
Luxury Homes for Rent in Winter Garden, FL (139 Rentals) Page 2 of 3
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


16570 Barbours Crk Wy

16588 Barbours Crk Wy

16576 Barbours Crk Wy

16594 Barbours Crk Wy

7260 Duxbury Ln

273 Avalon Rd

1239 Dunbrooke St

703 Bainbridge Loop

6536 Calamondin Dr
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

427 S Main St

10253 Love Story St

1424 Mistflower Ln

12946 Grovehurst Ave

5923 Cypress Hill Rd

15121 Book Club Rd

1238 Rain Lily Rd

15236 Tribute Ovation Wy

1530 Stone Arrow Ct

15555 Gwinnett Dr
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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15010 Summer Harvest St

15501 Hamlin Pk Dr

1061 Portmoor Way

14704 Seton Creek Blvd

12899 Westhaven Oak Dr

11165 Green Citron Aly

16902 Hamlin Oasis Lp

16984 Tradewind Pt

15308 Honeybell Dr

17392 Bal Harbour Dr
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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.

3013 Cherry Orchard Ln

16372 Grey Pne Dr

14413 Magnolia Ridge Loop

17820 Sharp Pummelo Aly

806 Lost Grove Cir

8119 Laughing Gull Street

15367 Gilligan Ct

12513 Encore At Ovation Way

16848 Hamlin Vis Aly

12560 Westhaven Oak Dr
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
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12907 Westhaven Oak Dr

13568 Autumn Harvest Ave

720 Parkmont Pl

14727 Field Daisy Dr

16318 Honey Harvest St

1450 Juniper Hammock St

2413 Prairie View Dr

10224 Atwater Bay Dr

17552 Lake Star Rd

455 Winter Grv Blvd
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 | $1,823 | $1,450 | $2,200 |
| Winter Garden 3 Bedroom Homes for Rent | $2,640 | $1,500 | $3,995 |
| Winter Garden 4 Bedroom Homes for Rent | $3,394 | $1,895 | $8,000 |
| Winter Garden 5 Bedroom Homes for Rent | $4,766 | $3,399 | $8,800 |
| Winter Garden 6 Bedroom Homes for Rent | $5,696 | $3,990 | $7,500 |
| Winter Garden 7 Bedroom Homes for Rent | $14,000 | $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 85 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $8,500. There are also 187 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $650 to $14,000.
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 $650 to $14,000 with an average monthly rent of $3,068.
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 $1,950 to $3,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,995. Four Bedroom Single-Family rentals are also available starting from $1,895 and Four Bedroom Apartments start at $2,778.
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

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
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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.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
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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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
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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.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.