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Houses for Rent in Windermere, FL

60 rentals

9508 Pine Terrace Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9508 Pine Terrace Ct, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,300

House for rent

Renovated Oasis with Screened Pool & Prime Location

This beautifully renovated 3-bedroom, 2-bath home spans 1,723 sq ft and features an inviting open concept design, blending living, family, and dining areas. The split bedroom layout enhances comfort and privacy. Step outside to a private backyard oasis complete with a screened-in pool, perfect for year-round outdoor enjoyment. Situated just 15 minutes from Disney and Universal, this home offers unmatched convenience and comes with included lawn care and pool service for a carefree lifestyle.

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.

10733 Village Lake Road - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

10733 Village Lake Road, Windermere, FL 34786

In-unit laundry | Outdoor space | Garage parking

4 beds

3.5 baths

$3,075

House for rent

Stunning Townhome with Gourmet Kitchen & Two Masters

This newly renovated 4-bedroom, 3.5-bath townhome features a spacious open concept living area with tile flooring and a gourmet kitchen equipped with stainless steel appliances and granite countertops. With two master bedrooms—one on each floor—each boasting double vanities and mosaic tile showers, this home is perfect for families. A cozy outdoor patio and an attached 2-car garage add to the appeal, while included lawn care and a comprehensive resident benefits package enhance convenience and comfort.

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.

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.

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.

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.

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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.

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.

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Home > House Rentals in Windermere
Updated: March 20, 2026

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🌇Available house rentals60 houses
💰Best rent deal5589 Remsen Cay Ln
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