
Luxury Homes for Rent in Winter Garden, FL (146 Rentals)
The most luxurious Homes in Winter Garden with high-end amenities, features, and finishes.


16097 Pebble Blf Lp

397 Regal Downs Cir

11056 Great Rock St

17741 Japonica Bloom Dr

15333 Harrowgate Way

23 Zachary Wade St

1443 Sherbourne St

12079 Bracco St

15555 Honeybell Dr
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

266 Regal Downs Cir

203 S Main St

9451 Komika Ln

13071 Inkwell Alley

13453 Sagestone Dr

18197 Cider Ml Ln

224 Faulkner St

1120 Lincoln Terrace

17332 Sweet Moro Dr

17344 Sweet Moro Dr
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

13193 Calming Breeze Wy

15467 Sugar Citrus Dr

1052 Sadie Ln

1725 Portcastle Cir

15609 Water Spring Blvd

1708 Portcastle Cir

9313 Tyrella Pine Trail

16279 Taliesin Street

16525 Outter Grv Aly

14873 Evergreen Oak Loop
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

147 Timbercreek Pines Cir

15212 Tribute Ovation Way

1519 Priory Cir

Total Monthly Price
14200 Avalon Rd, Unit SI ID1244709P

884 Klondike Ave

5636 Water Rose Rd

16527 Prairie School Dr

1221 Priory Cir

16085 Scarpetta St

988 Glenview Cir
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

10672 Words Dr

13891 Title Wy

10126 Salt Pt Dr

15419 Murcott Blossom Blvd

15845 Marina Bay Dr

1848 Sherbourne St

9428 Woodcrane Dr

15613 Orange Harvest Lp

7670 Bowery Dr

1847 Nesting Ln
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
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
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
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.