
Cheap Homes for Rent in Deer Island Neighborhood of Winter Garden, FL from $1,800 (16 Rentals)
Search the lowest-cost Homes available for rent right now in the Deer Island area of Winter Garden.


1369 Broken Oak Dr

987 Butterfly Blvd

17403 Promenade Dr
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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1327 Broken Oak Dr

1270 Scarlet Oak Loop

15643 Charter Oaks Trail

1519 Broken Oak Dr

13218 Fountainbleau Dr

1612 Scarlet Oak Loop
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.

2036 Portcastle Cir

15035 Sawgrass Bluff Dr

15905 Hidden Lake Cir

13122 Hidden Beach Way
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.

15255 Harrowgate Way

3037 Tobago Ave
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 | $2,000 | $2,000 | $2,000 |
Deer Island 3 Bedroom Homes for Rent | $2,561 | $1,850 | $3,700 |
Deer Island 4 Bedroom Homes for Rent | $3,225 | $2,500 | $4,975 |
Deer Island 5 Bedroom Homes for Rent | $4,223 | $2,675 | $6,000 |
Explore Winter Garden
Deer Island, Winter Garden, FL Local Guide
- Nearby Winter Garden neighborhoods
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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 Winterwoods priced from $1,199. Inland Seas Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,460. 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 | $1,199 |
Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,460 |
AVENUE ON OAKLAND | S1 (Colonial) | Studio,1BA | $1,544 |
Skyline at Westfall Station | A1A | 1BR,1BA | $1,649 |
Advenir at Castle Hill | Honey Bell | 1BR,1BA | $1,744 |
Best Value Apartments for Rent in Deer Island, FL
As of August 04, 2025 the best value apartment in the Deer Island area is the $2.79 price per square foot Townhouse 1 Model at Broadstone Overlands in the in the Deer Island neighborhood starting from $4,405. The second greatest value Deer Island apartment is the Tangerine Model at Advenir at Castle Hill starting at $2,019 with a $1.90 price per square foot in the Lincoln Park 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 | $2.79 |
Advenir at Castle Hill | Tangerine | 2BR,2BA | $1.90 |
Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.84 |
Skyline at Westfall Station | A1A | 1BR,1BA | $2.21 |
Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $2.61 |
AVENUE ON OAKLAND | S1 (Colonial) | Studio ,1BA | $3.14 |
Winterwoods | Studio Apartment | Studio ,1BA | $4.16 |
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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 $1,199 to $4,785. There are also 49 Single Family Homes for rent, Condos, and Townhome rentals currently available in Deer Island ranging from $1,850 to $6,000.
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 $1,850 to $6,000 with an average monthly rent of $3,002.
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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.