
Apartments for Rent in Winter Garden, FL Under $3,300 with Swimming Pool (62 Rentals)


Prose Horizons Village

Ascend Waterleigh Village

The Haven at Lake Britt

Apollo Apartments

Registry on Grass Lake

Birchstone Waterleigh

Homestead at Hamlin

Corban Horizon West

Solay Horizon West
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.

Prose Avalon Pointe

Overture Hamlin 55+ Active Adult Apartment Homes

IMT Sonoma Hills

Windermere Cay

Vintage Horizon West

Halston Waterleigh

The Lodge at Hamlin
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.

Lakewalk at Hamlin

Country Gardens

The Westerly

Garden City Apartments

Slate Luxury Apartments

Inland Seas Apartments

16242 Outlook Shore Aly

423 Sand Lime Rd

6336 Flat Lemon Dr, Unit 1

16024 Micelli Dr, Unit 1

9223 Vintage Hills Way

9223 Vintage Hills Way
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.

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

51 Windtree Ln

10400 Spring Arbor Ln

15445 Porter Rd
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.

124 Windtree Ln

51 Windtree Ln

13693 Golden Russet Dr

15467 Sugar Citrus Dr

9349 Tyrella Pine Trail

611 1st Cape Coral Dr

Ocoee Village - NEWLY Constructed Townhomes

The Oasis at Lake Bennet

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

Broadstone Overlands
Winter Garden, FL Local Guide

How much does it cost to rent an apartment in Winter Garden?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Garden Studio Apartments | $1,707 | $1,177 | $2,897 |
Winter Garden 1 Bedroom Apartments | $1,844 | $1,210 | $2,758 |
Winter Garden 2 Bedroom Apartments | $2,323 | $1,579 | $3,510 |
Winter Garden 3 Bedroom Apartments | $2,786 | $1,500 | $4,785 |
Winter Garden 4 Bedroom Apartments | $2,870 | $2,729 | $2,919 |
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden 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 Garden, FL
Walk Score®
40 / 100
Car-Dependent
Most errands require a car
Bike Score®
46 / 100
Somewhat Bikeable
Minimal bike infrastructure
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 Winter Garden Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winter Garden?
Currently the most affordable Apartment in Winter Garden with Swimming Pool is at Inland Seas Apartments listed at $1,210.
How much is the average rent for Winter Garden Apartments with Swimming Pool?
The average rent for a Apartment in Winter Garden with Swimming Pool is $2,264.
What is the largest Winter Garden Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winter Garden is a 1,930 square feet unit starting from $1,640 at The Alibi at Lake Lilly.
What is the average size for Winter Garden Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winter Garden is currently at 732 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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.