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Houses for Rent in Windermere, FL

1-18 of 18 rentals

Townhouse for rent at 12654 Langstaff Dr, Windermere, FL 34786

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Updated - this week

Managed by Innovation Property Management

$2,050

Townhouse2 Beds2.5 Baths1,200 ft²

12654 Langstaff Dr

Windermere, FL 34786

Move in now and enjoy $300 Off your first month's rent -limited-time offer. Introducing the highly sought after Windermere Townhouse in Windermere, FL. This charming townhouse features 2 bedrooms and 2.5 bathrooms, spacious layout filled with natural light and ceramic tiles in common areas downstairs. The kitchen boasts an island, plenty of storage and dining room a step away, perfect for cooking and entertaining. Step outside to the privately fenced-in lush courtyard that connects to the two-car garage, providing convenience and privacy. The larger suite offers a generous closet, dual vanity sinks and a relaxing garden tub.

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Updated - 2 days ago

Provided by Leasing Agent

$2,100

Townhouse2 Beds2.5 Baths1,250 ft²

13014 Langstaff Dr

Windermere, FL 34786

Beautiful 2 bed 2 master bath and1 half Bath Townhouse, Living Room Area, Breakfast Area. Make an Offer. Com For Available Show Times. All Showings are done on Monday thru Friday between 10am & 4pm. You Will Not Be Considered If All The Adult Occupants Listed Have Not Applied. Once you are pre-approved, we require a $225 Non-Refundable Administration fee to move forward with the final approval process. All applicants must pass the credit and background check. Property Is For An Immediate MOVE-IN Upon Approval.

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Featured

Managed by Blue Chip Property Managers

$3,500

House3 Beds2.5 Baths2,786 ft²

9094 Outlook Rock Trail

Windermere, FL 34786

Welcome to your next home in the heart of Windermere-where comfort, space and location come together beautifully. This impressive 2,786-square-foot single-family residence at 9094 Outlook Rock Trail offers a thoughtfully designed layout with 3 spacious bedrooms and 3 full bathrooms, providing the perfect balance of functionality and style. From the moment you step inside, you're greeted by an open and inviting atmosphere, ideal for both everyday living and entertaining. The expansive living areas are filled with natural light and flow seamlessly into a well-appointed kitchen, creating a central gathering space for family and guests alike.

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Featured

Managed by PMI Property Alliance

$2,649

House3 Beds2 Baths1,536 ft²

4205 Blue Major Dr

Windermere, FL 34786

Presenting a stunning 3-bedroom, 2-bathroom residence nestled in the coveted Summerport neighborhood of Windermere. This immaculate home combines modern comfort with timeless elegance, providing an ideal living experience. The property boasts proximity to excellent A-rated schools, making it an ideal choice for families seeking quality education within convenient walking or biking distance. The interior features upscale finishes, including granite countertops and stainless steel appliances, showcasing a commitment to both style and functionality. Impeccably tiled throughout, this residence offers a seamless blend of aesthetics and practicality. Beyond the confines of the home, residents are treated to outstanding community amenities.

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Featured

Managed by Clear Blue Sky

$2,890

House3 Beds3 Baths2,175 ft²

13997 Darchance Rd

Windermere, FL 34786

Available now. 3 Bedroom, 3 Bathroom, 2 car garage. Bonus room on second floor. Tile floor throughout. Covered screen room. Backs on to trail. $100 app fee per adult, $249 admin fee due on move in, minimum security equal to one month rent. Pet Friendly.

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Featured

Managed by Atrium Management Company

$1,500

House1 Bed1 Bath500 ft²

8588 Powder Ridge Trail

Windermere, FL 34786

Welcome to your private retreat in the highly desirable community of Windermere. This well-maintained 1-bedroom, 1-bathroom carriage house offers comfort, privacy and convenience in a quiet residential setting. Situated above the garage with it's own private entrance, this detached home provides an independent and peaceful lifestyle. Note: This Property Includes All Utilities And Internet. Interior Highlights: This clean, move-in ready space features a bright, open-concept living area and a functional layout designed for everyday comfort. The kitchen comes equipped with a refrigerator, stove and microwave, while the spacious bedroom offers great natural light and connects to a private full bathroom.

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Featured

Managed by Central Florida Property Management

$8,999

House3 Beds3 Baths3,255 ft²

5243 W Lake Butler Rd

Windermere, FL 34786

Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers breathtaking views from virtually every room, creating the ultimate backdrop for serene living and effortless entertaining.

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Updated - today

Managed by Metro City Realty & Condos

$2,850

House4 Beds2.5 Baths2,092 ft²

8642 Powder Ridge Trail

Windermere, FL 34786

Avalibale May 10th, 2026. Beautiful 4 bedroom 2 and bath with a loft and 2 car garage. The kitchen features wood cabinets with granite counter tops and stainless steel appliances. There is a half bathroom on the first floor. Marble counter tops in the bathrooms and the first floor is all tile. Upstairs there is a utility room. Tenant must provide washer and dryer. Tenant responsible for maintaining yard and shrubs. The amenities include walking trails, playground, dog park, community pool and fishing dock. Great schools, Lakeside Village Shopping Center with a Publix Supermarket is at the corner.

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Featured

Managed by Anderson Commercial Real Estate & Asset Management

$2,600

Townhouse3 Beds2.5 Baths1,680 ft²

12722 Salomon Cove Dr

Windermere, FL 34786

3 Bed - 2.5 Bath - 2-Car Garage Townhome in Lake Sawyer, Windermere, FL. Beautiful townhouse built in 2010 with courtyard and detached 2 car garage in Windermere. The home has a large front porch with double doors into the kitchen and eat-in area. The great room has double french doors to the courtyard with a half bath downstairs. The kitchen with granite countertops, wood cabinetry and stainless-steel appliances including a refrigerator, dishwasher, microwave, electric range, washer/dryer located downstairs. Also features french doors that open out to a front covered porch area.

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Featured

Managed by Florida VS Property Management

$2,650

Townhouse3 Beds2.5 Baths1,624 ft²

11642 Water Run Ally

Windermere, FL 34786

3 bedroom 2 bathroom townhouse. Ashlin Park is a peaceful community located in the beautiful town of Windermere. This neighborhood offers a community pool and clubhouse for your comfort and convenience. Ashlin Park is an ideal location due to it's proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World. 1 Year. $149 Non-Refundable Lease Admin Fee. $20 Non-Refundable Pet application fee. $350 NON-Refundable pet fee per pet. $820 Move out Fee. Pet insurance is required (when applies). Renter's insurance is required. HOA approval is required. Amenities: Club house, Conservation areas, ponds, Community Pool.

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Featured

Managed by Metro City Realty & Condos

$2,600

Townhouse3 Beds2 Baths1,706 ft²

5513 Somersby Rd

Windermere, FL 34786

Available June 10, 2026. Schedule a showing for this charming 3 bed 2 bath with a loft today. 2 car garage and wonderfully maintained. Located in the beautiful town of Windermere in SummerPort; this community features lake access, beautiful tree lined streets, fitness center, playground, pool, tennis courts, basketball courts, park and clubhouse. Lawn care included in rent. Tenant must provide washer and dryer. This townhome has a peaceful view of a pond directly across the street and Lake Speer. Great schools are close by, along with grocery stores, shopping, coffee shops and restaurants.

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Featured

Managed by Edney Souza

$2,300

Townhouse3 Beds2.5 Baths1,460 ft²

8265 Maritime Flag St #121

Windermere, FL 34786

Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney. This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience and lifestyle. The monthly rent includes water and access to all community amenities. Enjoy a resort-style pool, tennis court, sand volleyball court, a resident grill area - all designed to enhance your living experience. Inside, the home features a spacious layout and includes a washer and dryer for your convenience.

Managed by LuciNora Legacy Realty

$2,800

Townhouse3 Beds2 Baths1,979 ft²

13743 Bravante Alley

Windermere, FL 34786

Beautiful 3-bedroom, 2.5-bath townhome available for rent in the desirable Vineyards community of Windermere. This spacious two-story home offers approximately 1,996 sq. ft. with an open-concept layout, modern finishes and comfortable living spaces. The first floor features a bright living and dining area, a well-appointed kitchen with stainless steel appliances, ample cabinet and counter space and a convenient half bath. Upstairs, the primary suite includes a walk-in closet and private bathroom with dual sinks. Two additional bedrooms, a full bathroom and an upstairs laundry area complete the second floor.

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Featured

Managed by Real Property Management South Orlando

$2,900

House4 Beds3 Baths2,362 ft²

4835 Blue Major Dr, Oor

Windermere, FL 34786

Discover refined Florida living in this elegant 4-bed, 3-bath home (2,362 sq ft) in Windermere. Built in 2005 on a nearly 8,000 sq ft lot, this residence features hardwood flooring, a detached 2-car garage and an open, sunlit floor plan. Nestled in the highly desirable 34786 zip code, it offers both the charm of suburban tranquility and the convenience of top-rated nearby schools. Your Windermere oasis awaits. Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy.

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Managed by A+ Home Rentals

$2,495

Townhouse3 Beds2.5 Baths1,428 ft²

12982 Kegan St

Windermere, FL 34786

Townhouse - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades. Hardwood floors. Must See. Community Amenities.

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New - 3 days ago

Managed by Intop Property Management

$2,500

Townhouse3 Beds2.5 Baths1,680 ft²

7727 Fairgrove Ave

Windermere, FL 34786

Move-in ready, End Unit. Great layout with plenty of space. French Doors open up to your private paver courtyard off the living room. brank new vinyl flooring, no carpet. Many great design features, including 9-foot ceilings, an Open Kitchen with Dining, Granite counters for the Kitchen and Baths, a Pedestal Sink in the Half bath downstairs, Tile throughout the first floor, laundry room and more. The second floor has 3 bedrooms and 2 full baths. Split floor plan with master suite on one side and 2 bedrooms and a bath on the other.

1 / 10

Updated - today

Managed by Central Florida Property Management

$3,749

House4 Beds3.5 Baths3,423 ft²

6621 Helmsley Circle

Windermere, FL 34786

This 4-bedroom, 3.5-bath home is available for immediate move-in. This property features a comfortable layout with well?appointed bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space and many desirable features. Enjoy the large backyard and a screened?in patio. Upstairs features a large loft area and a lovely porch to relax. You will also have access to the gorgeous community swimming pool, playground and basketball court which are all located just steps from the house. Act now. This one won't last long. Pet Policy: 1 pet max. No puppies, kittens, large breeds or aggressive breeds.

1 / 10

New - 2 days ago

Managed by Number 1 Broker

$3,650

House4 Beds3.5 Baths3,078 ft²

12634 Salomon Cove Dr

Windermere, FL 34786

Located in the heart of Windermere, Westside Village is only minutes away from access to multiple lakes, dining, shopping and A-rated schools. Westside Village has fantastic community amenities including a resort-style pool, clubhouse and playground. Entertain in the combination dining/living room or the outdoors lanai. A first floor den offers space to work from home. Publix and lake side shopping center is a 5 minute walk, Grade A schools, close to Disney and winter garden village. Community Pool, Playground, Cabana, Lawn Care & Refrigerator RANGE/OVEN microwave dishwasher washer/ dryer. Pet Friendly.

Viewing 1-18 of 18 rentals in Windermere

What to Know About

Life in Windermere & Beyond

Windermere shares many of the great qualities that make Florida a desirable place to live.

Florida is a sunshine-filled state known for its beautiful beaches, warm weather, and world-famous theme parks like Walt Disney World, Universal Studios, and Sea World. From its iconic beaches to vibrant cities, you have a unique blend of outdoor adventure and urban excitement. Explore the state's past by visiting attractions like the Kennedy Space Center, the Museum of Florida History, or the Perez Art Museum Miami. In addition, Florida is home to renowned universities such as the University of Florida and Florida State University, University of Miami.

With hundreds of miles of sandy beaches, crystal-clear springs, and lush everglades, Florida is a paradise for visitors and residents alike. The state is also home to several professional sports teams, including the Miami Dolphins (NFL), Tampa Bay Buccaneers (NFL), Florida Panthers (NHL), Tampa Lighting (NHL), Miami Marlins (MLB), Orlando Magic (NBA), and Miami Heat (NBA). Experience all that Florida has to offer, from its stunning beaches and vibrant atmosphere to its rich traditions and thriving economy.

Discover the magic of living in Florida, where the sun shines bright, the economy thrives, and the quality of life is unparalleled, making it the perfect place to call home.

Rental Market Trends

Windermere, FL

As of June 2026, Windermere's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Windermere's average rent is 24.8% ($520) higher than the Florida average of $2,100 and 45.8% ($823) higher than the U.S. average of $1,797.

Average Rent

$2,620

Monthly ChangeMonth Over Month Change

20.6% ($447)

Yearly ChangeYear Over Year Change

26.1% ($542)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$1,834	8.6% ($145)	11.8% ($194)
2 Beds	$2,265	10.6% ($217)	13.4% ($267)
3 Beds	$2,795	1.4% ($39)	8.4% ($216)

Nearby Cities	Average Rent	Avg. Rent vs. WindermereAverage Rent vs. Windermere	Avg. Days on MarketAverage Days on Market
Winter Garden	$2,504	4.4% ($116)	35 days
Ocoee	$1,825	30.3% ($795)	28 days
Clermont	$2,211	15.6% ($409)	28 days
Orlando	$1,808	31% ($812)	31 days
Apopka	$2,056	21.5% ($564)	27 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Windermere Rental Market FAQs

Explore rental prices, market trends, and availability in Windermere, FL.

What is the average rent in Windermere, FL?

The average rent in Windermere, FL is $2,620 per month.

What is the rental price range for houses in Windermere, FL?

Houses in Windermere typically rent for between $1,284 and $3,634 per month, with an average of $2,620 per month.

What is the average rent for different bedroom sizes in Windermere, FL?

In Windermere, the average rent for a 1-bedroom house is $1,834 per month, for a 2-bedroom house, $2,265 per month, and a 3-bedroom house is $2,795 per month.

How do rent prices in Windermere, FL compare with the national average?

The average rent in Windermere is 45.8% ($823) higher than the national average of $1,797 per month.

How have rent prices in Windermere, FL changed recently?

The average rent in Windermere has increased by 20.6% ($447) in the last month and increased by 26.1% ($542) over the past year.

How competitive is the rental market in Windermere, FL?

The rental market in Windermere, FL, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Windermere, FL?

In Windermere, FL, the average rental stays on the market for approximately 30 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Windermere, FL?

There are currently 27 rental properties available in Windermere, FL.

Can I afford to rent a house in Windermere, FL?

Based on the current averages, a household would need an annual income of $90,600 to comfortably afford a 2-bedroom house in Windermere.