
Luxury Homes for Rent in Winter Garden, FL (226 Rentals) Page 3 of 5
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


16030 Micelli Dr

5093 Railroad Vine Aly

15079 Evergreen Oak Loop

1433 Waverunner Ln

15627 Signature Drive

1391 Williams Rd

16348 Brisk Breeze Aly

9555 Waterway Passage Dr

17100 Salty Dog Rd

17058 Quicksilver Ave

11145 Sound Shr Dr

643 Willett Dr

12832 Lavender Bloom Aly

14214 Prunningwood Pl

2543 Balforn Tower Way

15419 Uglis Aly

1419 Hunterman Ln

16037 Micelli Dr

16450 Hamlin Vw St

11834 SHINE VIEW Ln

5304 Lake Virginia St

207 Black Springs Ln

2156 Bay Clover Dr

13849 Lanyard Way

1490 Stone Arrow Ct

15125 Blue Peacock Ln

15125 Blue Peacock Ln

16226 Rock Coast Dr

545 1st Cape Coral Dr

1030 Bending Oak Trail

9161 Cut Shot Dr

12524 Westhaven Oak Dr

1057 Island Pointe Dr

7711 Tangerine Knl Lp

9360 Vintage Hills Way

7254 Desert Mandarin St

6178 Cypress Hill Rd

12536 Westhaven Oak Dr

9376 Vintage Hills Way

9360 Vintage Hills Way

13145 Moro Ct

16277 Honey Harvest St

420 E Cypress St

12585 Clear Sapphire Dr

15189 Summer Harvest St

9252 Vintage Hills Way

9276 Vintage Hills Way

7591 Purple Finch St

9236 Vintage Hills Way
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.