
Luxury Homes for Rent in Winter Garden, FL (156 Rentals) Page 3 of 4
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


12513 Encore At Ovation Way

16226 Rock Coast Dr

15153 Driftwood Bend St

15602 Sunquat Dr

15532 Sweet Orange Ave

805 Bainbridge Loop

17877 C R 378

18386 Oliver Twist Wy

17552 Lake Star Rd

2827 Sanctuary Ln

Total Monthly Price
1223 E Plant St, Unit SI ID1511054P

12025 Encore At Ovation Way

16324 Silver Grv Blvd

6154 Hamlin Reserve Blvd

455 Winter Grv Blvd

Total Monthly Price
1231 E Plant St, Unit SI ID1511056P

17822 Adrift Rd

14931 Lebeau Lp

9240 WOOD CRANE Dr

17342 Glossy Pomelo Wy

1021 Temple Grove Pl

10207 Atwater Bay Dr

Total Monthly Price
1223 E Plant St, Unit SI ID1526934P

12927 Canopy Woods Way

15704 Marina Bay Dr

7556 John Hancock Dr

2499 Sweet Viburnum Wy

1800 Demastus Ln

17802 Jefferson St

5513 Somersby Rd

4205 Blue Major Dr

2095 Velvet Leaf Dr

6308 Lake Smith Cir

1053 Lascala Dr

93 Lett Ln

2776 Cabernet Cir

17243 Cercis Lp

4835 Blue Major Dr

1608 Regal River Cir

2002 Fishtail Fern Way

4542 Blue Major Dr

3239 Jamber Dr

3636 Lake Buynak Rd

11813 Via Lucerna Cir

5610 W Lake Butler Rd

818 Pecori Terrace

349 N Bluford Ave

11745 Via Lucerna Cir

1351 Glenwick Dr
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 | $2,013 | $800 | $3,500 |
| Winter Garden 3 Bedroom Homes for Rent | $2,790 | $1,500 | $4,500 |
| Winter Garden 4 Bedroom Homes for Rent | $3,682 | $2,595 | $10,000+ |
| Winter Garden 5 Bedroom Homes for Rent | $6,569 | $2,895 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $7,500 | $7,500 | $7,500 |
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 78 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,309 to $9,902. There are also 196 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $750 to $18,000.
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 $750 to $18,000 with an average monthly rent of $4,056.
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 $1,876 to $4,332, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $4,500. Four Bedroom Single-Family rentals are also available starting from $2,595 and Four Bedroom Apartments start at $2,615.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.