
Homes for Rent in the Windermere Neighborhood of Windermere, FL with Swimming Pool (60 Rentals)


9210 Outlook Rock Trail

8831 Herencia Alley

8794 Crescendo Ave

8719 Crescendo Ave

8507 Bowden Way

8411 Woburn Ct

2721 Ingeborg Ct

6219 Tiroco Wy

7435 Ripplepointe Way
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

7023 KIWANO Wy

1007 Butterfly Blvd

16279 Taliesin Street

15308 Honeybell Dr

7250 Westpointe Blvd, Unit 1015

7230 Westpointe Blvd, Unit 1428

7270 Westpointe Blvd, Unit 932

7220 Westpointe Blvd, Unit 1412

7360 Westpointe Blvd, Unit 125

7300 Westpointe Blvd, Unit 712
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

7630 Pissarro Dr, Unit 211

7350 Westpointe Blvd, Unit 212

7310 Westpointe Blvd, Unit 628

7340 Westpointe Blvd

7280 Westpointe Blvd, Unit 815

7350 Westpointe Blvd, Unit 212

7200 Westpointe Blvd, Unit 825

7330 Westpointe Blvd, Unit 414

7210 Westpointe Blvd, Unit 1316

7200 Westpointe Blvd, Unit 1511
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

7670 Milano Dr

165 Windtree Ln

53 Windtree Ln

1300 Eastern Pecan Pl

968 Stucki Terrace

1000 Dolphin Dr

16525 Outter Grv Aly

632 Dharma Cir

16324 Silver Grv Blvd

3425 Turningwind Ln
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

15704 Marina Bay Dr

7210 Westpointe Blvd

8038 Madeira Ct

8413 Shady Glen Dr

7381 Alpine Butterfly Ln

8761 The Esplanade

8014 Cote Ct

4318 Woodtree Ln

7600 Debeaubien Dr

8506 St Marino Blvd
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.
Windermere, 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 | $2,172 | $1,450 | $3,550 |
| Windermere 3 Bedroom Homes for Rent | $2,719 | $1,000 | $3,995 |
| Windermere 4 Bedroom Homes for Rent | $4,249 | $1,975 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $4,941 | $3,399 | $9,995 |
| Windermere 6 Bedroom Homes for Rent | $7,000 | $5,600 | $9,000 |
| Windermere 7 Bedroom Homes for Rent | $14,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 60 rentals with your search options within a 2 mile radius of the Windermere Neighborhood of Windermere, FL.
Explore Windermere
Windermere, Windermere, FL Local Guide
- Nearby Windermere neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Best Local Schools in Windermere, Windermere, FL
School data provided by Great Schools
Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 63 Apartments for Rent in Windermere, FL with pricing that ranges from $1,099 to $8,500. There are also 236 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,000 to $14,000.
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 $1,000 to $14,000 with an average monthly rent of $3,354.
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 $1,768 to $5,225, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $3,995. Four Bedroom Single-Family rentals are also available starting from $1,975 and Four Bedroom Apartments start at $3,000.
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.
Articles, How-To's, and Tips

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.