Find Rentals in Windermere

Homes for Rent Houses for Rent Apartments for Rent See Newest Listings

Explore Listings

Browse Rentals Browse Houses Browse Apartments

Market Trends

Rental Market Trends Hottest Rental Markets

Property Managers

List Your Rentals Property Manager Directory Listings Quality Policy

Renter Resources

Rent Calculator Rent vs. Buy Calculator Moving Center Search with AI Avoid Rental Scams

Help & Support

Blog FAQs About Us Contact Us

Save homes you like and get email alerts for new listings.

Filters Save search Homes for you

Homes & Apartments for Rent in Windermere, FL

1-20 of 30 rentals

House for rent at 11773 Bella Milano Court, Windermere, FL 34786

1/20

Featured

Managed by Central Florida Property Management

$3,795

House5 Beds3.5 Baths2,626 ft²

11773 Bella Milano Court

Windermere, FL 34786

This spacious 5-bedroom, 3.5-bath residence is available for immediate move-in and ideally situated on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy exceptional privacy on an oversized lot with peaceful wooded conservation views and a park bordering the rear of the property with no through access. Inside, engineered hardwood and tile flooring complement the open living areas and impressive vaulted ceilings. The spacious primary suite offers a private retreat with a garden tub, separate shower, dual vanities, private water closet, walk-in closet, and an adjoining sitting room with its own exterior access to the backyard.

1/20

Featured

Managed by The Listing Real Estate Management

$2,705

$2,754/mo with required fees

Townhouse3 Beds2.5 Baths1,912 ft²

13796 Beckman Dr

Windermere, FL 34786

Stunning townhome now available for RENT. This home offers over 1,900 square feet of living space with 3BD/2.5BTH. You'll fall in love the moment you arrive - enjoy a cup of coffee overlooking your well manicured front yard while swinging on in your covered front porch swing. The home boasts an open concept living area with natural light and bright luxury features such as wainscoting in the dining room. The kitchen features custom tiled backsplash, SS appliances and eat-in bar with pendant lights.

1/10

Special offer

Managed by Specialized Property Management - Orlando

$2,600

$2,718/mo with required fees

House4 Beds2 Baths2,074 ft²

12986 Holdenbury Lane

Windermere, FL 34786

Special $1000 Off Rent If You Sign A Lease Before 10/30. (will be applied on 2n mo rent). Discover this stunning 4-bedroom, 2-bathroom home nestled in the desirable Windermere Terrace neighborhood. The open-concept layout is flooded with natural light thanks to expansive windows, highlighting the beautiful tile flooring throughout. The modern kitchen features elegant granite countertops, all-black appliances, and ample cabinet and counter space, making it perfect for cooking and entertaining. Spacious bedrooms offer large closets, providing plenty of storage. Step outside to enjoy the sizable patio, ideal for outdoor gatherings. The property also includes a convenient 2-car garage.

1/10

Managed by The Carvajal Group

$2,900

House3 Beds2.5 Baths2,231 ft²

13762 Summer Harbor Court

Windermere, FL 34786

Welcome to modern comfort and scenic views in this beautifully updated waterfront 3-bedroom, 2.5-bath residence located at 13762? Summer? Harbor? Court in the sought-after Summerport community of Windermere. Enjoy stunning pond views from your front porch and nightly Disney fireworks displays-all from the comfort of home. Step inside to find a fresh, move-in-ready interior featuring tile flooring throughout the main level and luxury vinyl plank upstairs-no carpet anywhere. The entire interior has been professionally repainted with a light, neutral palette.

1/10

Managed by Keller Williams at the Parks

$3,550

House4 Beds3.5 Baths2,752 ft²

13633 Riggs Way

Windermere, FL 34786

Move in Special. $1000 OFF 1 Months Rent Get ready to spread out. This impressive 4-bedroom, 3.5-bathroom, two-story Windermere home offers the space, flexibility, and features that are hard to find in a rental. With two en-suite bedrooms, formal living and dining areas, a separate family room, and a 2-car garage, there's plenty of room to create spaces for relaxing, entertaining, working from home, or hosting guests. At the heart of the home is a spacious eat-in kitchen with stainless-steel appliances, including a refrigerator, range, dishwasher, and microwave.

1/5

Price cut $100

Listed by a leasing agent

$2,700

Townhouse3 Beds3 Baths1,552 ft²

8674 Wellington Blue Lane

Windermere, FL 34786

Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike. The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with abundant cabinetry, generous counter space, modern appliances, and a large island-perfect for cooking, entertaining, or gathering with family and friends. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary suite with a private bathroom.

1/10

Price cut $50

Managed by Eastshore Realty Group

$2,150

Townhouse2 Beds2.5 Baths1,320 ft²

12740 Langstaff Dr

Windermere, FL 34786

Lakes of Windermere. This very well maintained 2 bed / 2.5 bath and recently painted townhome is conveniently located in the highly desired Lakes of Windermere subdivision only minutes from Disney, shopping, & major roadways. Features include tile floors throughout the downstairs living, fully equipped kitchen with solid wood cabinets & cooking island, private fenced brick paved patio, & a detached 2 car garage. Other features include two spacious bedrooms each with private bath, ceiling fans & light fixtures. Zoned For A-RATED Schools. Community features a community pool (located across the street), fitness center, & a playground. Grounds maintenance included.

1/10

Managed by Number 1 Broker

$3,300

House4 Beds3.5 Baths2,650 ft²

12928 Westside Village Loop

Windermere, FL 34786

Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. energy-efficient home feature open floor plan. The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room offer great work spaces and the guest suite is ideal for visitors.

1/5

Price cut $205

Listed by a leasing agent

$2,495

Townhouse3 Beds3 Baths1,891 ft²

8615 Via Trieste Dr #1

Windermere, FL 34786

Luxury townhouse in desired upscale Carrington community in Windermere. Lots of upgrades. Modern living. Features: tile thru out first floor, granite counter tops, 42 kitchen cabinets with molding, open floor plan, bedroom downstairs with full bathroom, access to beautiful balcony thru master bedroom, loft upstairs, Court yard between 2 car garage. Community features Cabana house and Pool. Rated A Schools. Close to shopping, restaurants, golf courses, lakes, & theme parks.

1/10

Price cut $100

Managed by Real Property Management South Orlando

$2,395

Townhouse3 Beds2.5 Baths1,480 ft²

7732 Rigby St

Windermere, FL 34786

Gorgeous 3 bedroom 2.5 bathroom townhouse located in Wickham Park. This single family home offers over 1400 square feet of living space, silestone counter tops, stainless steel appliances, kitchen island, breakfast bar, tile, carpet, private courtyard and a two car garage. Wickham Park residents have access to a community pool and clubhouse. Great location. Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13 per month or you can purchase coverage from your preferred provider.

1/10

Managed by Ackley Florida Property Management

$2,900

Townhouse3 Beds2.5 Baths2,100 ft²

5831 Soter Lane

Windermere, FL 34786

Freshly painted townhome in Windermere offers a thoughtful layout with an open floor plan and a water view. The main level showcases stainless steel appliances, granite countertops, a kitchen island, and an inside laundry room, plus a front and side porch and a two-car garage with electric opener. Upstairs, three bedrooms and a loft space provide flexible living areas, including a large primary ensuite and carpet on the second floor. Community amenities, nearby schools, a short drive to stores, and proximity to local attractions complete the package. Lawn/grounds maintenance included and provided by HOA.

1/10

Price cut $100

Managed by WPM Southwest Orlando 308

$2,500

Townhouse3 Beds2.5 Baths1,644 ft²

7751 Fairgrove Ave

Windermere, FL 34786

Enjoy the newly reduced monthly rent plus $200 OFF your first month's rent. This special offer makes now the perfect time to make this rental your new home. Contact us today for details or to schedule your showing. Welcome home to this beautiful 3-bedroom, 2.5-bath townhome located in the desirable Lake Sawyer community of Windermere. This well-maintained home offers an inviting open-concept layout with plenty of space for comfortable living and entertaining. The updated kitchen features stainless steel appliances, granite countertops, a convenient breakfast bar, and a spacious walk-in pantry.

1/10

Featured

Managed by Specialized Property Management - Orlando

$4,199

$4,312/mo with required fees

House5 Beds5.5 Baths3,636 ft²

13236 Orange Isle Dr

Windermere, FL 34786

Rent $4,199 For An 18 MO Lease. or $4,300 For A 12 MO Lease. Discover this stunning 5-bedroom, 5-bathroom home situated in the prestigious Sanctuary at Lakes of Windermere. This spacious residence features a dedicated family room, formal dining area, and a versatile office space, all with a seamless blend of carpet, vinyl, and tile flooring throughout for both comfort and style. The chefs kitchen is a true highlight, equipped with stainless steel appliances, elegant granite countertops, a charming breakfast nook, a stylish backsplash, a spacious pantry, and ample cabinet and counter spaceperfect for culinary enthusiasts and entertaining guests.

1/10

Price cut $25

Managed by A+ Home Rentals

$2,345

Townhouse2 Beds2.5 Baths1,280 ft²

13018 Langstaff Dr

Windermere, FL 34786

Awesome Newly upgraded Townhouse. 2 bed/2bath/2 car garage. Fantastic Windermere location. Super Close to Disney on Lake Reams. Newly painted, new vinyl plank flooring, granite countertops with ceramic countertop, new light fixtures and backyard walkway stone pavers. New microwave, refrigerator and washing machine. Private patio. Amenities: Community Amenities, Stove & None.

1/10

Managed by Real Property Management South Orlando

$3,245

House5 Beds3 Baths2,441 ft²

4161 Blue Major Dr

Windermere, FL 34786

This gorgeous home features an open floor plan, formal living and dining rooms, upstairs master suit features a spa-like bath and huge walk-in closet, 2 car garage, and so much more. Lawn care is included. Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13 per month or you can purchase coverage from your preferred provider. Application Fee-$75 per Adult, Security Deposit-$3245, Pet Fee-$300 (+$50 for second pet); Pet Rent $30 per month; Admin fee-$125. Contact W. (John L.

1/10

Managed by Guarantee Realty

$3,000

House4 Beds2.5 Baths2,683 ft²

6832 Duncaster St

Windermere, FL 34786

Large 4 bedroom and 2.5 bath home with 2 car garage. Enjoy your evening walking around the lake that is directly across the street or enjoying the evenings in screen enclosed lanai overlooking the pond behind the home. This home has an open floor plan with towering ceilings. The family and dining room are followed by a large open kitchen and living rooms. Upstairs is a large primary suite with large bathroom with dual sinks and separate water closet.

1/6

Managed by IRM Investments

$6,500

House4 Beds5 Baths3,650 ft²

11727 Camden Park Dr

Windermere, FL 34786

Nestled within the prestigious, 24-hour guard-gated community of Keenes Pointe, this exceptional residence offers spacious living areas and a thoughtfully designed floor plan, the home is ideal for both everyday living and entertaining. Enjoy a beautifully appointed kitchen, generous bedrooms, and inviting indoor-outdoor living spaces that make the most of Central Floridas year-round sunshine. The private outdoor area provides a tranquil retreat for relaxing, dining, or gathering with family and friends.

1/10

Managed by Real Property Management & Realty

$2,795

House3 Beds2.5 Baths2,196 ft²

13744 Bluebird Pond Rd

Windermere, FL 34786

Available Now. This beautiful 3 bedroom, 2.5 bathroom home is located in the Summerport community near local shops, restaurants, and schools. Features include a spacious main living area with a family room, gorgeous kitchen with gas stove, formal living and dining rooms, a bonus room perfect for a home office, a primary suite downstairs with large walk in closet, a laundry room, a rear entry 2 car garage, screened patio, a pool, and lovely front porch. Community amenities include a pool and tennis courts.

1/2

Listed by a leasing agent

$2,650

Townhouse3 Beds3 Baths1,624 ft²

11642 Water Run Alley

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 its proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World. 1 Year Lease. HOA Approval might be required.

1/5

Managed by IRM Investments

$4,950

House3 Beds3 Baths2,400 ft²

8425 Kemper Lane

Windermere, FL 34786

Great 4 Bedroom 3 Bathroom one story House with private Pool & spa, summer kitchen, office, 2 car garage, fenced back yard with Summer Kitchen. Located in prestigious gated community Keene's Pointe in Windermere. Pool and Lawn care service included in rent. Featured / hot property & available soon. Unit: primary bedroom split, full primary bath, dining in living / great room, oven / range, closet pantry, gas dryer, electric dryer & unfurnished. Community: lake & private spa. Building: single-level, block, stucco & all on one level.

Viewing 1-20 of 30 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

View full report

As of November 2026, Windermere's rental market is balanced, with rentals spending about 36 days on the market, slower than in Florida (30), and rents up 0.9% over the past year. Windermere's average rent is 3.9% ($100) higher than the Florida average of $2,584 and 31.8% ($648) higher than the U.S. average of $2,036.

Average Rent

$2,684

Monthly ChangeMonth Over Month Change

0.47% ($13)

Yearly ChangeYear Over Year Change

0.9% ($24)

Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$1,759	0.15% ($3)	2.6% ($48)
2 Beds	$2,278	0.15% ($3)	1.0% ($24)
3 Beds	$2,940	0.64% ($19)	2.3% ($66)

Nearby Cities	Average Rent	Avg. Rent vs. WindermereAverage Rent vs. Windermere	Days on Market
Winter Garden	$2,698	0.5% ($14)	33 days
Ocoee	$2,296	14.5% ($388)	35 days
Montverde	$2,545	5.2% ($139)	35 days
Clermont	$2,395	10.8% ($289)	31 days
Orlando	$1,934	27.9% ($750)	35 days

Based on rentals advertised on RentalSource in and around Windermere.

Frequently Asked Questions

Windermere Rental Market FAQs

Explore rental prices, market conditions, and affordability in Windermere, FL.

What is the average rent in Windermere, FL?

The average rent in Windermere, FL is about $2,684 per month.

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

In Windermere, the average rent is about $1,759 per month for a 1-bedroom home, about $2,278 for a 2-bedroom home and about $2,940 for a 3-bedroom home.

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

The average rent in Windermere is 31.8% ($648) higher than the national average of $2,036 per month.

How competitive is the rental market in Windermere, FL?

The rental market in Windermere, FL is currently balanced, with rentals spending about 36 days on the market, slower than in Florida (30), and rents up 0.9% over the past year.

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

Based on the current averages, a household would need an annual income of about $91,100 to comfortably afford a 2-bedroom home in Windermere.

What's New on the Blog

Explore recent posts on our blog, curated for renters, landlords, and industry pros.