1434 Minnesota Ave
Winter ParkFL32789
Homes for Rent in Winter Park, FL Under $1,500 (56 Rentals)
3043 Antique Oaks Cir
Winter ParkFL32792
3651 N Goldenrod Rd
Winter ParkFL32792
4874 Tangerine Ave
Winter ParkFL32792
3004 George Mason Ave
Winter ParkFL32792
1600 Indiana Ave
Winter ParkFL32789
2500 Lee Rd
Winter ParkFL32789
7309 Daniel Webster Dr
Winter ParkFL32792
1000 S Semoran Blvd
Winter ParkFL32792
5312 Poinsetta Ave, Unit 2
5312 Poinsetta Ave
Winter ParkFL32792
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.
1855 Eastbrook Blvd
Winter ParkFL32792
1160 Calle Del Norte
CasselberryFL32707
5222 2nd St
OrlandoFL32810
119 Georgetown Dr, Unit 119 D Georgetown
119 Georgetown Dr
CasselberryFL32707
5306 Satel Dr
OrlandoFL32810
1375 Lake Shadow Cir
MaitlandFL32751
5555 Barton Dr
OrlandoFL32807
1100 Lake Shadow Cir
MaitlandFL32751
5515 Decatur St
OrlandoFL32807
5301 Andrus Ave
OrlandoFL32810
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.
1416 Beatrice Dr
OrlandoFL32810
5049 Old Cheney Hwy
OrlandoFL32807
1000 Lake of the Woods Blvd, Unit 204E
1000 Lake of the Woods Blvd
Fern ParkFL32730
1756 Memphis Ave
OrlandoFL32807
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$1,409Studio Apartments Available Now
Furnished Studio-Orlando - Maitland - Summit Tower Blvd
1951 Summit Tower BlvdOrlando, FL 32810
320 Lakeview St
OrlandoFL32804
911 N Orange Ave
OrlandoFL32801
4615 Edgewater Dr
OrlandoFL32804
115 E Smith St
OrlandoFL32804
107 E King St
OrlandoFL32804
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.
1513 Truman Rd
OrlandoFL32807
1411 E Central Blvd
OrlandoFL32801
385 Lime St
MaitlandFL32751
385 Lime St
EatonvilleFL32751
2424 Kilgore St
OrlandoFL32803
860 N Orange Ave
OrlandoFL32801
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$1,289Studio Apartments Available Now
1760 Pembrook Dr
1760 Pembrook DrOrlando, FL 32810
226 Georgetown Dr
CasselberryFL32707
511 Hillcrest St
OrlandoFL32803
2075 Howell Branch Rd
MaitlandFL32751
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
551 Flemming Way, Unit 201
551 Flemming Way
MaitlandFL32751
0 Nicholson Dr
GoldenrodFL32792
452 Banyon Tree Cir, Unit 200
452 Banyon Tree Cir
MaitlandFL32751
551 Flemming Way
MaitlandFL32751
5587 Lehigh Ave
OrlandoFL32807
1000 Lake of the Woods Blvd
Fern ParkFL32730
2422 Branch Way, Unit 104
2422 Branch Way
MaitlandFL32751
5319 Sumerset St
OrlandoFL32810
2517 Caper Ln
MaitlandFL32751
525 Georgetown Dr
CasselberryFL32707
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.
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Winter Park, FL Local Guide
How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,821 | $1,175 | $2,750 |
| Winter Park 3 Bedroom Homes for Rent | $2,909 | $1,795 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,627 | $2,100 | $7,995 |
| Winter Park 5 Bedroom Homes for Rent | $6,331 | $2,395 | $9,900 |
| Winter Park 6 Bedroom Homes for Rent | $10,000 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winter Park
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Winter Park, FL Local Guide
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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
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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.
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.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 312 Apartments for Rent in Winter Park, FL with pricing that ranges from $529 to $6,500. There are also 216 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $10,000.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $795 to $10,000 with an average monthly rent of $2,338.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,795 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $1,844.
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
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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.
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.
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.
Articles, How-To's, and Tips
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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.