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Houses for Rent in Windermere, FL

Average rent

$2,900

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5008 Indian Deer Rd - Photo 1 of 1

5d+ ago

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5008 Indian Deer Rd Windermere, FL 34786

5008 Indian Deer Rd, Windermere, FL 34786

Outdoor space | Garage parking

4 beds

3 baths

$3,010

House for rent

Available Apr 22

Modern Family Home with Premier Community Amenities

This stunning 4-bedroom, 3-bathroom residence spans 2,361 sq ft and offers stylish hardwood floors and a beautifully equipped kitchen with premium finishes. Perfect for entertaining, the spacious backyard is pet-friendly and ready for fun. Enjoy resort-style living with community amenities such as a pool, clubhouse, and sports courts. Experience comfort and convenience with professional management and Smart Home technology.

9042 Arbors Edge Trl - Photo 1 of 1

5d+ ago

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Verified

9042 Arbors Edge Trl, Windermere, FL 34786

On-site laundry | Garage parking | Walk-in closets

4 beds

3 baths

$4,055

$3,940

Price drop

House for rent

Available May 22

Modern Smart Home with Spacious Living Areas

This charming 4-bedroom, 3-bathroom residence spans 2,970 sq ft and features modern smart home technology for convenience. Enjoy stylish interiors with granite countertops, vinyl plank flooring, and a spacious kitchen island. The attached garage and covered patio enhance everyday living. Pet-friendly and designed for comfort, this home is ideal for families seeking a vibrant lifestyle—don't miss out!

5513 Somersby Rd - Photo 1 of 1

23h ago

Townhouse for rent in Windermere

House for rent

3636 Lake Buynak Rd - Photo 1 of 1

1d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

3636 Lake Buynak Rd, Windermere, FL 34786

In-unit laundry | Garage parking | Fireplace

2 beds

2 baths

$3,500

House for rent

8642 Powder Ridge Trl - Photo 1 of 1

2d ago

House for rent in Windermere

8642 Powder Ridge Trl, Windermere, FL 34786

Swimming pool | Dishwasher | Microwave

4 beds

2.5 baths

$2,850

House for rent

11507 Charnock Dr - Photo 1 of 1

2d ago

House for rent in Windermere

11507 Charnock Dr, Windermere, FL 34786

Outdoor space | Garage parking | Swimming pool

4 beds

2.5 baths

$2,899

House for rent

Available Mar 15

Modern Two-Story Home with Community Amenities

This brand-new, spacious 4-bedroom, 2.5-bath home boasts 2,214 sq ft of modern living space. Highlights include granite countertops, stainless steel appliances, and a bonus area upstairs. Enjoy a corner lot with easy access to a community pool, clubhouse, and playground. Conveniently located just minutes from Walt Disney World and major roads, this home offers a perfect blend of comfort and accessibility for a vibrant lifestyle. Pet-friendly for one small pet!

Nearby rental good for eco-living

Nearby rental good for pet owners

7255 Shadeview Aly - Photo 1 of 1

2d ago

Townhouse for rent in Windermere

7255 Shadeview Aly, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$3,000

$2,810

Price drop

House for rent

Available Mar 30

Bright & Spacious Townhome with Poolside Retreat

This inviting 3-bed, 2.5-bath townhome offers a bright main floor layout with natural light, perfect for relaxing or entertaining. The primary suite features an en-suite bath, with flexible spaces designed for bedrooms or a home office. Enjoy outdoor living in the private courtyard or take advantage of community amenities including a pool, clubhouse, and playground. Conveniently located, this home includes a 2-car garage and lawn care service, ensuring effortless living.

14084 Bridgewater Crossings Blvd - Photo 1 of 1

3d ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

14084 Bridgewater Crossings Blvd, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,400

House for rent

Stylish Townhouse with Resort-Style Amenities

Experience Windermere living in this beautifully maintained 3-bedroom, 2.5-bathroom townhouse featuring a bright layout and colonial-inspired exterior. This 1,490 sq. ft. home includes a serene indoor/outdoor courtyard and an attached two-car garage. Community amenities include a clubhouse, pool, tennis and basketball courts, and convenient on-site services, creating a vibrant lifestyle just over a mile from top-rated schools and shopping essentials.

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9014 Outlook Rock Trl - Photo 1 of 1

4d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9014 Outlook Rock Trl, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$3,700

House for rent

Spacious Windermere Retreat Minutes from Disney

This expansive 4-bedroom, 3-bath home offers 3,057 sq ft of comfortable living in a premier neighborhood, just 10 minutes from Disney. Choose furnished or unfurnished options. Enjoy perks like free high-speed internet, lawn care, and access to a community pool and clubhouse. Located near top-rated schools and surrounded by shopping, dining, and scenic walking trails, this residence combines convenience with a vibrant lifestyle.

8253 Maritime Flag St #109 - Photo 1 of 1

4d ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8253 Maritime Flag St #109, Windermere, FL 34786

In-unit laundry | High ceilings | Carpet

3 beds

2.5 baths

$2,450

House for rent

Stylish Townhome with Modern Features & Amenities

This spacious 3-bedroom, 2.5-bath townhome boasts 1,446 sq. ft. of modern living in the sought-after Lakeside Village community. Highlights include an open-concept layout, granite countertops, and stainless steel appliances. Enjoy the convenience of nearby top-rated schools, shopping, and restaurants, along with community sidewalks and green spaces. Close access to major roadways makes it easy to reach Walt Disney World and Orlando's attractions. Rent this stylish home today!

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These rentals are 10%-30% cheaper than the local average price for similar rentals.

8658 Brookvale Dr - Photo 1 of 1

4d ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8658 Brookvale Dr, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,450

House for rent

Bright Townhome with Private Courtyard & Pool Access

Embrace comfortable living in this beautiful 3-bed, 2.5-bath townhome featuring 1,406 sq. ft. of bright space and high ceilings. Enjoy the luxury of a two-car garage and a private courtyard for outdoor relaxation. The community offers scenic walking trails, a junior Olympic-sized swimming pool, and is conveniently located near attractions, shopping, and A-rated schools. Perfect for those seeking a serene lifestyle in the highly sought-after Windermere area.

11745 Via Lucerna Cir - Photo 1 of 1

4d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

11745 Via Lucerna Cir, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$4,689

$4,400

Price drop

House for rent

Exquisite Luxury Home with Private Pool & Spa

Experience the height of luxury in this stunning 4-bedroom, 2.5-bathroom single-story home, beautifully updated with high-end finishes. Spanning 2,236 square feet, this modern sanctuary features an elegant pool and spa with a soothing saltwater system, perfect for year-round relaxation. Enjoy spacious living with vaulted ceilings and walk-in closets, while the 24/7 gated Belmere community ensures peace of mind and comfort in a sophisticated setting.

801 W 2nd Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

801 W 2nd Ave, Windermere, FL 34786

On-site laundry | Outdoor space | Storage

5 beds

6.5 baths

$15,999

House for rent

Available Apr 26

Luxurious Lakefront Estate with Stunning Upgrades

Experience the pinnacle of refined living in this exceptional 5-bedroom, 6.5-bath lakefront estate spanning 5,639 sq ft on the Butler Chain of Lakes. Recent upgrades enhance the gourmet kitchen and expansive living areas, while outdoor spaces are perfect for entertaining with a summer kitchen and private dock. Highlights include a grand foyer, spa-like primary suite, custom home theater, and a luxury pool area, all offering breathtaking water views and maintenance-free living.

9094 Outlook Rock Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

3 beds

2.5 baths

$3,500

House for rent

Available May 2

Spacious Family Home Perfect for Living & Entertaining

This impressive 2,786 sq. ft. home features a well-designed layout with 3 spacious bedrooms and 3 full bathrooms. The bright, open living areas create an inviting space for relaxation or gatherings, seamlessly flowing into a well-appointed kitchen. Located in a desirable Central Florida community, this residence offers easy access to top-rated schools, dining, and shopping, while maintaining the tranquil charm of Windermere living. Perfect for both everyday life and entertaining!

13014 Langstaff Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

COMING SOON! Beautiful 2 Bed 2.5 Bath Townhouse! Make an offer! Apply Today!

13014 Langstaff Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Hardwood floor

2 beds

2.5 baths

$2,100

House for rent

Charming Townhouse with Modern Amenities Awaiting You

This inviting 2-bedroom, 2.5-bath townhouse offers a perfect blend of comfort and style in 1,250 square feet. Enjoy the spacious living and breakfast areas, while the modern kitchen features essential appliances. With assigned parking and a fenced yard, it’s pet-friendly and ideal for your next chapter. Schedule your showing today and take the first step towards your new home!

13718 Beckman Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

13718 Beckman Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,700

House for rent

Modern Townhouse with Resort-Style Amenities

Experience comfort in this stunning 3-bedroom, 2.5-bath townhouse featuring a stylish kitchen with upgraded 42" cabinets and stainless steel appliances. With 1,912 sq ft of modern living space, enjoy the master suite with a walk-in closet and dual sinks. Residents have access to a club house and inviting pool, perfect for relaxation and social gatherings. This home is an ideal blend of convenience and contemporary allure, making it a fantastic choice in the Windermere area.

8145 Serenity Spring Dr #GE - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8145 Serenity Spring Dr #GE, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,350

$2,200

Price drop

House for rent

Modern Townhome in Resort-Style Community

This stunning 3-bedroom, 2.5-bath townhome offers a perfect blend of comfort and style, featuring upgraded wood cabinets, granite countertops, and stainless steel appliances. Located in a gated community, enjoy resort amenities like a pool, fitness center, and serene walking trails around a pond. The convenient location is just minutes from Windermere and Disney, with easy access to dining and shops. Plus, the HOA takes care of water, sewer, trash, cable, and internet!

12654 Langstaff Dr - Photo 1 of 1
3D tour

5d+ ago

Townhouse for rent in Windermere

12654 Langstaff Dr, Windermere, FL 34786

In-unit laundry | Outdoor space | Swimming pool

2 beds

2.5 baths

$2,150

House for rent

Charming Townhouse with Lush Courtyard & Community Perks

This delightful 2-bedroom, 2.5-bath townhouse is filled with natural light and features stylish ceramic tiles in the common areas. The modern kitchen with an island flows seamlessly to the dining area, perfect for entertaining. Enjoy the private fenced courtyard and a two-car garage. Each bedroom boasts its own en-suite bathroom, including a spacious master suite with a garden tub. Located in the desirable Lake of Windermere community with fantastic amenities like a pool and playgrounds.

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12965 Langstaff Dr #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

12965 Langstaff Drive - 1

12965 Langstaff Dr #1, Windermere, FL 34786

3 beds

2.5 baths

$2,500

House for rent

Available Apr 15

Contemporary Townhome with Serene Courtyard Retreat

This beautifully crafted 3-bedroom, 2.5-bath townhome features all-flooring living and a renovated kitchen with stainless steel appliances. A charming courtyard enhances the tranquil atmosphere, while a two-space garage adds convenience. Located near a conservation area and in a peaceful neighborhood with excellent schools, this home perfectly blends comfort and accessibility for a vibrant lifestyle.

7652 Ripplepointe Way #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Ripplepointe 7652 - 1

7652 Ripplepointe Way #1, Windermere, FL 34786

Garage parking | Air conditioning | Swimming pool

3 beds

2.5 baths

$2,800

House for rent

Available May 1

Bright & Spacious Townhome with Upgraded Features

Experience modern living in this brand-new Windermere townhome featuring 3 bedrooms and 2.5 bathrooms across 1,881 sq ft. Enjoy the upgraded kitchen with granite counters, stainless appliances, and an island. Convenient in-unit laundry, along with community amenities like a pool, tennis courts, and trails, enhance the living experience. Plus, benefit from deposit-free living options for qualified renters! Pet-friendly with specific breed considerations.

4835 Blue Major Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

House for rent

Elegant 4-Bed Florida Home with Spacious Layout

Experience refined living in this stylish 4-bedroom, 3-bath home spanning 2,362 sq ft. Built in 2005 on a large nearly 8,000 sq ft lot, it features beautiful hardwood flooring and a bright, open floor plan. Perfectly situated in the desirable 34786 area, this home offers a blend of suburban tranquility and access to top-rated schools, making it an ideal choice for families seeking comfort and convenience.

7307 Penkridge Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7307 Penkridge Ln, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$2,800

House for rent

Modern Townhome with Inviting Community Amenities

Experience comfort in this stunning 4-bedroom, 2.5-bath townhome in the sought-after Windermere Sound community. Spanning approximately 1,997 sq ft, the open layout is perfect for entertaining. Enjoy community perks like a pool, clubhouse, and playground, all within easy reach of shopping and top-rated schools. The primary bedroom offers a private retreat, making this home ideal for both relaxation and everyday living.

11450 Arborside Bend Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

11450 Arborside Bend Way, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$3,800

House for rent

Elegant Pool Home in Serene Gated Community

This beautifully maintained 4-bedroom, 3-bathroom home boasts an open floor plan with high ceilings and a spacious family room. The kitchen features a breakfast nook overlooking the screened-in pool and lanai. The primary suite offers dual closets and spa-like amenities with direct pool access. Nestled on a private 0.25-acre lot in Glenmuir, residents enjoy a community park with playgrounds and convenient access to top-rated schools and nearby attractions.

8520 Greenbank Blvd - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8520 Greenbank Blvd, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,150

House for rent

Family-Friendly Retreat with Disney Fireworks Views

This charming, open-concept home features 3 bedrooms and 2 bathrooms across 1,726 sq ft, perfect for modern living and entertaining. Enjoy privacy in the fully fenced backyard while watching Disney fireworks. Additional highlights include solar panels, a two-car garage, and community amenities like a swimming pool and playground, making it the ideal setting in a beautiful gated neighborhood.

8414 Vivaro Isle Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8414 Vivaro Isle Way, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

5 beds

4 baths

$5,250

House for rent

Elegant Mediterranean Estate with Resort-Style Pool

This stunning 5-bedroom, 4-bathroom Mediterranean estate features a spacious open floor plan with a gourmet kitchen boasting quartz countertops and top-of-the-line appliances. Experience outdoor luxury with a custom saltwater pool and spa, complemented by a Travertine deck and an outdoor bar. The serene master suite offers walk-in closets and a luxurious bath, while a versatile bonus room awaits upstairs. Energy-efficient features ensure comfort and peace of mind. Perfect for family living and entertaining!

8470 Iron Mountain Trl - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8470 Iron Mountain Trl, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,800

House for rent

Modern Townhome with Private Courtyard & Amenities

This pristine 3-bedroom, 2.5-bath townhome features a spacious 1,644 sq ft layout with a modern kitchen that boasts granite countertops and stainless steel appliances. Enjoy bright open-concept living spaces, a generous primary suite with an en-suite bathroom, and a private courtyard for relaxation. Located within the sought-after Windermere Trails community, residents have access to a pool, playgrounds, and walking trails, all while being close to shopping and dining.

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12761 Bideford Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

12761 Bideford Ave, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$3,400

House for rent

Elegant Corner Lot Home with Pool & Amenities

This beautiful 4-bedroom, 2.5-bath home in Lakes of Windermere offers spacious living with a formal dining area and a stylish kitchen featuring granite countertops and stainless steel appliances. The expansive master suite boasts a large closet and luxurious bath. Enjoy relaxing on the screened back lanai or front porch. Community amenities include a pool, tennis court, and walking trails, plus excellent schools nearby and convenient access to shopping and parks.

8320 Bryce Canyon Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8320 Bryce Canyon Ave, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$2,950

House for rent

Bright & Modern Home with Spacious Front Porch

Experience the charm of this newly updated 4-bedroom, 2.5-bath single-family home spanning 2,047 sq ft in the desirable Windermere Trail community. The high-ceiling living room floods with natural light, leading to a gourmet kitchen with granite counters and stainless steel appliances. Enjoy a loft area, a luxurious master suite with an oversized walk-in closet, and convenient laundry facilities. Steps from the clubhouse, pool, and playground, this home offers a perfect blend of comfort and community.

13845 Ancilla Blvd - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

13845 Ancilla Blvd, Windermere, FL 34786

In-unit laundry | Outdoor space | Storage

2 beds

2 baths

$2,435

House for rent

Charming Townhome with Scenic Pond Views

This beautifully updated corner-unit townhome features 2 bedrooms and 2 bathrooms, offering a bright interior and an inviting ambiance. The fully equipped kitchen and spacious master suite with a walk-in closet enhance comfort. Enjoy serene sunsets from the private patio overlooking a picturesque pond and a front-row view of Disney fireworks. Community amenities include a pool, fitness center, and courts for outdoor fun. A two-car garage adds convenience to this delightful home.

12863 Holdenbury Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

12863 Holdenbury Ln, Windermere, FL 34786

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,850

House for rent

Spacious Home with Upgrades & Community Amenities

A stunning 3-bedroom, 2-bath rental boasting 2,148 sq ft in the desirable Lakes of Windermere. Freshly painted interiors showcase luxury vinyl floors, a large primary suite with custom closets, and a beautifully updated kitchen featuring quartz countertops and stainless appliances. Enjoy the expansive backyard and screened lanai, while the community offers a pool, tennis courts, and playgrounds. Zoned for A-rated schools, it’s convenient to shopping and a short drive to Disney Parks.

13466 Zori Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

13466 Zori Ln, Windermere, FL 34786

In-unit laundry | Garage parking | Air conditioning

4 beds

3 baths

$4,500

House for rent

Stunning Family Home with Pool & Spa Oasis

This well-maintained 4-bedroom, 3-bath home spans 2,813 sq. ft. in the desirable Providence community. With an open floor plan, high ceilings, and an inviting entertainment wall with a fireplace, it’s perfect for gatherings. Enjoy the private pool and spa, new roof and AC installed in 2020, and a convenient 3-car garage. Close to A-rated schools, shops, and dining—this home blends comfort and convenience effortlessly.

6876 Merrick Landing Blvd #1 - Photo 1 of 1

5d+ ago

House for rent in Windermere

6876 Merrick Landing Boulevard - 1

6876 Merrick Landing Blvd #1, Windermere, FL 34786

Studio

1 bath

$3,200

House for rent

Available Mar 18

11051 Coniston Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

11051 Coniston Way, Windermere, FL 34786

In-unit laundry | Outdoor space | Storage

5 beds

5.5 baths

$13,500

House for rent

Luxurious Custom Home with Stunning Outdoor Oasis

Experience unparalleled sophistication in this exquisite 5-bedroom, 5.5-bath custom residence spanning 5,498 sq ft. Highlights include an expansive chef's kitchen with premium appliances, a versatile game room, and a dedicated theater room. The outdoor space is a true retreat, featuring a grand pool with spa and captivating water features. Boasting elegant finishes and a seamless floor plan, this home offers an exceptional lifestyle in a prime location.

5243 W Lake Butler Rd - Photo 1 of 1

5d+ ago

House for rent in Windermere

5243 W Lake Butler Rd, Windermere, FL 34786

In-unit laundry | Outdoor space | Storage

3 beds

3 baths

$9,999

House for rent

Available Apr 27

Exquisite Lakefront Retreat with Resort Amenities

Embrace luxurious lakeside living in this fully renovated 3-bedroom, 3-bath home on Lake Butler. Spanning 3,255 sq ft, the residence features stunning views, a solar-heated pool, and a two-story dock with a boat slip. An expansive luxury kitchen and multiple flexible spaces enhance comfort and style, while the master suite offers serene lake views. Additional highlights include a greenhouse and an air-conditioned shed. Ideal for those who appreciate both relaxation and vibrant entertaining.

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8536 Iron Mountain Trl - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

8536 Iron Mountain Trl, Windermere, FL 34786

In-unit laundry | Dishwasher | Oven

3 beds

2.5 baths

$2,650

House for rent

Modern Townhouse with Luxury Upgrades & Tech Savvy

This brand-new corner townhouse offers 1,822 sq. ft. of stylish living with luxury upgrades throughout. The open-concept design features a master suite on the first floor, two additional bedrooms, and a bonus room upstairs tailored for tech integration. Elegant tile flooring and cozy carpets enhance comfort. Enjoy the convenience of a fenced patio and a garage. Residents benefit from a comprehensive Resident Benefits Package, ensuring a seamless living experience.

307 W 4th Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

307 W 4th Ave, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$5,475

House for rent

Spacious Executive Home with Lagoon Pool Oasis

This charming home features 4 bedrooms (2 primary), 3 baths, and spans 3,190 sq ft on an oversized corner lot. A gourmet kitchen boasts stainless steel appliances and granite countertops, while the family room dazzles with tongue and groove wood ceilings. Enjoy a lagoon-style lap pool with a screen enclosure and a private patio. A newly renovated laundry area adds convenience. Located just blocks from downtown Windermere, offering easy access to shops, dining, and outdoor activities.

9701 Lake Isleworth Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9701 Lake Isleworth Ct, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

3 baths

$12,500

House for rent

Luxurious Golf Villa with Spacious Outdoor Living

Nestled in the exclusive Isleworth Golf and Country Club, this stunning villa offers over 3,500 sq. ft. of elegance. With 3 bedrooms, an office that can serve as a 4th bedroom, and a master suite featuring a garden-view step-down shower, comfort abounds. Experience culinary delights in the notable kitchen with breakfast nook, and enjoy gatherings in the large fenced yard and grill area. An oversized 2-car garage, plus golf cart entrance, completes this exceptional retreat.

11642 Water Run Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

11642 Water Run Aly, Windermere, FL 34786

Swimming pool | Residents lounge | Oven

3 beds

2.5 baths

$2,650

House for rent

Charming Townhouse with Community Amenities Galore

This inviting 3-bedroom, 2.5-bathroom townhouse offers 1,624 sq ft of comfortable living space in the tranquil Ashlin Park community. Enjoy access to a refreshing community pool and clubhouse, perfect for relaxation and socializing. Located near Lakeside Shopping Center and top-rated schools, plus a short drive to Walt Disney World, this home combines convenience with peaceful suburban living, making it an ideal retreat for families and professionals alike.

6836 Trellis Vine Loop #NA - Photo 1 of 1

5d+ ago

House for rent in Windermere

6836 Trellis Vine Loop - N/A

6836 Trellis Vine Loop #NA, Windermere, FL 34786

5 beds

3 baths

$3,300

House for rent

Available Nov 15

Spacious Two-Story Home with Modern Elegance

This beautifully designed two-story residence features 5 bedrooms and 4 bathrooms within 2,773 sq ft, perfect for effortless entertaining. The open concept great room merges dining and living spaces, while large windows enhance connectivity to outdoor views. A well-appointed kitchen boasts an oversized island and ample pantry storage. The first floor includes a cozy bedroom suite, and upstairs, the master suite offers a luxurious retreat. Located near the enchanting Butler Chain of Lakes and vibrant Windermere amenities.

9088 Outlook Rock Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9088 Outlook Rock Trl, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

5 beds

4 baths

$3,950

House for rent

Luxury Living Near Disney with Spacious Outdoor Retreat

This stunning 5-bedroom, 4-bath home offers an exceptional layout, featuring two private en-suite master bedrooms perfect for privacy. With 2,800 sq ft of luxurious space, enjoy a massive paved back patio ideal for entertaining or relaxing. Situated in a vibrant community with top-rated schools and a resort-style pool, this property is less than 10 minutes from Disney, making it a perfect central Florida retreat. Lawn care and air filter service included for added convenience.

12647 Arley Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

4 beds

2.5 baths

$2,900

House for rent

Spacious Executive Home with Modern Updates

This impressive 4-bedroom, 2.5-bath home offers an expansive 6,000 square feet of living space, perfect for comfort and style. Recent upgrades include a new roof and HVAC system, ensuring your peace of mind. Enjoy a well-maintained interior ready for occupancy, with fresh carpets to be steam cleaned before move-in. A prime location enhances the appeal of this beautiful home, making it an ideal choice for any family seeking spacious living in Windermere.

4324 Blue Major Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

4324 Blue Major Dr, Windermere, FL 34786

Outdoor space | Storage | Garage parking

5 beds

4.5 baths

$4,500

House for rent

Luxurious Home with Spacious Layout & Park Views

This magnificent 5-bedroom, 4.5-bathroom residence showcases an open floor plan with soaring ceilings and abundant natural light. The chef's kitchen features modern stainless-steel appliances, a generous island, and a butler's pantry, perfect for entertaining. Enjoy a first-floor suite complete with an in-suite bath, and a large home office. A 3-car garage and long driveway offer ample parking. Located near Windermere school zoning and a kid's park, this home blends luxury with convenience.

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10733 Village Lake Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

10733 Village Lake Rd, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

3.5 baths

$3,475

House for rent

Stylish Townhome with Dual Master Suites & Courtyard

This newly renovated 4-bedroom, 3.5-bathroom townhouse boasts an open floor plan with chic tile flooring and a gourmet kitchen featuring stainless steel appliances and granite countertops. Two master suites provide convenience, including one with a private patio. Enjoy the spacious second floor with two additional bedrooms, and a convenient laundry area with included washer and dryer. Rent includes lawn care and unique resident benefits like concierge services and 24/7 maintenance. Ideal for modern living!

5589 Remsen Cay Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

5589 Remsen Cay Ln, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$2,340

House for rent

Spacious Tech-Friendly Home with Luxurious Upgrades

Located in Windermere's Summerport community, this 4-bed, 2.5-bath home features a spacious open floor plan with 2,600 sq ft of living space. The exquisite kitchen dazzles with contemporary counters and stainless steel appliances, while the primary bath offers designer touches. Enjoy community amenities including a pool, tot lot, and more. Stay connected with advanced Smart Home technology for seamless living.

6910 Corley Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

House for rent

Spacious & Ready-to-Move-In Family Home

This stunning home features 3 bedrooms and 2 full bathrooms, offering a generous 2,824 square feet of living space. Perfect for families seeking comfort and convenience, this move-in ready residence is designed for modern living with ample room for all. Enjoy a great location that enhances daily life, making it an ideal choice for your next home.

6926 Cucamelon Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

6926 Cucamelon Ct, Windermere, FL 34786

Swimming pool | Fireplace | Furnished

5 beds

4 baths

$4,500

House for rent

Luxurious Home with Pool & Solar Features

This stunning 5-bedroom, 4-bath home offers a blend of luxury and comfort, featuring an open floor plan, chef’s kitchen with double ovens, and a spacious living area with a new electric fireplace. The outdoor oasis boasts a sparkling saltwater pool surrounded by mature landscaping, ideal for entertaining. The primary suite includes a large walk-in closet and spa-like bath, while additional bedrooms provide beautiful lake views. Enjoy modern smart home features and the benefits of solar energy in this exceptional Windermere residence.

11909 Cave Run Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

11909 Cave Run Ave

11909 Cave Run Ave, Windermere, FL 34786

Outdoor space | Storage | Swimming pool

4 beds

3.5 baths

$2,650

House for rent

Available May 16

Spacious Windermere Home with Resort-Style Pool

Experience luxurious living in this spacious 4-bed, 3.5-bath Windermere Trails home. Designed for comfort, it features an open floor plan and a convenient guest suite. Upstairs, find a roomy master suite and a large utility room. Enjoy top-rated schools and a prime location near Lakeside Village. Rent includes lawn care and exterior pest control, plus access to a resort-style swimming pool. Pet-friendly with ample storage throughout.

Showing 1 - 47 of 47 results
Home > House Rentals in Windermere
Updated: May 2, 2026

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🌇Available house rentals47 houses
💰Best rent deal13014 Langstaff Dr
🍃With outdoor space
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