
Cheap Homes for Rent in Windermere, FL from $1,100 (31 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.


14451 Bluebird Park Rd

12164 Via Caselli Ln

5404 Bay Lagoon Cir

8256 Maritime Flag St
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.

8264 Maritime Flag St

12534 Cruxbury Dr

8179 Maritime Flag St, Unit 203

7270 Westpointe Blvd, Unit 932

8179 Maritime Flag St
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.

8276 Maritime Flag St

11565 Mizzon Dr

721 Magnolia St

306 Windford Ct

7280 Westpointe Blvd, Unit 815

7300 Westpointe Blvd

656 Bridge Creek Blvd

12547 Cruxbury Dr

11565 Mizzon Dr, Unit 828

7350 Westpointe Blvd, Unit 212
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.

11564 Mizzon Dr, Unit 203

14090 Bridgewater Crossings Blvd

8265 Maritime Flag St

7330 Westpointe Blvd, Unit 414

7350 Westpointe Blvd, Unit 212

7270 Westpointe Blvd

7330 Westpointe Blvd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

7350 Westpointe Blvd

7340 Westpointe Blvd

7280 Westpointe 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 | $2,557 | $2,195 | $3,000 |
Windermere 3 Bedroom Homes for Rent | $3,087 | $2,100 | $10,000+ |
Windermere 4 Bedroom Homes for Rent | $4,949 | $2,549 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $5,815 | $3,199 | $10,000+ |
Windermere 6 Bedroom Homes for Rent | $7,374 | $5,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere Neighborhoods
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Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 06/03/2025Current apartment rentals in the Windermere, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Windermere Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
---|---|---|---|
Summerlake | $3,310 | $1,404 | 196 |
Windermere | $3,749 | $1,153 | 398 |
Cheapest Available Windermere Apartments for Rent
 The cheapest available apartment rental in Windermere, FL is a 1 Bed unit found at ARIUM Lakeview in the Ashton Park neighborhood priced from $1,105. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,414. Here is today’s list of the most affordable Windermere apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
ARIUM Lakeview | A1 | 1BR,1BA | $1,105 |
Advenir at The Oaks | Birch | 1BR,1BA | $1,414 |
Citra at Windermere | Amethyst | 1BR,1BA | $1,510 |
Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1,518 |
Hawthorne Groves | Birchwood UP | 1BR,1BA | $1,530 |
MAA Windermere | 11A | 1BR,1BA | $1,573 |
Kestra | Avery | 1BR,1BA | $1,624 |
IMT Sonoma Hills | A2 | 1BR,1BA | $1,625 |
Ellery at Lake Sherwood | The Hanover | 1BR,1BA | $1,630 |
Park Place at Maguire Apartments | A2 | 1BR,1BA | $1,631 |
Best Value Apartments for Rent in Windermere, FL
As of June 03, 2025 the best value apartment in the Windermere area is the $1.58 price per square foot Palazzo Model at Veranda Club in the in the Timberleaf neighborhood starting from $2,145. The second greatest value Windermere apartment is the Asti Model at The Rialto starting at $2,465 with a $1.84 price per square foot in the Goodings Plaza neighborhood. Here is today’s list of the best values for Windermere apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Veranda Club | Palazzo | 3BR,2BA | $1.58 |
The Rialto | Asti | 2BR,2BA | $1.84 |
Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1.71 |
Hawthorne Groves | Birchwood UP | 1BR,1BA | $1.76 |
Zen | Tranquility | 1BR,1BA | $1.98 |
Citra at Windermere | Amethyst | 1BR,1BA | $1.75 |
Venetian Isle | Capri | 1BR,1BA | $1.96 |
Ellery at Lake Sherwood | The Hanover | 1BR,1BA | $1.92 |
MAA Windermere | 11A | 1BR,1BA | $1.97 |
Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $2.02 |
Quick Rent Budget Calculator
How much rent can you afford?
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Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 50 Apartments for Rent in Windermere, FL with pricing that ranges from $1,153 to $6,000. There are also 129 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,100 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 $1,100 to $13,500 with an average monthly rent of $4,331.
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 $1,734 to $4,870, 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 $2,549 and Four Bedroom Apartments start at $2,542.
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 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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.