
Apartments for Rent in Winter Garden, FL Under $3,800 with Swimming Pool (71 Rentals) Page 2 of 2


Ocoee Village

Broadstone Overlands

Skyline at Westfall Station

The Alibi at Lake Lilly

Addison At Windermere

Arya at Windermere 55+ Active Adult Living
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.

Arbours at Crown Point

AVENUE ON OAKLAND

Serenza at Ocoee Village Apartments

Casa Mirella

Advenir at The Oaks

Windermere at Lakes Edge Apartments

Park Place at Maguire Apartments
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.

Talcott at Windermere

17410 Woodfair Dr

5318 Kumquat Loop

3302 Fawnwood Dr

4748 Blue Major Dr

11551 Via Lucerna Cir, Unit 0425

14217 Bridgewater Crossings Blvd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
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 | $1,607 | $1,099 | $1,755 |
| Winter Garden 1 Bedroom Apartments | $1,821 | $1,210 | $3,555 |
| Winter Garden 2 Bedroom Apartments | $2,240 | $1,310 | $3,525 |
| Winter Garden 3 Bedroom Apartments | $2,673 | $1,805 | $4,454 |
| Winter Garden 4 Bedroom Apartments | $2,807 | $2,761 | $2,925 |
Explore Winter Garden
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 $2,258.
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 2,231 square feet unit starting from $2,895 at Silverleaf Oaks.
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 780 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
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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
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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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!