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Cheap Homes for Rent in Windermere, FL from $2,000 (44 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.
5211 Lemon Twist Ln
WindermereFL34786
11564 Mizzon Dr
WindermereFL34786
8168 Boat Hook Loop
WindermereFL34786
11434 Jasper Kay Ter, Unit 1117
11434 Jasper Kay Ter
WindermereFL34786
7270 Westpointe Blvd, Unit 932
7270 Westpointe Blvd
OrlandoFL32835
14210 Desert Haven St
WindermereFL34786
8265 Maritime Flag St
WindermereFL34786
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
8716 Danforth Dr
WindermereFL34786
8180 Boat Hook Loop
WindermereFL34786
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
7351 Millstone St
WindermereFL34786
7300 Westpointe Blvd
OrlandoFL32835
14284 Desert Haven St
WindermereFL34786
2020 Leather Fern Dr
OcoeeFL34761
12910 Calderdale Ave
WindermereFL34786
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.
7330 Westpointe Blvd
OrlandoFL32835
7280 Westpointe Blvd, Unit 815
7280 Westpointe Blvd
OrlandoFL32835
7270 Westpointe Blvd
OrlandoFL32835
7330 Westpointe Blvd, Unit 414
7330 Westpointe Blvd
OrlandoFL32835
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
7452 Leighside Dr
WindermereFL34786
8145 Serenity Spring Dr
WindermereFL34786
7708 Bexton Ln
WindermereFL34786
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
7340 Westpointe Blvd
OrlandoFL32835
12974 Vennetta Way
WindermereFL34786
7751 Fairgrove Ave
WindermereFL34786
7350 Westpointe Blvd
OrlandoFL32835
13156 Social Ln
Winter GardenFL34787
14242 Desert Haven St
WindermereFL34786
1047 Lascala Dr
WindermereFL34786
8582 Powder Ridge Trail
WindermereFL34786
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
12958 Vennetta Way
WindermereFL34786
7664 Fairgrove Ave
WindermereFL34786
2079 Bent Grass Ave
OcoeeFL34761
8326 Bryce Canyon Ave
WindermereFL34786
13645 Riggs Way
WindermereFL34786
8639 Via Trieste Dr
WindermereFL34786
7654 Balmy Ct
OrlandoFL32819
8536 Iron Mountain Trail
WindermereFL34786
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.
8500 Iron Mountain Trail
WindermereFL34786
805 Oakdale St
WindermereFL34786
13333 Gorgona Isle Dr.
WindermereFL34786
13718 Beckman Dr
WindermereFL34786
Showing Results 1-44, Page 1 of 1
Windermere, FL Local Guide
Sixth Avenue west just past Oakdale Street by Author: SPUI is licensed under Internal
How much does it cost to rent a home in Windermere?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Windermere 2 Bedroom Homes for Rent | $2,650 | $2,350 | $3,000 |
| Windermere 3 Bedroom Homes for Rent | $3,166 | $2,100 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,104 | $2,029 | $8,995 |
| Windermere 5 Bedroom Homes for Rent | $5,445 | $3,200 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $12,600 | $4,500 | $10,000+ |
| Windermere 7 Bedroom Homes for Rent | $24,700 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 12/31/2025Current 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 | $3,375 | $1,532 | 162 |
| Windermere | $3,375 | $1,099 | 342 |
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 $1,091. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,295. 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 | $1,091 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,295 |
| Hawthorne Groves | Birchwood DN | 1BR,1BA | $1,394 |
| Windermere at Lakes Edge Apartments | Rockland Key | 1BR,1BA | $1,450 |
| Palm Crossing | Clementine | 1BR,1BA | $1,466 |
| Ellery at Lake Sherwood | The Ponte Vedra | 1BR,1BA | $1,480 |
| The Debra Metrowest | A2R3 | 1BR,1BA | $1,485 |
| IMT Sonoma Hills | A1 | 1BR,1BA | $1,500 |
| Venetian Isle | Capri | 1BR,1BA | $1,532 |
| Harbortown | Nevis | 1BR,1BA | $1,575 |
Best Value Apartments for Rent in Windermere, FL
As of December 31, 2025 the best value apartment in the Windermere area is the $1.40 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,453. The second greatest value Windermere apartment is the Citron Model at Citra at Windermere starting at $2,130 with a $1.54 price per square foot in the Chatham Village 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 | C | 3BR,2BA | $1.40 |
| Citra at Windermere | Citron | 3BR,2BA | $1.54 |
| Kestra | Sterling | 2BR,2BA | $1.81 |
| MAA Windermere | 22C | 2BR,2BA | $1.95 |
| Talcott at Windermere | Sanctuary with Balcony Upgrade | 2BR,2BA | $1.99 |
| Ellery at Lake Sherwood | The Solana | 1BR,1BA | $1.71 |
| Venetian Isle | Capri | 1BR,1BA | $1.78 |
| Hawthorne Groves | Birchwood DN | 1BR,1BA | $1.64 |
| Harbortown | Nevis | 1BR,1BA | $1.95 |
| The Debra Metrowest | A1 | 1BR,1BA | $1.88 |
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.
Read Article
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleWindermere, FL
Ranked #368
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Windermere, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Windermere, FL Rentals by Map
See the most popular apartments and homes in Windermere, FL
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 $1,157 to $4,582. There are also 129 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $2,029 to $35,900.
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 $2,029 to $35,900 with an average monthly rent of $7,872.
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 $1,822 to $3,796, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,029 and Four Bedroom Apartments start at $2,241.
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.
Helpful Local Expert Guides
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.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!