
Apartments for Rent in Winter Garden, FL with Swimming Pool (85 Rentals) Page 2 of 2


17361 Bal Harbour Dr

5954 Cypress Hill Rd

12535 Dallington Terrace

694 Brooks Field Dr

12151 Walker Pond Rd

13271 Tollcross Wy

15501 Panther Lake Dr

5922 Grassy Point Rd

10472 Petrillo Wy
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.

The Grove Resort & Water Park Orlando

The Oasis at Lake Bennet

Ocoee Village - NEWLY Constructed Townhomes

Broadstone Overlands
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Skyline at Westfall Station

The Alibi at Lake Lilly

AVENUE ON OAKLAND

Addison At Windermere

Arbours at Crown Point

Talcott at Windermere

Serenza at Ocoee Village Apartments

Casa Mirella

Arya at Windermere 55+ Active Adult Living

Advenir at The Oaks

Windermere at Lakes Edge Apartments

Park Place at Maguire Apartments

14451 Bluebird Park Rd

14330 Wabasso Lp

11445 Vicolo Loop

2113 Grove Point Ln

10430 Birch Tree Ln

4302 Isabella Cir
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 with Swimming Pool | $1,583 | $1,150 | $1,775 |
Winter Garden 1 Bedroom Apartments with Swimming Pool | $1,798 | $1,250 | $2,592 |
Winter Garden 2 Bedroom Apartments with Swimming Pool | $2,258 | $1,529 | $3,525 |
Winter Garden 3 Bedroom Apartments with Swimming Pool | $2,725 | $1,929 | $5,199 |
Winter Garden 4 Bedroom Apartments with Swimming Pool | $2,992 | $2,875 | $3,061 |
Browse Top Apartments in Winter Garden
See all Apartments in Winter GardenExplore Winter Garden
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 AVENUE ON OAKLAND listed at $1,422.
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 $5,967.
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 $2,575 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 752 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: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.