
Cheap Apartments for Rent in the Deer Island Neighborhood of Winter Garden, FL from $1,000 (9 Rentals)
Search the lowest-cost Apartments available for rent right now in the Deer Island area of Winter Garden.


Palm Crossing

Country Gardens

Garden City Apartments

1996 N Old Killarney St

AVENUE ON OAKLAND

Advenir at Castle Hill

The Grove at Clermont
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 an apartment in Deer Island?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Deer Island Studio Apartments | $1,393 | $1,099 | $1,526 |
Deer Island 1 Bedroom Apartments | $1,879 | $1,349 | $2,409 |
Deer Island 2 Bedroom Apartments | $2,291 | $1,600 | $2,709 |
Deer Island 3 Bedroom Apartments | $2,890 | $1,899 | $4,485 |
Browse Apartments in this Neighborhood
There are currently 9 rentals with your search options within a 3 mile radius of the Deer Island Neighborhood of Winter Garden, FL.
See all Apartments in Winter GardenExplore 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 $1,099. Advenir at Castle Hill has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,534. 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 |
Advenir at Castle Hill | Hamlin | 1BR,1BA | $1,534 |
AVENUE ON OAKLAND | A1 (Palm) | 1BR,1BA | $1,550 |
Best Value Apartments for Rent in Deer Island, FL
As of March 30, 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 | $2.19 |
Advenir at Castle Hill | Hamlin | 1BR,1BA | $2.25 |
Broadstone Overlands | A1 -1X1 | 1BR,1BA | $2.71 |
Slate Luxury Apartments | The Chic | 1BR,1BA | $2.74 |
Winterwoods | Studio Apartment | Studio ,1BA | $3.82 |
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Pet Friendly Lifestyle
Ranked #
Pet Friendliness Lifestyle Score
Getting Around the Deer Island Neighborhood in Winter Garden, FL
Walk Score®
6 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
20 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Deer Island Apartments
How much is rent for a Cheap One Bedroom Deer Island Apartment?
The lowest price for a Cheap One Bedroom Deer Island Apartment is $1,349 at Winterwoods.
What is the lowest price for a Cheap Two Bedroom Deer Island Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Deer Island is starting from $1,600 at Winterwoods.
What is the most affordable Deer Island Three Bedroom Apartment?
The best deal on a cheap Deer Island Three Bedroom Apartment rental is at Advenir at Castle Hill and starts from $2,479.
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.