
Pet Friendly Apartments for Rent in Winter Park, FL Under $4,400 (231 Rentals)
Apartments for rent in Winter Park that love your dogs or cats as much as you do!


Bainbridge Winter Park

Juno Winter Park

Elon Winter Park

Oak Reserve at Winter Park

Seabrook

Seven41 Winter Park

Berkshire Winter Park

Paseo at Winter Park Village

Central Place At Winter Park
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

Calibre Bend Apartments

The Taylor at Winter Park

Summerlin at Winter Park Apartments

Winter Park Woods Apartments

Liv at Winter Park Apartment Homes

San Jose Apartments

Eastbrook Apartments

Total Monthly Price
Rosalia Winter Park 55+ Active Adult Community

Carlton Arms of Winter Park

La Aloma
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.

Alvista Winter Park

Westmount at Winter Park

POSTE Winter Park

Signal Pointe

Total Monthly Price
Solis at Winter Park

The Vista at Winter Park

Stonecastle Apartment Homes

Total Monthly Price
Atlas at Winter Park

Hannibal Square

Village Park Senior
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

Waterbridge Subdivision

ARIUM Winter Park

Total Monthly Price
2037 Linden Rd, Unit 2037 linden rd unit A, Unit 2037 linden rd unit A

1351 Merrydale Way

1886 Demetree Dr

Total Monthly Price
662 Callahan St, Unit SI ID1308311P

Total Monthly Price
2007 Cornell Ave, Unit SI ID1032296P

6877 Jackman Blvd

1937 Strathaven Rd

3313 Hamlet Loop
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.

2313 Dunbury Ct

504 St Dunstan Way

1721 Shasta Ct

2141 Ridge Dr

2942 Antique Oaks Cir, Unit 82

3628 Datura Ct

3651 N Goldenrod Rd

4818 Tangerine Ave

3032 Antique Oaks Cir

1695 Lee Rd
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.
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 | $1,661 | $900 | $3,493 |
| Winter Park 1 Bedroom Apartments | $1,815 | $695 | $3,596 |
| Winter Park 2 Bedroom Apartments | $2,217 | $956 | $5,364 |
| Winter Park 3 Bedroom Apartments | $2,774 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,135 | $1,679 | $3,943 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
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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.
Read ArticleYour 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
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Frequently Asked Questions about Pet Friendly Winter Park Apartments
What is the Cheapest Pet Friendly apartment in Winter Park?
Currently the most affordable Pet Friendly Apartment in Winter Park is at Kingswood Apartments listed at $900.
How much is the average rent for a Pet Friendly Winter Park Apartment?
The average rent for a Pet Friendly Apartment in Winter Park is $2,248.
What is the largest Pet Friendly Winter Park Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Winter Park is a 3,513 square feet unit starting from $1,934 at Lake House.
What is the average size for Winter Park Pet Friendly Apartments for rent?
The average size for a Pet Friendly rental in Winter Park is currently at 656 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

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.

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.

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.

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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.