
Cheap Homes for Rent in Windermere Neighborhood of Windermere, FL from $1,500 (46 Rentals)
Search the lowest-cost Homes available for rent right now in the Windermere area of Windermere.


8623 Via Trieste Dr

430 Southern Pecan Cir

67 Windtree Ln, Unit 67 Windtree lane

51 Windtree Ln

51 Windtree Ln

43 Windtree Ln

7770 Sugar Bend Dr

1313 Eagle Ln
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

7123 Yacht Basin Ave

7877 Kensingham Ct

7629 Sugar Bend Dr

1555 Scarlet Oak Loop

130 Southern Pecan Cir

330 Southern Pecan Cir

2053 Carolina Ave

423 Sand Lime Rd
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.

510 Dharma Cir

310 Daniels Pointe Dr

1350 Winter Green Way

7250 Westpointe Blvd, Unit 1015

7270 Westpointe Blvd, Unit 932

7230 Westpointe Blvd, Unit 1428

8276 Maritime Flag St

305 Windford Ct

267 Daniels Pointe Dr
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.

7123 Yacht Basin Ave, Unit 317

1919 Seatonham St

1520 Scarlet Oak Loop

7280 Westpointe Blvd, Unit 815

7360 Westpointe Blvd

16096 Bayou Crest Dr

306 Windford 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.

7220 Westpointe Blvd, Unit 1412

7360 Westpointe Blvd, Unit 125

7300 Westpointe Blvd

15349 Oak Apple Ct

9420 Azalea Ridge Way

10324 Fallsgrove St

656 Bridge Creek Blvd

7212 Alston Ct

1351 Broken Oak 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

7350 Westpointe Blvd, Unit 212

8264 Maritime Flag St

8265 Maritime Flag St

7325 Brightland St
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 | $2,451 | $1,595 | $4,500 |
Windermere 3 Bedroom Homes for Rent | $3,053 | $1,850 | $9,500 |
Windermere 4 Bedroom Homes for Rent | $4,457 | $2,500 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $5,072 | $3,200 | $10,000+ |
Windermere 6 Bedroom Homes for Rent | $9,135 | $4,500 | $10,000+ |
Windermere 7 Bedroom Homes for Rent | $22,000 | $4,500 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 46 rentals with your search options within a 2 mile radius of the Windermere Neighborhood of Windermere, FL.
Explore Windermere
Windermere, Windermere, FL Local Guide
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Cheapest Available Windermere Apartments for Rent
 The cheapest available apartment rental in the Windermere area of Windermere, FL is a 1 Bed unit found at ARIUM Lakeview priced from $1,138. Winterwoods has the second lowest priced unit, which is a Studio apartment currently listed from $1,177. Here are the most affordable Windermere apartments for rent in Windermere, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
ARIUM Lakeview | A1 | 1BR,1BA | $1,138 |
Winterwoods | Studio Apartment | Studio,1BA | $1,177 |
Hawthorne Groves | Birchwood UP | 1BR,1BA | $1,401 |
Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1,415 |
Advenir at The Oaks | Birch | 1BR,1BA | $1,424 |
Arya at Windermere | Admiral | 1BR,1BA | $1,524 |
Citra at Windermere | Amethyst | 1BR,1BA | $1,570 |
Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1,571 |
IMT Sonoma Hills | A1 | 1BR,1BA | $1,580 |
Best Value Apartments for Rent in Windermere, FL
As of June 21, 2025 the best value apartment in the Windermere area is the $1.87 price per square foot Eden Roc Model at Windermere Cay in the in the Chatham Village neighborhood starting from $2,449. The second greatest value Windermere apartment is the 32A Model at MAA Windermere starting at $2,338 with a $1.81 price per square foot in the Southbridge Village Townhomes 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. |
---|---|---|---|
Windermere Cay | Eden Roc | 3BR,2BA | $1.87 |
MAA Windermere | 32A | 3BR,2BA | $1.81 |
The Rialto | Rome | 2BR,2BA | $1.84 |
Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1.59 |
Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.68 |
Hawthorne Groves | Birchwood UP | 1BR,1BA | $1.61 |
Citra at Windermere | Amethyst | 1BR,1BA | $1.82 |
Venetian Isle | Capri | 1BR,1BA | $1.96 |
Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1.89 |
Advenir at The Oaks | Birch | 1BR,1BA | $2.13 |
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 58 Apartments for Rent in Windermere, FL with pricing that ranges from $1,138 to $6,800. There are also 294 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,595 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 $1,595 to $39,500 with an average monthly rent of $6,936.
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 $1,799 to $6,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,850 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,680.
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.

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.

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.