2520 Standing Rock Cir
OaklandFL34787
Cheap Homes for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (28 Rentals)
Search the lowest-cost Homes available for rent right now in the Windermere area of Windermere.
7210 Westpointe Blvd
OrlandoFL32835
7300 Westpointe Blvd
OrlandoFL32835
88 Windtree Ln
Winter GardenFL34787
36 Windtree Ln
Winter GardenFL34787
7250 Westpointe Blvd
OrlandoFL32835
7220 Westpointe Blvd
OrlandoFL32835
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
303 Southern Pecan Cir
Winter GardenFL34787
931
7270 Westpointe Blvd
OrlandoFL32835
417 Southern Pecan Cir
Winter GardenFL34787
165 Windtree Ln
Winter GardenFL34787
7330 Westpointe Blvd
OrlandoFL32835
430 Southern Pecan Cir
Winter GardenFL34787
7109 Yacht Basin Ave
OrlandoFL32835
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
302 Avalon Rd
Winter GardenFL34787
7618 Pissarro Dr
OrlandoFL32819
53 Windtree Ln
Winter GardenFL34787
1345 Winter Green Way
Winter GardenFL34787
200 Southern Pecan Cir
Winter GardenFL34787
1300 Eastern Pecan Pl
Winter GardenFL34787
304 Southern Pecan Cir
Winter GardenFL34787
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.
968 Stucki Terrace
Winter GardenFL34787
316 Southern Pecan Cir
Winter GardenFL34787
430 Sand Lime Rd
Winter GardenFL34787
9304 Daney St
GothaFL34734
1658 Hempel Ave
GothaFL34734
1000 Dolphin Dr
Winter GardenFL34787
8156 Boat Hook Loop
WindermereFL34786
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.
Showing Results 1-28, Page 1 of 1
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+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 28 rentals with your search options within a 2 mile radius of the Windermere Neighborhood of Windermere, FL.
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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 Studio unit found at Winterwoods priced from $1,099. ARIUM Lakeview has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,178. Here are the most affordable Windermere apartments for rent in Windermere, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winterwoods | Studio Apartment | Studio,1BA | $1,099 |
| ARIUM Lakeview | A1 | 1BR,1BA | $1,178 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,380 |
| IMT Sonoma Hills | A2 | 1BR,1BA | $1,405 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1,499 |
| Windermere at Lakes Edge Apartments | Rockland Key | 1BR,1BA | $1,512 |
| Addison At Windermere | The Rory | 1BR,1BA | $1,551 |
| Homestead at Hamlin | Hearth | 1BR,1BA | $1,574 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1,584 |
| Hawthorne Groves | Birchwood UP | 1BR,1BA | $1,585 |
Best Value Apartments for Rent in Windermere, FL
As of August 08, 2026 the best value apartment in the Windermere area is the $1.40 price per square foot B2 Model at Casa Mirella in the in the Ashton Park neighborhood starting from $1,976. The second greatest value Windermere apartment is the 32A Model at MAA Windermere starting at $2,603 with a $2.01 price per square foot in the Windermere 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. |
|---|---|---|---|
| Casa Mirella | B2 | 2BR,2BA | $1.40 |
| MAA Windermere | 32A | 3BR,2BA | $2.01 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.58 |
| Hawthorne Groves | Birchwood UP | 1BR,1BA | $1.82 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1.83 |
| MAA Crosswater | Traditional 1x1 813 SF | 1BR,1BA | $2.05 |
| Palm Crossing | Valencia | 2BR,2BA | $2.12 |
| Talcott at Windermere | Haven with Balcony Upgrade | 1BR,1BA | $2.09 |
| IMT Sonoma Hills | A1 | 1BR,1BA | $2.01 |
| Advenir at The Oaks | Birch | 1BR,1BA | $2.06 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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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.
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Best Local Schools in Windermere, Windermere, FL
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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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
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.