
Homes for Rent in Winter Garden, FL with Swimming Pool (40 Rentals)


6024 Sunset Isle Dr

16190 Harbor Mist Aly

13849 Lanyard Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way
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.

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

15509 Oxley St

3255 Buoy Cir

124 Windtree Ln

1321 Fettler Way

13693 Golden Russet Dr

15572 Blackbead St
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

14832 Masthead Landing Cir

15467 Sugar Citrus Dr

17361 Bal Harbour Dr

5954 Cypress Hill Rd

12535 Dallington Terrace

694 Brooks Field Dr

12151 Walker Pond Rd

13271 Tollcross Wy
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.

15501 Panther Lake Dr

5922 Grassy Point Rd

10472 Petrillo Wy, Unit 1525

14451 Bluebird Park Rd

14330 Wabasso Lp

11445 Vicolo Loop

2113 Grove Point Ln

10430 Birch Tree Ln
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.

4302 Isabella Cir
Winter Garden, FL Local Guide

How much does it cost to rent a home in Winter Garden?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Garden 2 Bedroom Homes for Rent | $1,946 | $1,400 | $2,500 |
Winter Garden 3 Bedroom Homes for Rent | $2,674 | $1,395 | $5,800 |
Winter Garden 4 Bedroom Homes for Rent | $3,459 | $2,500 | $8,495 |
Winter Garden 5 Bedroom Homes for Rent | $5,461 | $2,815 | $10,000+ |
Winter Garden 6 Bedroom Homes for Rent | $6,450 | $6,400 | $6,500 |
Winter Garden 7 Bedroom Homes for Rent | $7,165 | $4,350 | $9,980 |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
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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.
Pet Friendly LifestyleWinter Garden, FL
Ranked #42
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 80 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,150 to $5,203. There are also 242 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $750 to $15,000.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $750 to $15,000 with an average monthly rent of $3,718.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,929 to $5,203, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,395 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,875.
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.

The Rental Move-In Inspection Checklist: A Guide for Renters
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
Written by: Christine Leonard, Esq.
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.