11434 Jasper Kay Terrace
WindermereFL34786
Cheap Homes for Rent in Windermere, FL from $1,900 (31 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.
721 Magnolia St
WindermereFL34786
8168 Boat Hook Loop
WindermereFL34786
7347 Millstone St
WindermereFL34786
11377 Evesham Dr
WindermereFL34786
11562 Amidship Ln
WindermereFL34786
8156 Boat Hook Loop
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.
11434 Jasper Kay Ter, Unit 1117
11434 Jasper Kay Ter
WindermereFL34786
11446 Jasper Kay Terrace
WindermereFL34786
7270 Westpointe Blvd, Unit 932
7270 Westpointe Blvd
OrlandoFL32835
656 Bridge Creek Blvd
OcoeeFL34761
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
6449 Rockingtree Ln
OrlandoFL32819
7300 Westpointe Blvd
OrlandoFL32835
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.
8564 Cedar Cove Dr
OrlandoFL32819
11692 Water Run Alley
WindermereFL34786
7270 Westpointe Blvd
OrlandoFL32835
7280 Westpointe Blvd, Unit 815
7280 Westpointe Blvd
OrlandoFL32835
7330 Westpointe Blvd, Unit 414
7330 Westpointe Blvd
OrlandoFL32835
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
7330 Westpointe Blvd
OrlandoFL32835
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
7351 Millstone St
WindermereFL34786
7280 Westpointe Blvd
OrlandoFL32835
7350 Westpointe Blvd
OrlandoFL32835
12910 Calderdale Ave
WindermereFL34786
14242 Desert Haven St
WindermereFL34786
12974 Vennetta Way
WindermereFL34786
Cash 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.
13348 Abuela Aly
WindermereFL34786
7719 Maslin St
WindermereFL34786
7452 Leighside Dr
WindermereFL34786
Showing Results 1-31, 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 | $2,471 | $2,050 | $3,000 |
| Windermere 3 Bedroom Homes for Rent | $3,042 | $1,950 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $3,924 | $2,400 | $7,500 |
| Windermere 5 Bedroom Homes for Rent | $8,320 | $3,300 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $12,483 | $4,150 | $10,000+ |
| Windermere 7 Bedroom Homes for Rent | $26,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
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Windermere, FL Local Guide
- Windermere Neighborhoods
- Nearby Cities
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- Local Counties
Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 11/02/2025Current 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 | $3,295 | $1,525 | 161 |
| Windermere | $3,295 | $1,150 | 328 |
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 $1,070. Windermere at Lakes Edge Apartments in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,318. 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 | $1,070 |
| Windermere at Lakes Edge Apartments | Bahia Key | 1BR,1BA | $1,318 |
| Hawthorne Groves | Birchwood DN | 1BR,1BA | $1,324 |
| The Debra Metrowest | A2R | 1BR,1BA | $1,356 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,379 |
| Palm Crossing | Clementine | 1BR,1BA | $1,488 |
| Harbortown | Nevis | 1BR,1BA | $1,500 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1,525 |
| Kestra | Prim | 1BR,1BA | $1,528 |
| IMT Sonoma Hills | A1 | 1BR,1BA | $1,545 |
Best Value Apartments for Rent in Windermere, FL
As of November 02, 2025 the best value apartment in the Windermere area is the $1.62 price per square foot 8192 Boat Hook Loop Model at 8192 Boat Hook Loop, Unit #411 in the in the Southbridge Village Townhomes neighborhood starting from $2,350. The second greatest value Windermere apartment is the Lucca Model at Veranda Club starting at $1,985 with a $1.98 price per square foot in the Timberleaf 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. |
|---|---|---|---|
| 8192 Boat Hook Loop, Unit #411 | 8192 Boat Hook Loop | 3BR,2BA | $1.62 |
| Veranda Club | Lucca | 1BR,1BA | $1.98 |
| The Debra Metrowest | A3R3 | 1BR,1BA | $1.88 |
| Casa Mirella | A | 1BR,1BA | $1.70 |
| Ellery at Lake Sherwood | The Solana | 1BR,1BA | $1.87 |
| Zen | Tranquility | 1BR,1BA | $1.94 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1.60 |
| Venetian Isle | Capri | 1BR,1BA | $1.87 |
| Hawthorne Groves | Birchwood DN | 1BR,1BA | $1.53 |
| Harbortown | Nevis | 1BR,1BA | $1.85 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
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 ArticleThe 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 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 #417
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 51 Apartments for Rent in Windermere, FL with pricing that ranges from $1,299 to $3,795. There are also 128 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,950 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 $1,950 to $39,500 with an average monthly rent of $8,455.
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 $1,784 to $3,595, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,400 and Four Bedroom Apartments start at $2,530.
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.