
Apartments for Rent with Specials in Winter Park, FL (38 Rentals)
Rental Listings with Specials.


Paseo at Winter Park Village

Oak Reserve at Winter Park

Indigo Winter Park

Elon Winter Park

Sapphire Winter Park

Seabrook

Westmount at Winter Park

Central Place At Winter Park

Summerlin at Winter Park Apartments
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.

The Taylor at Winter Park

POSTE Winter Park

The Vista at Winter Park

The Park at Rialto

Onyx Winter Park

Inscribe Apartments

Alexan Mills 50

Newport Colony Apartments in Casselberry

The Village at Lake Lily

Vida at Health Village
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.

The Cannery at The Packing District

Lake House

MAA Baldwin Park

Azul Baldwin Park

Adele Place

Jefferson Lake Howell

Courtney At Lake Shadow

Perla Gem Lake

400 North Apartments

The Baldwin
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

Aurora on the Trail

The Avenues of Baldwin Park

District On Baldwin Park

The Gallery at Mills Park

Steelhouse

Oasis Club

Kingswood Apartments

923 Malone Dr
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Park Studio Apartments with Rent Specials | $1,846 | $900 | $5,019 |
Winter Park 1 Bedroom Apartments with Rent Specials | $2,036 | $820 | $5,604 |
Winter Park 2 Bedroom Apartments with Rent Specials | $2,557 | $989 | $8,534 |
Winter Park 3 Bedroom Apartments with Rent Specials | $3,154 | $1,146 | $9,543 |
Winter Park 4 Bedroom Apartments with Rent Specials | $3,858 | $2,355 | $7,735 |
Browse Top Apartments in Winter Park
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Winter Park, FL Local Guide
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Top Apartments in Winter Park, FL with Move-In Specials Ending Soon
Specials updated: 05-02-2025Take 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!
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 05-03-2025
Bainbridge Winter Park
Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card and up to One Month FREE on SELECT Units!Expires 05-03-2025
Oak Reserve at Winter Park
SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 05-03-2025
Westmount at Winter Park
We're Offering Up To ONE MONTH FREE! Schedule a Tour Today!Expires 05-03-2025
The Taylor at Winter Park
Limited-Time Offer Receive $500 Off Select Homes at Move-In Terms may apply. Contact the leasing office for details.Expires 05-03-2025
Seabrook
Save $500 off June 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 05-03-2025
Summerlin at Winter Park Apartments
$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/15/25Expires 05-03-2025
Central Place At Winter Park
Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 05-03-2025
Elon Winter Park
Don't Wait - Apartments Are Leasing Fast! - 1 Bedrooms Starting at $1703 — Discounts Available for Students & Preferred Employers!Expires 05-04-2025
POSTE Winter Park
Reduced Rates on 1 & 2 Bedrooms - Schedule a Tour Today! Preferred Employer and Student Specials! *select unitsExpires 05-04-2025
Newly Listed Move-In Specials offers for Apartments in Winter Park, FL
Specials updated: 05-02-2025Here 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** 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 05-05-2025
Seabrook
Save $500 off June 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 05-03-2025
The Taylor at Winter Park
Limited-Time Offer Receive $500 Off Select Homes at Move-In Terms may apply. Contact the leasing office for details.Expires 05-03-2025
Summerlin at Winter Park Apartments
$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/15/25Expires 05-03-2025
Oak Reserve at Winter Park
SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 05-03-2025
Westmount at Winter Park
We're Offering Up To ONE MONTH FREE! Schedule a Tour Today!Expires 05-03-2025
Central Place At Winter Park
Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 05-03-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 05-03-2025
Bainbridge Winter Park
Limited Time: Enjoy a WAIVED Admin Fee and $250 Gift Card and up to One Month FREE on SELECT Units!Expires 05-03-2025
Elon Winter Park
Don't Wait - Apartments Are Leasing Fast! - 1 Bedrooms Starting at $1703 — Discounts Available for Students & Preferred Employers!Expires 05-04-2025
Quick Rent Budget Calculator
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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 $2,263.
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 $2,011 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 645 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.

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As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.