
Homes for Rent in Winter Garden, FL Under $5,700 (199 Rentals)


814 Santee Terre Ln

14572 Black Quill Dr

7519 Mandarin Grv Wy

9378 Bradleigh Dr

14117 Larkspur Lake Dr

15161 Lake Bessie Loop

3375 Buoy Cir

145 S Park Ave
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.

15313 Hayworth Dr

7848 Bostonian Dr

12102 Rebeccas Run Dr

12164 Windermere Crossing Cir

8325 Topsail Pl

173 Donner Dr

4520 Gliding Wave St

8060 Bowery Dr

944 Lost Grove Cir

718 Willett Dr
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.

10649 Atwater Bay Dr

15037 Black Scoter Dr

1137 Burland Cir

15259 Shonan Gold Dr

13849 Lanyard Way

5643 Water Pier Ln

15160 Ave Of The Arbors

15169 Summer Harvest St

16962 Hamlin Rd

5934 Grassy Point Rd
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.

5143 Lake Hamlin Trail

17910 Hither Hls Cir

6364 Tabebuia Pkwy

8067 Pond Apple Dr

7560 Bluejack Oak Dr

15179 Blue Peacock Ln

8168 Gray Kingbird Dr

16128 Halsey Bay Aly

1033 Vinsetta Cir

7214 Beakrush Ln
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

15155 Mayberry Dr

543 Hearthglen Blvd

13127 Calming Breeze Wy

924 Beldonshire Ln

15174 Chapter Wy

16308 Hamlin Hills Rd

9118 Cut Shot Dr

15089 Summer Harvest St

15089 Summer Harvest St

744 Westcliffe Dr

10253 Austrina Oak Lp
Winter Garden, FL Local Guide

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 | $1,971 | $1,595 | $3,600 |
Winter Garden 3 Bedroom Homes for Rent | $2,797 | $1,850 | $5,800 |
Winter Garden 4 Bedroom Homes for Rent | $3,526 | $2,000 | $8,900 |
Winter Garden 5 Bedroom Homes for Rent | $5,254 | $3,150 | $10,000+ |
Winter Garden 6 Bedroom Homes for Rent | $10,050 | $5,500 | $10,000+ |
Winter Garden 7 Bedroom Homes for Rent | $9,950 | $9,950 | $9,950 |
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
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 Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 79 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,177 to $4,785. There are also 218 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $800 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 $800 to $19,000 with an average monthly rent of $4,961.
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 $4,785, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,850 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,729.
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.