
Luxury Homes for Rent in Winter Garden, FL (219 Rentals) Page 2 of 5
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


14547 Pleach St

744 Westcliffe Dr

13247 Calming Breeze Wy

924 Woodson Hammock Cir

1501 Stone Arrow Ct

15662 Signature Drive

9362 Tyrella Pine Trail

1943 Standing Rock Cir

15233 Serenade Dr
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1820 Delafield Dr

14336 Orchard Hills Blvd

6463 Breeze Filled Ln

1407 Spring Ridge Dr

321 Black Springs Ln

6388 Tabebuia Pkwy

12172 Plumpton Dr

15044 Guava Bay Dr

12337 Bracco St

6566 Breeze Filled Ln
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

6440 Breeze Filled Ln

6542 Breeze Filled Ln

6554 Breeze Filled Ln

14360 Braemar St

14281 Lagoon Cove Ln

10397 Austrina Oak Lp

611 1st Cape Coral Dr

15318 Lebeau Lp

15764 Ave Of The Arbors

11343 Great Rock St

17101 Quicksilver Ave

15465 Hamlin Pk Dr

7112 Enchanted Lake Dr

413 Country Cottage Ln

7214 Beakrush Ln

1000 Araminta St

14202 Shocklach Dr

942 Auction Aly

6433 Breeze Filled Ln

16508 Silver Brook Wy

15399 Hamlin Pk Dr

13809 Luna Harvest Ave

8884 Bismarck Palm Dr

1541 Bayfront Pk Aly

17102 Heartwood Loop

16190 Harbor Mist Aly

16514 Silver Brook Way

15184 Ave Of The Arbors

216 Jean St

6346 Tabebuia Pkwy
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 | $1,949 | $1,495 | $2,450 |
| Winter Garden 3 Bedroom Homes for Rent | $2,736 | $1,995 | $5,800 |
| Winter Garden 4 Bedroom Homes for Rent | $3,242 | $1,600 | $6,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,522 | $2,899 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $9,975 | $3,150 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $8,675 | $3,850 | $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 82 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,432. There are also 266 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $850 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 $850 to $18,500 with an average monthly rent of $4,667.
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 $1,841 to $4,432, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,995 to $5,800. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $2,875.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

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.