15043 Evergreen Oak Loop
Winter GardenFL34787
Cheap Homes for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (21 Rentals)
Search the lowest-cost Homes available for rent right now in the Windermere area of Windermere.
7230 Westpointe Blvd
OrlandoFL32835
36 Windtree Ln
Winter GardenFL34787
7630 Pissarro Dr
OrlandoFL32819
13644 Tortona Ln, Unit 1/1
13644 Tortona Ln
WindermereFL34786
7220 Westpointe Blvd
OrlandoFL32835
7330 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
92 Windtree Ln
Winter GardenFL34787
430 Southern Pecan Cir
Winter GardenFL34787
7210 Westpointe Blvd
OrlandoFL32835
341 Southern Pecan Cir
Winter GardenFL34787
1345 Winter Green Way
Winter GardenFL34787
200 Southern Pecan Cir
Winter GardenFL34787
7250 Westpointe Blvd
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.
417 Southern Pecan Cir
Winter GardenFL34787
8156 Boat Hook Loop
WindermereFL34786
13644 Tortona Ln, Unit 2/2
13644 Tortona Ln
WindermereFL34786
1530 Broken Oak Dr
Winter GardenFL34787
102 Grove St
OrlandoFL32835
11565 Mizzon Dr #821
WindermereFL34786
7625 Sugar Bend Dr
OrlandoFL32819
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.
Showing Results 1-21, 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 | $2,361 | $1,450 | $3,500 |
| Windermere 3 Bedroom Homes for Rent | $2,924 | $2,100 | $7,000 |
| Windermere 4 Bedroom Homes for Rent | $3,824 | $1,000 | $9,990 |
| Windermere 5 Bedroom Homes for Rent | $5,217 | $3,100 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $6,160 | $4,900 | $7,500 |
| Windermere 7 Bedroom Homes for Rent | $9,600 | $5,200 | $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 21 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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Best Value Homes for Rent in Windermere, FL
As of September 22, 2026 the best value rental home in the Windermere area is the $0.89 price per square foot 8735 McCormack McRae Way Model at 8735 McCormack McRae Way in the Isleworth neighborhood starting from $3,330. The second greatest value Windermere rental home is the 10914 Ledgement Ln Model at 10914 Ledgement Ln in the Windermere neighborhood starting at $4,990 with a $1.39 price per square foot. Here is today’s list of the best values for Windermere homes based on price per square foot:
| Home Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 8735 McCormack McRae Way | 8735 McCormack McRae Way | 4BR, 2.5BA | $0.89 |
| 10914 Ledgement Ln | 10914 Ledgement Ln | 4BR, 4BA | $1.39 |
| 966 Excellence Cir | 966 Excellence Cir | 3BR, 3.5BA | $1.33 |
| 11719 Bella Milano Ct | 11719 Bella Milano Ct | 5BR, 4.5BA | $1.31 |
| 1781 Morning Sky Dr | 1781 Morning Sky Dr | 4BR, 2.5BA | $1.17 |
| 15043 Evergreen Oak Loop | 15043 Evergreen Oak Loop | 4BR, 3.5BA | $0.38 |
| 8021 Sandberry Blvd | 8021 Sandberry Blvd | 4BR, 2.5BA | $1.35 |
| 636 Darkwood Ave | 636 Darkwood Ave | 4BR, 2.5BA | $1.40 |
| 12947 Runswick Ave | 12947 Runswick Ave | 4BR, 2BA | $1.28 |
| 747 Citrus Dr | 747 Citrus Dr | 4BR, 2BA | $1.31 |
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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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.
Read ArticleReal 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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Quick Rent Budget Calculator
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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 $1,065 to $8,000. There are also 261 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 $3,468.
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 $1,737 to $5,056, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $7,000. Four Bedroom Single-Family rentals are also available starting from $1,000 and Four Bedroom Apartments start at $5,800.
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.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.