2383 Sun Valley Cir, Unit Winter Park
2383 Sun Valley Cir
Winter ParkFL32792
Homes for Rent in Winter Park, FL with Swimming Pool (44 Rentals)
1920 Woodcrest Dr, Unit 13
1920 Woodcrest Dr
Winter ParkFL32792
2924 Antique Oaks Cir, Unit 48
2924 Antique Oaks Cir
Winter ParkFL32792
622 St Johns Ct
Winter ParkFL32792
1250 S Denning Dr, Unit 127
1250 S Denning Dr
Winter ParkFL32789
151 N Orlando Ave, Unit 262
151 N Orlando Ave
Winter ParkFL32789
151 N Orlando Ave, Unit 207
151 N Orlando Ave
Winter ParkFL32789
200 St Andrews Blvd, Unit 316
200 St Andrews Blvd
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.
200 St Andrews Blvd
Winter ParkFL32792
3282 Oak Lake Pl
Winter ParkFL32792
205 Lewfield Cir
Winter ParkFL32792
912 Carvell Dr
Winter ParkFL32792
5354 Lanyard Ct
Winter ParkFL32792
616 Ellendale Dr
Winter ParkFL32792
1625 Tioga Trail
Winter ParkFL32789
1368 Hibiscus Ave
Winter ParkFL32789
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.
2234 Howard Dr
Winter ParkFL32789
1442 Palm Ave
Winter ParkFL32789
1000 Winderley Pl, Unit 128
1000 Winderley Pl
MaitlandFL32751
2923 Shadow View Cir, Unit 2923 Shadow View Cir
2923 Shadow View Cir
MaitlandFL32751
860 N Orange Ave
OrlandoFL32801
860 N Orange Ave, Unit 268
860 N Orange Ave
OrlandoFL32801
860 N Orange Ave, Unit 860 N Orange Ave 464
860 N Orange Ave
OrlandoFL32801
2912 Plaza Terrace Dr
OrlandoFL32803
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.
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$2,2152 Bedroom Apartments Available Sep 11
110 Zora Pl, Unit 1-318
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Aug 21
110 Zora Pl, Unit 7-217
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Now
110 Zora Pl, Unit 3-206
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Sep 27
110 Zora Pl, Unit 5-312
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Now
110 Zora Pl, Unit 6-209
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Sep 26
110 Zora Pl, Unit 3-304
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Now
110 Zora Pl, Unit 7-215
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Oct 31
110 Zora Pl, Unit 5-205
110 Zora PlLockhart, FL 32810
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
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$1,8501 Bedroom Apartments Available Sep 1
1027 Juel St
1027 Juel StOrlando, FL 32814
1000 Lake of the Woods Blvd, Unit C103
1000 Lake of the Woods Blvd
Fern ParkFL32730
2503 Dakota Trail
Fern ParkFL32730
1175 Lake Shadow Cir, Unit 4208
1175 Lake Shadow Cir
MaitlandFL32751
5489 Baldwin Park St
OrlandoFL32814
2808 Plaza Terrace Dr
OrlandoFL32803
4101 Fairview Vista Point
OrlandoFL32804
3707 Pelican Ln
OrlandoFL32803
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.
1119 Belleaire Cir
OrlandoFL32804
551 Flemming Way, Unit 201
551 Flemming Way
MaitlandFL32751
1000 Lake of the Woods Blvd, Unit 201
1000 Lake of the Woods Blvd
Fern ParkFL32730
106 S Primrose Dr
OrlandoFL32803
Showing Results 1-44, Page 1 of 1
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 | $1,816 | $1,200 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,745 | $1,645 | $6,450 |
| Winter Park 4 Bedroom Homes for Rent | $3,661 | $1,950 | $8,295 |
| Winter Park 5 Bedroom Homes for Rent | $5,973 | $2,395 | $9,900 |
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
- Winter Park Neighborhoods
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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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Real 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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Quick Rent Budget Calculator
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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.
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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 $250 to $6,500. There are also 295 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $9,900.
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 $825 to $9,900 with an average monthly rent of $2,277.
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 $1,645 to $6,450. Four Bedroom Single-Family rentals are also available starting from $1,950 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
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.
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.