Apartments for Rent with Specials in Winter Park, FL (47 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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Seven41 Winter Park
Rent Specials
$1,585 - $3,186Special Offer
Specials Limited-Time Luxury Living Special! Live Elevated. Live Rewarded. For A Limited Time, Enjoy 6 WEEKS FREE When You Lease Your New Lu
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Seven41 Winter Park

741 Clay StWinter Park, FL 32789
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Berkshire Winter Park
Rent Specials
$1,538 - $5,462Special Offer
1 Month Free ASK US HOW TO GET UP TO ONE MONTH FREE * *Restrictions apply/select apartments/subject to end without notice.
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Berkshire Winter Park

1874 Harmon AveWinter Park, FL 32789
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Summerlin at Winter Park Apartments
Rent Specials
$1,299 - $2,780Special Offer
Discounts $1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees!  Move in by April 15th Subject to change. Optional: Trendy Living & Din
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Summerlin at Winter Park Apartments

3207 Rosebud LnWinter Park, FL 32792
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Central Place At Winter Park
Rent Specials
$1,255 - $1,775Special Offer
Specials Spring Into Savings This April! Limited Newly Reduced 2 & 3 Bedrooms with Full Size Washers & Dryers + One Month Free!
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Central Place At Winter Park

7000 University BlvdWinter Park, FL 32792
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The Taylor at Winter Park
Rent Specials
$892 - $2,014Special Offer
2 Months Free Limited-Time Offer: Get 2 Months Free on select units—move in by 4/20/26! Terms may apply. Please contact the office for more
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The Taylor at Winter Park

2000 Village LnWinter Park, FL 32792
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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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Signal Pointe
Rent Specials
$1,320 - $2,725Special Offer
1 Month Free Get 1 month FREE on a 12-15 month lease! *Offers subject to change. Some restrictions apply. Contact office for details
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Signal Pointe

2500 Howell Branch RdWinter Park, FL 32792
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Solis at Winter Park
Rent Specials
$1,254 - $1,679
Total Monthly Price

Total Monthly Price

Base Rent
$1,254 - $1,679
Total Monthly Price
$1,254 - $1,679
1 to 2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
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The Yard at Ivanhoe
Rent Specials
$1,897 - $3,829
Total Monthly Price

Total Monthly Price

Base Rent
$1,897 - $3,829
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

The Yard at Ivanhoe

1460 Alden RdOrlando, FL 32803
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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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Gables Baldwin Park
Rent Specials
$2,081 - $4,681Special Offer
Specials Dont miss out contact our office today to secure your discounted pricing before it is gone!
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Gables Baldwin Park

2050 Jake StOrlando, FL 32814
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Inscribe Apartments
Rent Specials
$1,684 - $2,879
Total Monthly Price

Total Monthly Price

Base Rent
$1,684 - $2,879
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Inscribe Apartments

110 Zora PlOrlando, FL 32810
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Advenir at Magnolia
Rent Specials
$1,147 - $1,657
Total Monthly Price

Total Monthly Price

Base Rent
$1,147 - $1,657
Total Monthly Price
$1,147 - $1,657
Studio to 2 Bedroom Apartments Available Now

Advenir at Magnolia

210 Welcome WayFern Park, FL 32730
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Bell Trelago
Rent Specials
$1,635 - $4,559Special Offer
1 Month Free Spring Savings! Move in by 4/20 and receive 1 Month Free! *Contact our leasing team for details and availability. Restrictions
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Bell Trelago

601 Trelago WayMaitland, FL 32751
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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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Evergreen Mills 50
Rent Specials
$1,499 - $2,900Special Offer
1 Month Free LOOK & LEASE SPECIAL — GET 6- WEEKS ON STUDIOS + 1 MONTH FREE ON ALL OTHER HOMES — LIMITED TIME ONLY!
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Evergreen Mills 50

1647 E Colonial DrOrlando, FL 32803
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The Princeton at College Park
Rent Specials
$1,705 - $3,450Special Offer
1 Month Free Move in by 5/1 and enjoy 1 month rent FREE! Get an EXTRA month free if you apply within 24 hours of touring! Call us at (321) 4
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The Princeton at College Park

646 W Smith StOrlando, FL 32804
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Azul Baldwin Park
Rent Specials
$1,821 - $3,720Special 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
$1,190 - $2,380Special Offer
1 Month Free Enjoy 1-Month FREE! Plus, apply within 24 hours of touring for waived application fees! *Limited-time offer; terms and conditio
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Shoreview at Baldwin Park

1001-1009 Shoreview DrOrlando, FL 32807
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Perla Gem Lake
Rent Specials
$1,975 - $3,849Special Offer
1 Month Free ONE Month on Us! Move into a beautifully designed 1- or 2-bedroom luxury apartment homes and receive ONE MONTH FREE on immediat
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Perla Gem Lake

100 Boucle Jeanne CirMaitland, FL 32751
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The Parker at Maitland Station Apartments
Rent Specials
$1,556 - $3,852Special Offer
1 Month Free Limited-Time Offer Dont Miss Out! Lease today and get: *Up to 1 month FREE on select apartments *$1,000 OFF homes on notice (13
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The Parker at Maitland Station Apartments

955 N Orlando AveMaitland, FL 32751
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Steelhouse Orlando
Rent Specials
$1,470 - $2,435Special Offer
1 Month Free Get 1 Month Free and Zero Deposit on All units! Plus $500 Gift card on Select Units! Please call us for details!
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Steelhouse Orlando

750 N Orange AveOrlando, FL 32801
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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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Regency Oaks Apartments
Rent Specials
$1,123 - $2,468Special Offer
Specials For a limited time, our application & admin fees are on special for $99 total; per apartment, not per person applying.
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Regency Oaks Apartments

200 Maltese CirCasselberry, FL 32707
Family Friendly
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The Baldwin
Rent Specials
$1,535 - $2,427Special Offer
1 Month Free Receive ONE MONTH FREE! *Exclusions Apply, Call Us Today for More Info!
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The Baldwin

800 Lombard StOrlando, FL 32807
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Vida at Health Village
Rent Specials
$1,752 - $9,973
Total Monthly Price

Total Monthly Price

Base Rent
$1,752 - $9,973
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Vida at Health Village

2680 N Orange AveOrlando, FL 32804
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Lake House
Rent Specials
$1,854 - $9,904Special Offer
Specials Limited Time Special: One month FREE on select apartment homes!
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Lake House

295 NE Ivanhoe BlvdOrlando, FL 32804
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Adele Place
Rent Specials
$1,348 - $1,866Special Offer
Specials Up to $600 in savings Move In By 4/15 - Limited Time Only, Must Move In By: 4/15
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Adele Place

7595 Sun Tree CirOrlando, FL 32807
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Sumerset Apartments
Rent Specials
$1,074 - $1,495
Total Monthly Price

Total Monthly Price

Base Rent
$1,074 - $1,495
Total Monthly Price
$1,074 - $1,495
1 to 3 Bedroom Apartments Available Now

Sumerset Apartments

1051 Lee RdOrlando, FL 32810
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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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Winter Park, FL Local Guide

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

Specials updated: 04-09-2026

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!

Liv at Winter Park Apartment Homes

Up To 6 Weeks Free!Expires 04-10-2026

Rosalia Winter Park 55+ Active Adult Community

Welcome Spring-With Up to Six Weeks Free of base rent! ; Receive up to 8 weeks free of rent after the first of the month of your leaseExpires 04-10-2026

Signal Pointe

Get 1 month FREE on a 12-15 month lease! *Offers subject to change. Some restrictions apply. Contact office for detailsExpires 04-10-2026

The Taylor at Winter Park

Limited-Time Offer: Get 2 Months Free on select units—move in by 4/20/26! Terms may apply. Please contact the office for more details.Expires 04-10-2026

POSTE Winter Park

Save up to $400 off Move-In Costs - Apply Today to Save!Expires 04-10-2026

Oak Reserve at Winter Park

SPECIAL: Half Off First Full Month's Rent Contact our Leasing Office for Details!Expires 04-10-2026

Westmount at Winter Park

Enjoy up to six weeks free. Restrictions apply. Talk to a leasing agent for details.Expires 04-10-2026

Central Place At Winter Park

Spring Into Savings This April! Limited Newly Reduced 2 & 3 Bedrooms with Full Size Washers & Dryers + One Month Free!Expires 04-10-2026

Solis at Winter Park

Start Summer Smart! ?? Move in by April 30th and receive a Gift Card valued at 2 weeks of free rent in June when you sign a 12–15 month lease! *Restriction ApplyExpires 04-10-2026

Summerlin at Winter Park Apartments

$1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees!  Move in by April 15th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 04-10-2026

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

Specials updated: 04-09-2026

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.

Liv at Winter Park Apartment Homes

Up To 6 Weeks Free!Expires 04-10-2026

Rosalia Winter Park 55+ Active Adult Community

Welcome Spring-With Up to Six Weeks Free of base rent! ; Receive up to 8 weeks free of rent after the first of the month of your leaseExpires 04-10-2026

Signal Pointe

Get 1 month FREE on a 12-15 month lease! *Offers subject to change. Some restrictions apply. Contact office for detailsExpires 04-10-2026

The Taylor at Winter Park

Limited-Time Offer: Get 2 Months Free on select units—move in by 4/20/26! Terms may apply. Please contact the office for more details.Expires 04-10-2026

POSTE Winter Park

Save up to $400 off Move-In Costs - Apply Today to Save!Expires 04-10-2026

Oak Reserve at Winter Park

SPECIAL: Half Off First Full Month's Rent Contact our Leasing Office for Details!Expires 04-10-2026

Westmount at Winter Park

Enjoy up to six weeks free. Restrictions apply. Talk to a leasing agent for details.Expires 04-10-2026

Central Place At Winter Park

Spring Into Savings This April! Limited Newly Reduced 2 & 3 Bedrooms with Full Size Washers & Dryers + One Month Free!Expires 04-10-2026

Solis at Winter Park

Start Summer Smart! ?? Move in by April 30th and receive a Gift Card valued at 2 weeks of free rent in June when you sign a 12–15 month lease! *Restriction ApplyExpires 04-10-2026

Summerlin at Winter Park Apartments

$1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees!  Move in by April 15th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 04-10-2026

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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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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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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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

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See the most popular apartments and homes in Winter Park, FL

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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 $889.

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 $2,360.

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 $1,854 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 627 sq ft.

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

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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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.

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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.

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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

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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.

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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.

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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.

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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.