
Cheap Homes for Rent in Deer Island Neighborhood of Winter Garden, FL from $1,400 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Deer Island area of Winter Garden.


1050 Dolphin Dr

3521 Belland Cir

15710 Carriage Hill Ct

13308 Fountainbleau Dr

15349 Oak Apple Ct

419 W Hull Ave

16018 Arrowhead Trail

13530 Fountainbleau Dr

14413 N Greater Hills Blvd
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

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 | $2,167 | $2,150 | $2,185 |
Deer Island 3 Bedroom Homes for Rent | $2,807 | $1,995 | $5,900 |
Deer Island 4 Bedroom Homes for Rent | $3,309 | $2,295 | $7,000 |
Deer Island 5 Bedroom Homes for Rent | $3,525 | $2,775 | $4,000 |
Browse Homes for Rent in this Neighborhood
There are currently 10 rentals with your search options within a 3 mile radius of the Deer Island Neighborhood of Winter Garden, FL.
Explore Winter Garden
Deer Island, Winter Garden, FL Local Guide
- Nearby Winter Garden neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Winterwoods | Studio Apartment | Studio,1BA | $1,099 |
Country Gardens | One Bedroom One Bath | 1BR,1BA | $1,479 |
Advenir at Castle Hill | Hamlin | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
1556 Sherbourne St | 1556 Sherbourne St | 5BR,2.5BA | $1.24 |
1712 Portcastle Cir | 1712 Portcastle Cir | 3BR,2.5BA | $1.43 |
Tremaine Boyd Apartments | 1 Bedroom | 1BR,1BA | $2.52 |
Skyline at Westfall Station | A2 | 1BR,1BA | $2.31 |
AVENUE ON OAKLAND | A1 (Palm) | 1BR,1BA | $1.96 |
The Grove at Clermont | A1A | 1BR,1BA | $2.23 |
Country Gardens | One Bedroom One Bath | 1BR,1BA | $2.12 |
Advenir at Castle Hill | Hamlin | 1BR,1BA | $2.25 |
Broadstone Overlands | A1 -1X1 | 1BR,1BA | $2.71 |
Slate Luxury Apartments | The Chic | 1BR,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.
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.

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.

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.

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.

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.