Apartments in the Winter Park area of Orlando with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,680 | $1,000 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,734 | $600 | $2,935 |
| Winter Park 2 Bedroom Apartments | $2,128 | $925 | $4,107 |
| Winter Park 3 Bedroom Apartments | $2,828 | $1,307 | $5,002 |
There are currently 23 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoTake advantage of these move-in and rent specials that are ending this month for top Winter Park, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
$1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees! Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires September 03, 2026
Enjoy 1-Month Free! Apply within 24 hours of touring, and app/admin fees will be credited at move-in! Valid on vacant apartments only. Must choose an optimized lease-term or longer. Does not apply to transfer applications.Expires September 03, 2026
Enjoy significant savings on your move-in costs with zero Administration Fees. We’ve reduced your upfront fees to help you get into your new home faster and for less.Expires September 03, 2026
MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you hundreds of dollars on move-in costs.Expires September 03, 2026
Elevate Your Move: Enjoy One Month Free & move-in within 30 days *Restrictions May ApplyExpires September 03, 2026
Receive a credit for application + admin fees when you move into select apartment homes.?? Conditions apply.Expires September 03, 2026
Lease now for half a month's rent free! Certain exclusions may apply.Expires September 03, 2026
Receive up to 4 weeks free base rent on select units! Contact our leasing office for more details. Terms and Conditions Apply.Expires September 03, 2026
GET 2 WEEKS OFF THE FIRST FULL MONTH FOR ALL SEPTEMBER MOVE INS! OFFER EXPIRES 9/30/26Expires September 03, 2026
Move In & Save — Up to 1 Month FREE! Offer available on select homes. Terms apply. Contact us for details.Expires September 03, 2026
Here are the most recently added special offers for renters looking to find the best deals on apartments in Winter Park, FL. Be sure to take advantage of some of the area’s top offers.
Enjoy significant savings on your move-in costs with zero Administration Fees. We’ve reduced your upfront fees to help you get into your new home faster and for less.
Receive 8 weeks free of rent on 2 bedrooms and one month free on 1 bedrooms after the first of the month of your lease
Elevate Your Move: Enjoy One Month Free & move-in within 30 days *Restrictions May Apply
2 Weeks Free on Select Units - Move in by 8/31
Now Offering ONE MONTH FREE! Discount already included in rent!
Summer Savings. Ask us about our look and lease special and get up to 2 weeks free. Restrictions apply.*
Enjoy 1-Month Free! Apply within 24 hours of touring, and app/admin fees will be credited at move-in! Valid on vacant apartments only. Must choose an optimized lease-term or longer. Does not apply to transfer applications.
$1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees! Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!
MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you hundreds of dollars on move-in costs.
Receive a credit for application + admin fees when you move into select apartment homes.?? Conditions apply.
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleFrom 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 ArticleThe 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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Currently the most affordable Rent Specials Apartment in Winter Park is at District On Baldwin Park listed at $1,000.
The average rent for a Rent Specials Apartment in Winter Park is $2,135.
Today's Rent Specials apartment with the most square footage in Winter Park is a 1,978 square feet unit starting from $2,273 at Gables Baldwin Park.
The average size for a Rent Specials rental in Winter Park is currently at 630 sq ft.
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.
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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.
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.
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.
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.
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.
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.
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.
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