
Homes for Rent in Windermere, FL with Swimming Pool (31 Rentals)


14451 Bluebird Park Rd

7340 Yoder St

13351 Zori Ln

13461 Zori Ln

8719 Crescendo Ave
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.

13932 Florigold Dr

2113 Grove Point Ln

9037 Ron Den Ln

307 W 4th Ave

1232 Glenheather Dr

6020 Marleon Dr

6533 Cartmel Ln

9525 Lavill Ct
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.

6449 Cartmel Ln

6131 Payne Stewart Dr

5023 Sawyer Cv Wy

6036 Greatwater Dr

4260 Isabella Cir

7270 Westpointe Blvd, Unit 932

7280 Westpointe Blvd, Unit 815
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.

7350 Westpointe Blvd, Unit 212

7350 Westpointe Blvd, Unit 212

7330 Westpointe Blvd, Unit 414

7340 Westpointe Blvd, Unit 1223

7220 Westpointe Blvd, Unit 1423

12164 Windermere Crossing Cir

7925 Tumblestone Dr
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.

7657 Mt Carmel Dr

7624 Blue Quail Ln

7904 Westminster Abbey Blvd
Windermere, FL Local Guide

How much does it cost to rent a home in Windermere?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Windermere 2 Bedroom Homes for Rent | $2,791 | $2,250 | $3,600 |
Windermere 3 Bedroom Homes for Rent | $3,249 | $2,100 | $10,000+ |
Windermere 4 Bedroom Homes for Rent | $5,198 | $2,850 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $5,745 | $3,200 | $10,000+ |
Windermere 6 Bedroom Homes for Rent | $9,500 | $4,500 | $10,000+ |
Windermere 7 Bedroom Homes for Rent | $39,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere 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.
Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 51 Apartments for Rent in Windermere, FL with pricing that ranges from $1,154 to $6,000. There are also 120 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $2,100 to $39,500.
What is the current price range for Rental Homes in Windermere?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Windermere ranges from $2,100 to $39,500 with an average monthly rent of $9,769.
How much are larger Three and Four Bedroom Rentals in Windermere?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Windermere range from $1,979 to $5,167, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $11,000. Four Bedroom Single-Family rentals are also available starting from $2,850 and Four Bedroom Apartments start at $2,528.
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.