne St1556 Sherbourne St5BR,2.5BA$1.24
1712 Portcastle Cir1712 Portcastle Cir3BR,2.5BA$1.43
Tremaine Boyd Apartments1 Bedroom1BR,1BA$2.52
Skyline at Westfall StationA21BR,1BA$2.31
AVENUE ON OAKLANDA1 (Palm)1BR,1BA$1.96
The Grove at ClermontA1A1BR,1BA$2.23
Country GardensOne Bedroom One Bath1BR,1BA$2.12
Advenir at Castle HillHamlin1BR,1BA$2.25
Broadstone OverlandsA1 -1X11BR,1BA$2.71
Slate Luxury ApartmentsThe Chic1BR,1BA$2.73

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Frequently Asked Questions about Deer Island

What type of rentals are currently available in Deer Island?

There are currently 16 Apartments for Rent in Deer Island, FL with pricing that ranges from $1,099 to $4,485. There are also 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Deer Island ranging from $1,495 to $7,000.

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 $1,495 to $7,000 with an average monthly rent of $2,660.

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 F

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.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.