Apartments for Rent with Specials in Winter Park, FL (44 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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Bainbridge Winter Park
Rent Specials
Special Offer
1 Month Free Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card and up to One Month FREE on SELECT Units!
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Bainbridge Winter Park

1400 Morgan Stanley AveWinter Park, FL 32789
Luxury
  • Verified
  • Utilities Included
  • Matterport 3D Tour
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Seabrook
Rent Specials
Special Offer
Specials Save $400 off July 2025 rent. Must move in within 72 hours of approval. *Select apartments
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Seabrook

3114 Terry Brook DrWinter Park, FL 32792
Furnished
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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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
Pet Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour

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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POSTE Winter Park
Rent Specials
Special Offer
Specials Save Up to $300 On Move In! - Preferred Employer and Student Specials! *select units
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POSTE Winter Park

800 Semoran Park DrWinter Park, FL 32792
Pet Friendly
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  • Customer Reviewed
  • Matterport 3D Tour
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Signal Pointe
Rent Specials
Special 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
Eco-Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour

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 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
55+ Active Adult
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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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
Furnished
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  • Customer Reviewed
  • Matterport 3D Tour
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Inscribe Apartments
Rent Specials
Special Offer
2 Months Free Receive Up To 2 MONTHS 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
Student Housing
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  • Customer Reviewed
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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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  • Customer Reviewed
  • Matterport 3D Tour
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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
  • Verified
  • Matterport 3D Tour

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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Lake House
Rent Specials
Special Offer
Specials Limited Time Special: ONE MONTH FREE on select apartment homes!
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Lake House

295 NE Ivanhoe BlvdOrlando, FL 32804
Luxury
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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Adele Place
Rent Specials
Special Offer
Discounts $200 Off Select 2 Beds at Move-In! App Fee 1/2 Off! - Call TODAY To Schedule Your Tour! *select units, must move in by 7/31/25.
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Adele Place

7595 Sun Tree CirOrlando, FL 32807
Affordability
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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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
Affordability
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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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
Affordability
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Courtney At Lake Shadow
Rent Specials
Special Offer
1 Month Free 4th of July Special! Lease Today & Get Your 1st Month FREE! Move in by July 31st and receive a $500 Gift Card! Don’t miss out —
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Courtney At Lake Shadow

545 S Keller RdOrlando, FL 32810
Affordability
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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The Avenues of Baldwin Park
Rent Specials
Special Offer
Specials Spring/Summer Savings for a limited time! Reduced Pricing and up to 6 Weeks Free on Select Units!!! Call your Leasing and LIVE IT S
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The Avenues of Baldwin Park

5800 Auvers BlvdOrlando, FL 32807
Affordability
  • Verified
  • Customer Reviewed
  • Utilities Included

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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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
  • Verified
  • Customer Reviewed
  • Utilities Included
Showing Results 1-44, Page 1 of 1

Winter Park, FL Local Guide

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

Specials updated: 07-08-2025

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!

Bainbridge Winter Park

Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card and up to One Month FREE on SELECT Units!Expires 07-09-2025

Rosalia Winter Park

Receive your first full months rent for free!Expires 07-09-2025

Westmount at Winter Park

We're Offering Up To TWO WEEKS FREE! Schedule a Tour Today!Expires 07-09-2025

Oak Reserve at Winter Park

SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 07-09-2025

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 07-09-2025

Paseo at Winter Park Village

We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 07-09-2025

Seabrook

Save $400 off July 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 07-09-2025

Signal Pointe

Get 1 month FREE on a 12-15 month lease! *Offers subject to change. Some restrictions apply. Contact office for detailsExpires 07-09-2025

Seven41 Winter Park

Enjoy $500 Off on Select Homes (Contact Us for Details)Expires 07-09-2025

Summerlin at Winter Park Apartments

$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 7/14/25Expires 07-09-2025

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

Specials updated: 07-08-2025

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 07-31-2025

Seabrook

Save $400 off July 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 07-09-2025

Signal Pointe

Get 1 month FREE on a 12-15 month lease! *Offers subject to change. Some restrictions apply. Contact office for detailsExpires 07-09-2025

Summerlin at Winter Park Apartments

$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 7/14/25Expires 07-09-2025

Bainbridge Winter Park

Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card and up to One Month FREE on SELECT Units!Expires 07-09-2025

Rosalia Winter Park

Receive your first full months rent for free!Expires 07-09-2025

Westmount at Winter Park

We're Offering Up To TWO WEEKS FREE! Schedule a Tour Today!Expires 07-09-2025

Oak Reserve at Winter Park

SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 07-09-2025

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 07-09-2025

Paseo at Winter Park Village

We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 07-09-2025

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 $2,283.

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 $1,814 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 649 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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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.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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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.