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


2066 Cresswell St

1626 Whitney Isles Dr

12767 Harvest Rain Ave

5414 Gemgold Ct

11530 Vicolo Loop

14213 Spg Gdn Dr

2902 Westyn Cove Ln

5640 Vinyasa Rd

5000 Collina Ter

806 Winder Oaks Dr

11445 Vicolo Loop

4532 Gliding Wave St

5426 Gemgold Ct

13320 Magnolia Valley Dr

12025 Lake Butler Blvd

93 Braelock Dr

12860 Lake Sawyer Ln

10176 Brocksport Cir

5723 Oxford Moor Blvd

5243 W Lake Butler Rd

6219 Tiroco Wy

4302 Isabella Cir

4012 Isabella Cir

13125 Casabella Dr

6115 Orta Ct
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 81 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,454. There are also 272 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 $2,895.
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.