Apartments for Rent with Specials in the Winter Park Neighborhood of Orlando, FL (20 Rentals)

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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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Azul Baldwin Park
Rent Specials
Special Offer
Specials MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you h
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Azul Baldwin Park

4460 Lower Park RdOrlando, FL 32814
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Adele Place
Rent Specials
Special Offer
Discounts $200 Off & Reduced 1 & 2 Bed Rates!* App Fee 1/2 Off! - Call TODAY For Details & To Schedule Your Tour!
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Adele Place

7595 Sun Tree CirOrlando, FL 32807
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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The Avenues of Baldwin Park
Rent Specials
Special Offer
Specials Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specia
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The Avenues of Baldwin Park

5800 Auvers BlvdOrlando, FL 32807
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The Baldwin
Rent Specials
Special Offer
1 Month Free *Lease Today and Receive Up To SIX WEEKS FREE! Save $4550 in Rent! Call Today *Limited time. Exclusions Apply - Ask Us For Deta
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The Baldwin

800 Lombard StOrlando, FL 32807
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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.

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Oasis Club
Rent Specials
Special Offer
Specials Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!
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Oasis Club

7451 Gatehouse CirOrlando, FL 32807
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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Seabrook
Rent Specials
Special Offer
Discounts Save $300 off June 2025 rent. Must move in within 72 hours of approval. *Select apartments
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Seabrook

3114 Terry Brook DrWinter Park, FL 32792
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Winter Park - One of the Best Affordable Neighborhoods in Orlando

Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!

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The Taylor at Winter Park
Rent Specials
Special Offer
Discounts Limited-Time Offer Receive $500 Off Select Homes at Move-In Terms may apply. Contact the leasing office for details.
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The Taylor at Winter Park

2000 Village LnWinter Park, FL 32792
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POSTE Winter Park
Rent Specials
Special Offer
Specials Reduced Rates on 1 & 2 Bedrooms - Schedule a Tour Today! Preferred Employer and Student Specials! *select units
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POSTE Winter Park

800 Semoran Park DrWinter Park, FL 32792
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The Vista at Winter Park
Rent Specials
Special Offer
Specials Get up to %50 off - **Divided evenly over 12 months**Valid until 05/31/2025 ** Honoring Heroes: $35 Monthly Discount for Military,
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The Vista at Winter Park

4704 Lucier CtWinter Park, FL 32792
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Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Showing Results 1-20, Page 1 of 1

Winter Park, Orlando, FL Local Guide

Top Orlando Apartments in the Winter Park Area with Move-In Specials Ending Soon

Specials updated: 05-14-2025

Take advantage of these move-in and rent specials that are ending soon for top Winter Park, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

The Avenues of Baldwin Park

Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specialist for more details!Expires 05-15-2025

Oasis Club

Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!Expires 05-15-2025

MAA Baldwin Park

Lease now and save $750! Certain exclusions may apply.Expires 05-15-2025

The Gallery at Mills Park

One Month Free on select units!Expires 05-15-2025

Summerlin at Winter Park Apartments

$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/31/25Expires 05-15-2025

Seabrook

Save $300 off June 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 05-15-2025

Adele Place

$200 Off & Reduced 1 & 2 Bed Rates!* App Fee 1/2 Off! - Call TODAY To Schedule Your Tour!Expires 05-15-2025

Azul Baldwin Park

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 05-15-2025

Central Place At Winter Park

Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 05-15-2025

Oak Reserve at Winter Park

SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 05-15-2025

Newly Listed Move-In Specials offers for Apartments in Winter Park, FL

Specials updated: 05-14-2025

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.

The Vista at Winter Park

Get up to %50 off - **Divided evenly over 12 months**Valid until 05/31/2025 ** Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses! Take advantage of exclusive offers available! Valid until 05/05/2025 on specific units only!Expires 05-31-2025

The Avenues of Baldwin Park

Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specialist for more details!Expires 05-15-2025

Oasis Club

Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!Expires 05-15-2025

MAA Baldwin Park

Lease now and save $750! Certain exclusions may apply.Expires 05-15-2025

The Gallery at Mills Park

One Month Free on select units!Expires 05-15-2025

Summerlin at Winter Park Apartments

$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/31/25Expires 05-15-2025

Seabrook

Save $300 off June 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 05-15-2025

Adele Place

$200 Off & Reduced 1 & 2 Bed Rates!* App Fee 1/2 Off! - Call TODAY To Schedule Your Tour!Expires 05-15-2025

Azul Baldwin Park

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 05-15-2025

Oak Reserve at Winter Park

SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 05-15-2025

Quick 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.

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Getting Around the Winter Park Neighborhood in Orlando, FL

Walk Score®

75 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

62 / 100

Bikeable

Some bike infrastructure

Transit Score®

26 / 100

Some Transit

A few nearby public transportation options

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Rent Specials Winter Park Apartments

What is the Cheapest Rent Specials apartment in Winter Park?

Currently the most affordable Rent Specials Apartment in Winter Park is at The Taylor at Winter Park listed at $1,100.

How much is the average rent for a Rent Specials Winter Park Apartment?

The average rent for a Rent Specials Apartment in Winter Park is $2,116.

What is the largest Rent Specials Winter Park Apartment for rent?

Today's Rent Specials apartment with the most square footage in Winter Park is a 1,958 square feet unit starting from $1,641 at Aurora on the Trail.

What is the average size for Winter Park Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Winter Park is currently at 647 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

decorative image for The Freedom of Short-Term Leases: Exploring the Advantages for Renters article

The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.