
Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL with Swimming Pool (19 Rentals)


Elon Winter Park

Paseo at Winter Park Village

Bainbridge Winter Park

200 Carolina Ave, Unit 2BR2BTH

151 N Orlando Ave
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.
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.

The Village at Lake Lily

Vida at Health Village

The Ivy Residences at Health Village Apartment Homes

Azul Baldwin Park

Maitland City Centre
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.
Downtown Winter Park, Winter Park, FL Local Guide

How much does it cost to rent an apartment in Downtown Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Downtown Winter Park Studio Apartments | $2,652 | $1,649 | $5,136 |
Downtown Winter Park 1 Bedroom Apartments | $2,237 | $1,478 | $4,426 |
Downtown Winter Park 2 Bedroom Apartments | $2,993 | $1,500 | $5,068 |
Downtown Winter Park 3 Bedroom Apartments | $3,890 | $1,995 | $6,910 |
Browse Apartments in this Neighborhood
There are currently 19 rentals with your search options within a 1 mile radius of the Downtown Winter Park Neighborhood of Winter Park, FL.
See all Apartments in Winter ParkExplore Winter Park
Downtown Winter Park, Winter Park, FL Local Guide
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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.
Pet Friendly LifestyleDowntown Winter Park, Winter Park, FL
Ranked #7
Among neighborhoods in Winter Park, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Downtown Winter Park Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Downtown Winter Park?
Currently the most affordable Apartment in Downtown Winter Park with Swimming Pool is at Bainbridge Winter Park listed at $1,478.
How much is the average rent for Downtown Winter Park Apartments with Swimming Pool?
The average rent for a Apartment in Downtown Winter Park with Swimming Pool is $2,977.
What is the largest Downtown Winter Park Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Downtown Winter Park is a 1,795 square feet unit starting from $1,685 at The Village at Lake Lily.
What is the average size for Downtown Winter Park Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Downtown Winter Park is currently at 680 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
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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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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
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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.