
Homes for Rent in Windermere, FL with Swimming Pool (39 Rentals)


14323 Oasis Cove Blvd, Unit 1901

14451 Bluebird Park Rd

12534 Cruxbury Dr

7410 Fairgrove Ave

12706 Westside Vlg Lp

415 E 6th Ave

8717 Lookout Pointe Dr

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.

3302 Just-A-Mere Ct

8351 Bowden Way

307 W 4th Ave

2231 Ridgewind Way

11537 Claymont Cir

930 East Blvd

11415 Waterstone

11415 Waterstone Loop Dr

9525 Lavill Ct
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.

12428 Summerport Ln

6131 Payne Stewart Dr

6036 Greatwater Dr

13455 Bellaria Cir

7270 Westpointe Blvd, Unit 932

7280 Westpointe Blvd, Unit 815

7350 Westpointe Blvd, Unit 212

7350 Westpointe Blvd, Unit 212

7330 Westpointe Blvd, Unit 414
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

7340 Westpointe Blvd, Unit 1223

7220 Westpointe Blvd, Unit 1423

7670 Milano Dr

413 Dunoon St

481 Dunoon St

4442 Winderwood Cir

1616 Bardmoor Hill Cir

4472 Willow Wind Ct

7740 Belvoir Dr
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

7657 Mt Carmel Dr

8814 Phillips Bay Dr

7624 Blue Quail Ln
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 | $2,457 | $2,000 | $3,000 |
Windermere 3 Bedroom Homes for Rent | $3,087 | $2,195 | $10,000+ |
Windermere 4 Bedroom Homes for Rent | $4,622 | $2,700 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $6,016 | $3,199 | $10,000+ |
Windermere 6 Bedroom Homes for Rent | $7,299 | $4,900 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere 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.
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 $1,253 to $6,767. There are also 126 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,395 to $13,500.
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 $1,395 to $13,500 with an average monthly rent of $3,830.
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 $1,748 to $6,767, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,195 to $11,000. Four Bedroom Single-Family rentals are also available starting from $2,700 and Four Bedroom Apartments start at $2,398.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.