
Luxury Homes for Rent in Winter Garden, FL (144 Rentals) Page 3 of 3
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


455 Winter Grv Blvd

4207 Oak Lodge Way

3425 Turningwind Ln

1705 Amsel Fls Pk Ter

16628 Silver Brook Wy

14612 Glade Hill Park Way

8222 Topsail Pl

450 Winter Grv Blvd

706 Canopy Estate Dr

7849 Freestyle Ln

7759 Green Mountain Way

10207 Atwater Bay Dr

7556 John Hancock Dr

17802 Jefferson St

2168 Leather Fern Dr

6344 Lake Smith Cir

6308 Lake Smith Cir

2095 Velvet Leaf Dr

2101 Gopher Tortoise Terrace

1130 Desert Candle Dr

14392 Bridgewater Crossings Blvd

13743 Bravante Aly

298 Spruce Pine Rd

7449 Ella Ln

2002 Fishtail Fern Way

4858 Blue Major Dr

14252 Confetti Dr

11316 Rapallo Ln

5457 Gemgold Ct

818 Pecori Terrace

1125 Lascala Dr

3538 Belland Cir, Unit D

349 N Bluford Ave

6728 Bridgewater Village Rd

2501 Sky Stone Ct

1363 Glenwick Dr

464 Douglas Edward Dr

705 Largovista Dr

11538 Delwick Dr

10176 Brocksport Cir

11820 Waterstone Loop Dr

3302 Butler Bay Dr N

10577 Down Lakeview 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 | $1,956 | $1,450 | $3,595 |
| Winter Garden 3 Bedroom Homes for Rent | $2,852 | $1,500 | $5,800 |
| Winter Garden 4 Bedroom Homes for Rent | $3,752 | $2,200 | $10,000+ |
| Winter Garden 5 Bedroom Homes for Rent | $5,510 | $2,895 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $6,550 | $5,500 | $8,000 |
Browse Top Homes for Rent in Winter Garden
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Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 81 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,325 to $5,467. There are also 179 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $650 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 $650 to $18,000 with an average monthly rent of $3,684.
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 $4,720, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,200 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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.