14451 Bluebird Park Rd
WindermereFL34786
Cheap Homes for Rent in Winter Garden, FL from $1,500 (37 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.
124 Windtree Ln
Winter GardenFL34787
14200 Avalon Rd
Winter GardenFL34787
430 Southern Pecan Cir
Winter GardenFL34787
67 Windtree Ln, Unit 67 Windtree lane
67 Windtree Ln
Winter GardenFL34787
509 Varsity St
Winter GardenFL34787
51 Windtree Ln
Winter GardenFL34787
51 Windtree Ln
Winter GardenFL34787
602 Nicole Blvd
OcoeeFL34761
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
43 Windtree Ln
Winter GardenFL34787
1313 Eagle Ln
Winter GardenFL34787
423 Sand Lime Rd
Winter GardenFL34787
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from $1,9481 Bedroom Apartments Available Jul 5
9223 Vintage Hills Way
9223 Vintage Hills WayWinter Garden, FL 34787
1555 Scarlet Oak Loop
Winter GardenFL34787
130 Southern Pecan Cir
Winter GardenFL34787
330 Southern Pecan Cir
Winter GardenFL34787
13310 Fountainbleau Dr
ClermontFL34711
225 Southern Pecan Cir
Winter GardenFL34787
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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from $2,0261 Bedroom Apartments Available Jun 23
9223 Vintage Hills Way
9223 Vintage Hills WayWinter Garden, FL 34787
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from $2,0271 Bedroom Apartments Available Jun 30
9223 Vintage Hills Way
9223 Vintage Hills WayWinter Garden, FL 34787
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from $2,0271 Bedroom Apartments Available Aug 11
9223 Vintage Hills Way
9223 Vintage Hills WayWinter Garden, FL 34787
1207 Adeleide Ct
OcoeeFL34761
510 Dharma Cir
Winter GardenFL34787
13845 Daniels Landing Cir
Winter GardenFL34787
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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from $2,1171 Bedroom Apartments Available Jul 3
9223 Vintage Hills Way
9223 Vintage Hills WayWinter Garden, FL 34787
211 N Highland Ave
Winter GardenFL34787
310 Daniels Pointe Dr
Winter GardenFL34787
13220 Fountainbleau Dr
ClermontFL34711
1350 Winter Green Way
Winter GardenFL34787
305 Windford Ct
Winter GardenFL34787
267 Daniels Pointe Dr
Winter GardenFL34787
813 Sleepy Harbour Dr
OcoeeFL34761
804 Starke Lake Cir
OcoeeFL34761
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
1919 Seatonham St
Winter GardenFL34787
15345 Oak Apple Ct
Winter GardenFL34787
1520 Scarlet Oak Loop
Winter GardenFL34787
306 Windford Ct
Winter GardenFL34787
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Winter Garden, FL Local Guide
Lakeview Park by Flickr User: jared422 is licensed under CC BY 2.0
How much does it cost to rent a home in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden 2 Bedroom Homes for Rent | $2,174 | $1,595 | $3,600 |
| Winter Garden 3 Bedroom Homes for Rent | $2,804 | $1,650 | $5,800 |
| Winter Garden 4 Bedroom Homes for Rent | $3,717 | $2,500 | $8,900 |
| Winter Garden 5 Bedroom Homes for Rent | $5,145 | $3,200 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $9,616 | $3,700 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $4,500 | $4,500 | $4,500 |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 06/19/2025Current apartment rentals in the Winter Garden, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Garden Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| West Orlando | $2,830 | $1,154 | 177 |
Cheapest Available Winter Garden Apartments for Rent
The cheapest available apartment rental in Winter Garden, FL is a Studio unit found at Winterwoods in the Deer Island neighborhood priced from $1,177. Inland Seas Apartments in the Deer Island neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,210. Here is today’s list of the most affordable Winter Garden apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winterwoods | Studio Apartment | Studio,1BA | $1,177 |
| Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,210 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,424 |
| Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1,429 |
| Arya at Windermere | Admiral | 1BR,1BA | $1,524 |
| Serenza at Ocoee Village Apartments | A2 | 1BR,1BA | $1,582 |
| Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1,590 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1,599 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1BA | $1,600 |
Best Value Apartments for Rent in Winter Garden, FL
As of June 19, 2025 the best value apartment in the Winter Garden area is the $1.65 price per square foot Carter Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $2,516. The second greatest value Winter Garden apartment is the Eden Roc Model at Windermere Cay starting at $2,576 with a $1.97 price per square foot in the Chatham Village neighborhood. Here is today’s list of the best values for Winter Garden apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Ocoee Village - NEWLY Constructed Townhomes | Carter | 3BR,2.5BA | $1.65 |
| Windermere Cay | Eden Roc | 3BR,2BA | $1.97 |
| Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1.59 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.68 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.76 |
| Skyline at Westfall Station | A3 | 1BR,1BA | $2.14 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.93 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.93 |
| Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1.90 |
| Advenir at The Oaks | Birch | 1BR,1BA | $2.13 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 78 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,177 to $6,200. There are also 226 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $1,595 to $19,000.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $1,595 to $19,000 with an average monthly rent of $4,235.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,500 to $4,685, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,650 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,680.
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.
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.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.