
Apartments for Rent with Specials in Winter Park, FL Under $2,000 (39 Rentals)
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.


Oak Reserve at Winter Park

Indigo Winter Park

Elon Winter Park

Sapphire Winter Park

Seabrook

Paseo at Winter Park Village

Bainbridge Winter Park
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.

Summerlin at Winter Park Apartments

Westmount at Winter Park

The Taylor at Winter Park

Central Place At Winter Park

San Jose Apartments

Rosalia Winter Park

POSTE Winter Park
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.

The Vista at Winter Park

Signal Pointe

Inscribe Apartments

Onyx Winter Park

The Park at Rialto

Alexan Mills 50

Citron at The Packing District

The Village at Lake Lily

The Cannery at The Packing District

Lake House

MAA Baldwin Park
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.

Azul Baldwin Park

Shoreview at Baldwin Park

Adele Place

Jefferson Lake Howell

400 North Apartments

Aurora on the Trail

The Baldwin

The Avenues of Baldwin Park

District On Baldwin Park

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

The Gallery at Mills Park

Oasis Club

Kingswood Apartments
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 | $2,492 | $900 | $10,000+ |
Winter Park 1 Bedroom Apartments | $2,119 | $850 | $10,000+ |
Winter Park 2 Bedroom Apartments | $2,595 | $1,089 | $10,000+ |
Winter Park 3 Bedroom Apartments | $2,972 | $1,261 | $9,543 |
Winter Park 4 Bedroom Apartments | $3,570 | $2,214 | $7,866 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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.
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 $2,226.
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 $1,827 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.

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.

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.

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.

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.