
Apartments for Rent in Winter Park, FL with Swimming Pool (111 Rentals) Page 2 of 3


Total Monthly Price
Inscribe Apartments

Luna at Lake Shadow

The Shores at Lake Howell

Total Monthly Price
Advenir at Magnolia

Bell Trelago

The Adeline

400 North

Newport Colony Apartments in Casselberry

Cortland Lake Howell
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.

Total Monthly Price
The Village at Lake Lily

Citron at The Packing District

Evergreen Mills 50

The Cannery at The Packing District

Total Monthly Price
Aurora on the Trail

The Princeton at College Park

MAA Baldwin Park

The Ivy Residences at Health Village Apartment Homes

Azul Baldwin Park

Shoreview at 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.

Total Monthly Price
Baldwin Harbor

The Grand Reserve at Maitland Park

Lake Weston Point Apartments

Perla Gem Lake

Maitland City Centre

Total Monthly Price
The Parker at Maitland Station Apartments

Total Monthly Price
Steelhouse Orlando

Infinity off Baldwin Park

Village at Baldwin Park

Total Monthly Price
Courtney At Lake Shadow
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Regency Oaks Apartments

Birchwood Landing

Total Monthly Price
The Baldwin

Lake House

Adele Place

Enders Place at Baldwin Park

Avenues of Baldwin Park

Oasis Club

District On Baldwin Park

Garden Park Senior Living

Total Monthly Price
Audubon Park

Total Monthly Price
The Gallery at Mills Park

Total Monthly Price
Sumerset Apartments

Kingswood Apartments

Carrington Park

Lake Maitland Terrace Condos

Hunter's Chase

Oxford Square Condominiums

Uptown Place

Park North at Cheney Place
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 Swimming Pool | $1,632 | $900 | $3,039 |
| Winter Park 1 Bedroom Apartments with Swimming Pool | $1,860 | $850 | $6,380 |
| Winter Park 2 Bedroom Apartments with Swimming Pool | $2,136 | $976 | $5,921 |
| Winter Park 3 Bedroom Apartments with Swimming Pool | $2,670 | $1,099 | $8,461 |
| Winter Park 4 Bedroom Apartments with Swimming Pool | $2,299 | $1,697 | $5,770 |
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Frequently Asked Questions about Winter Park Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winter Park?
Currently the most affordable Apartment in Winter Park with Swimming Pool is at Kingswood Apartments listed at $900.
How much is the average rent for Winter Park Apartments with Swimming Pool?
The average rent for a Apartment in Winter Park with Swimming Pool is $2,257.
What is the largest Winter Park Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winter Park is a 3,513 square feet unit starting from $1,969 at Lake House.
What is the average size for Winter Park Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winter Park is currently at 660 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

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.