
Luxury Homes for Rent in Winter Garden, FL (226 Rentals) Page 4 of 5
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


9268 Vintage Hills Way

9244 Vintage Hills Way

8807 Eden Cove Dr

9268 Vintage Hills Way

8186 Topsail Pl

17582 Lake Star Rd

16119 Skysail St

8887 Sonoma Coast Dr

268 Summer Pne St

9406 Bolero Rd

16771 Turtle Hatch Dr

4940 Palmetto Park Dr

7531 Mandarin Grove Way

7531 Mandarin Grv Wy

14037 Pecan Orch Dr

15373 Lake Killarney Ct

15373 Lake Killarney Ct

13345 Fox Glove St

3276 Windbeam Ct

2136 Rickover Pl

17552 Lake Star Rd

11163 Great Rock St

5229 Citrus Leaf Blvd

16324 Silver Grv Blvd

214 Woodfall Ln

13241 Tollcross Wy

5382 Bowman Dr

1729 N Lakewood Ave

1775 White Feather Lp

6349 Glory Bower Dr

715 E Silver Star Rd

1047 Lascala Dr

2079 Bent Grass Ave

521 Whiskey Creek Ct

2020 Leather Fern Dr

225 Largovista Dr

17523 Promenade Dr

3302 Fawnwood Dr

13718 Beckman Dr

13833 Bridgewater Crossings Blvd

1314 Glenwick Dr

13762 Summer Harbor Ct

2435 Standing Rock Cir

2684 Bobcat Chase Blvd

5031 Blue Major Dr

2285 Crown Vlg Rd

14217 Bridgewater Crossings Blvd

5212 Lemon Twist Ln

4835 Blue Major 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 | $1,972 | $1,450 | $2,450 |
| Winter Garden 3 Bedroom Homes for Rent | $2,821 | $1,975 | $10,000+ |
| Winter Garden 4 Bedroom Homes for Rent | $3,261 | $1,600 | $8,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,889 | $2,770 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $10,790 | $3,150 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $8,600 | $3,700 | $10,000+ |
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 83 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,454. There are also 269 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $1,295 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 $1,295 to $18,500 with an average monthly rent of $4,415.
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 $1,886 to $4,454, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,975 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $2,875.
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.