Apartments for Rent with Specials in Winter Park, FL (48 Rentals)

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Apartments in Winter Park 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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Juno Winter Park
Rent Specials
Special Offer
Specials Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team
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Juno Winter Park

1305 Morgan Stanley AveWinter Park, FL 32789
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Elon Winter Park
Rent Specials
Special Offer
Discounts Enjoy $500 Off Move-In Costs! - Immediate Move Ins Only! Limited Availability - Tour Today
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Elon Winter Park

712 Nicolet AveWinter Park, FL 32789
Affordability
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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Seabrook
Rent Specials
Special Offer
Specials Save $1000 off September 2025 rent. Must move in within 72 hours of application approval. *Select apartments
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Seabrook

3114 Terry Brook DrWinter Park, FL 32792
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Berkshire Winter Park
Rent Specials
Special Offer
Discounts ASK US HOW TO GET $1,000 OFF YOUR 2nd MONTH'S RENT!* *Restrictions apply/subject to end without notice.
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Berkshire Winter Park

1874 Harmon AveWinter Park, FL 32789
Eco-Friendly
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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POSTE Winter Park
Rent Specials
Special Offer
Specials Student and Preferred Employer Savings, Up to $300 Off Move In! - 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 Move in special- $300 on move in! *Restricted units only* Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and
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The Vista at Winter Park

4704 Lucier CtWinter Park, FL 32792
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The Village at Lake Lily
Rent Specials
Special Offer
Discounts Summer Savings Enjoy Up To $1,000 Off Your First Month's Rent On Select Homes!* *All Applications are Verified Through SNAPPT & Ch
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The Village at Lake Lily

925 S Orlando AveMaitland, FL 32751
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Inscribe Apartments
Rent Specials
Special Offer
2 Months Free Receive Up To 10 WEEKS FREE + Lowered Rates on Select Homes! Ask our team about incentives available for local Eatonville empl
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Inscribe Apartments

110 Zora PlOrlando, FL 32810
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Alexan Mills 50
Rent Specials
Special Offer
1 Month Free Enjoy One Month Free on Select Homes + Move-In by 7/13 to Receive a $500 Gift Card (Contact Us for Details)
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Alexan Mills 50

1647 E Colonial DrOrlando, FL 32803
Affordability
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Luna at Lake Shadow
Rent Specials
Special Offer
1 Month Free Limited Time Only! 6 Weeks Free on Select Apartments if you move in by August 15th 2025.
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Luna at Lake Shadow

2200 Flagler Promenade WayMaitland, FL 32751
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The Milk Stacks: Boutique Luxury Living
Rent Specials
Special Offer
1 Month Free Lease your brand-new apartment home and receive 1 MONTH FREE RENT!! Call today for details on how to claim your 1 YEAR FREE GYM
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The Milk Stacks: Boutique Luxury Living

221 S Bumby AveOrlando, FL 32803
Affordability
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MAA Baldwin Park
Rent Specials
Special Offer
Specials $500 in savings if you look and lease within 24 hours! Certain exclusions may apply.
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MAA Baldwin Park

4688 New Broad StOrlando, FL 32814
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Adele Place
Rent Specials
Special Offer
Discounts Up To $300 Off At Move-In!* App Fee 1/2 Off! - Call TODAY To Schedule Your Tour! *Select units, Must move in by 8/31/25.
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Adele Place

7595 Sun Tree CirOrlando, FL 32807
Affordability
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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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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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Shoreview at Baldwin Park
Rent Specials
Special Offer
Specials Move in by 8/31 and receive a $1,500 gift card! + Waived application/administrative fees if you apply within 24-hours of touring!
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Shoreview at Baldwin Park

1001-1009 Shoreview DrOrlando, FL 32807
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The Baldwin
Rent Specials
Special Offer
Specials Call us today to hear about our exclusive move-in offer. Only available for a limited time!
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The Baldwin

800 Lombard StOrlando, FL 32807
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Lake House
Rent Specials
Special Offer
Specials Limited Time Special: UP TO SIX WEEKS FREE on select apartment homes!
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Lake House

295 NE Ivanhoe BlvdOrlando, FL 32804
Luxury
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Garden Park Senior Living
Rent Specials
Special Offer
Discounts $250 OFF Move-In Costs on Select 2 Bedroom Apartment Homes* *Must move in by 8/15/25. Income restrictions apply, contact leasing o
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Garden Park Senior Living

361-365 Garden Edge PtFern Park, FL 32730
Senior Living
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The Parker at Maitland Station Apartments
Rent Specials
Special Offer
Discounts $1000 Off 1st Full Month! Must Move in by 8/30/2025 Minimum 13-15 Leases Terms & Conditions Apply Contact Leasing Office for Detai
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The Parker at Maitland Station Apartments

955 N Orlando AveMaitland, FL 32751
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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
Affordability
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  • Utilities Included

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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Winter Park, FL Local Guide

Top Apartments in Winter Park, FL with Move-In Specials Ending Soon

Specials updated: 08-05-2025

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!

Berkshire Winter Park

ASK US HOW TO GET $1,000 OFF YOUR 2nd MONTH'S RENT!* *Restrictions apply/subject to end without notice.Expires 08-05-2025

Central Place At Winter Park

Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 08-05-2025

Seven41 Winter Park

Enjoy $500 Off on Select Homes (Contact Us for Details)Expires 08-05-2025

Bainbridge Winter Park

Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card on SELECT Units!Expires 08-05-2025

Rosalia Winter Park 55+ Active Adult Commu...

Receive your first full months rent for free!Expires 08-05-2025

Juno Winter Park

Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team for more details!Expires 08-05-2025

Paseo at Winter Park Village

We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 08-05-2025

Oak Reserve at Winter Park

SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 08-05-2025

Seabrook

Save $1000 off September 2025 rent. Must move in within 72 hours of application approval. *Select apartmentsExpires 08-05-2025

Westmount at Winter Park

We're Offering Up To TWO WEEKS FREE! Schedule a Tour Today!Expires 08-05-2025

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

Specials updated: 08-05-2025

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

Move in special- $300 on move in! *Restricted units only* Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!Expires 08-31-2025

Seabrook

Save $1000 off September 2025 rent. Must move in within 72 hours of application approval. *Select apartmentsExpires 08-05-2025

Westmount at Winter Park

We're Offering Up To TWO WEEKS FREE! Schedule a Tour Today!Expires 08-05-2025

The Taylor at Winter Park

Limited Time Offer: One Month Free On Select Homes. Terms may apply. Please contact the office for details.Expires 08-05-2025

Summerlin at Winter Park Apartments

$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 8/15/25Expires 08-05-2025

Berkshire Winter Park

ASK US HOW TO GET $1,000 OFF YOUR 2nd MONTH'S RENT!* *Restrictions apply/subject to end without notice.Expires 08-05-2025

Central Place At Winter Park

Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 08-05-2025

Seven41 Winter Park

Enjoy $500 Off on Select Homes (Contact Us for Details)Expires 08-05-2025

Bainbridge Winter Park

Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card on SELECT Units!Expires 08-05-2025

Rosalia Winter Park 55+ Active Adult Commu...

Receive your first full months rent for free!Expires 08-05-2025

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 Winter Park, FL

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

57 / 100

Bikeable

Some bike infrastructure

Transit Score®

22 / 100

Minimal Transit

It may be possible to get on a bus

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 Kingswood Apartments listed at $900.

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 $2,207.

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 3,513 square feet unit starting from $1,698 at Lake House.

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 653 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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.