2700 Homer Cir
OrlandoFL32803
Homes for Rent in Winter Park, FL (245 Rentals) Page 5 of 5
5306 Satel Dr
OrlandoFL32810
2220 Amherst Ave
OrlandoFL32804
828 Laurel Ave
OrlandoFL32803
17 W Winter Park St
OrlandoFL32804
1239 E Ridgewood St
OrlandoFL32803
1233 Virginia Dr
OrlandoFL32803
1650 Crestwood Dr
OrlandoFL32804
514 Carver Blvd
OrlandoFL32810
1415 Woodward St
OrlandoFL32803
12 E Preston St
OrlandoFL32804
4177 N Orange Blossom Trl
OrlandoFL32804
443 Shine Ave
OrlandoFL32803
1235 Virginia Dr
OrlandoFL32803
400 E Colonial Dr
OrlandoFL32803
7613 Avonwood Ct
OrlandoFL32810
1044 N Bumby Ave
OrlandoFL32803
829 N Hyer Ave
OrlandoFL32803
1616 Ferris Ave
OrlandoFL32803
1625 Park Lake St
OrlandoFL32803
12 W Princeton St
OrlandoFL32804
974 Jamajo Blvd
OrlandoFL32803
814 Malone Dr
OrlandoFL32810
23 N Hillside Ave
OrlandoFL32803
4286 Anissa Ave
OrlandoFL32814
1015 Harwood St
OrlandoFL32803
2900 N Mills Ave
OrlandoFL32803
2602 Kilgore St
OrlandoFL32803
2604 Kilgore St
OrlandoFL32803
2708 Formosa Ave
OrlandoFL32804
2316 E Concord St
OrlandoFL32803
544 N Bumby Ave
OrlandoFL32803
4351 Anson Ln
OrlandoFL32814
4307 Corrine Dr
OrlandoFL32814
4329 Roush Ave
OrlandoFL32803
4461 Trapp Ln
OrlandoFL32814
4571 Virginia Dr
OrlandoFL32814
1240 Poinsettia Ave
OrlandoFL32804
1510 Lake Baldwin Ln
OrlandoFL32814
518 Jupiter Way
CasselberryFL32707
911 N Orange Ave
OrlandoFL32801
2721 E Marks St
OrlandoFL32803
758 Highland Ave
OrlandoFL32803
5793 Oleander Dr
OrlandoFL32807
266 Park Lake St
OrlandoFL32803
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 | $1,767 | $1,175 | $2,900 |
| Winter Park 3 Bedroom Homes for Rent | $3,036 | $1,585 | $10,000+ |
| Winter Park 4 Bedroom Homes for Rent | $3,872 | $2,085 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $6,442 | $2,345 | $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
Explore Winter Park
Let everyone know!
Do you know the Winter Park area?
If you’re an expert on all things Winter Park, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 301 Apartments for Rent in Winter Park, FL with pricing that ranges from $695 to $6,250. There are also 237 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $760 to $19,000.
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 $760 to $19,000 with an average monthly rent of $2,972.
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 $1,099 to $6,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,585 to $10,000. Four Bedroom Single-Family rentals are also available starting from $2,085 and Four Bedroom Apartments start at $1,697.
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.