
Homes for Rent in Winter Garden, FL Under $5,000 (230 Rentals) Page 4 of 5


316 Southern Pecan Cir

1118 Priory Cir

7054 Broomshedge Tr

5885 Chestnut Chase Rd

399 Winter Nellis Cir

1647 Portcastle Cir

1150 Chase Dr

1543 Tiverton Blvd

1500 Broken Oak Dr

418 Westpoint Garden Cir

1756 Portcastle Cir

9223 Vintage Hills Way

256 Daniels Pointe Dr

215 1st St

322 W Newell St

321 Black Springs Ln

997 Stucki Terrace

9223 Vintage Hills Way

224 W Cypress St

96 Windtree Ln

1350 Winter Green Way

1350 Winter Green Way

505 Varsity St

417 Southern Pecan Cir

162 Windtree Ln

304 Southern Pecan Cir

131 Southern Pecan Cir

115 Windtree Ln

16071 Micelli Dr

12025 Lake Butler Blvd

5426 Gemgold Ct

4532 Gliding Wave St

11445 Vicolo Loop

806 Winder Oaks Dr

2533 Ridgewind Way

2902 Westyn Cove Ln

339 Highbrooke Blvd

14213 Spg Gdn Dr

5414 Gemgold Ct

11530 Vicolo Loop

14479 Yellow Butterfly Rd

12767 Harvest Rain Ave

1626 Whitney Isles Dr

1 Roseberry Ct

13450 Sunkiss Loop

2066 Cresswell St

11551 Via Lucerna Cir
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 | $1,911 | $1,450 | $2,450 |
| Winter Garden 3 Bedroom Homes for Rent | $2,821 | $1,955 | $10,000+ |
| Winter Garden 4 Bedroom Homes for Rent | $3,395 | $2,215 | $9,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,377 | $2,099 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $10,790 | $3,150 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $13,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 84 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,656. There are also 253 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $675 to $18,500.
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 $675 to $18,500 with an average monthly rent of $5,433.
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 $1,813 to $4,656, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,955 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,215 and Four Bedroom Apartments start at $2,761.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

