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Apartments for Rent in Windermere, FL

102 rentals

11446 Jasper Kay Ter #1017 - Photo 1 of 1

5d+ ago

Apartment for rent in Windermere

$2,400 - 3 Bedroom 2 Bathroom Apartment In Windermere

11446 Jasper Kay Ter #1017, Windermere, FL 34786

In-unit laundry | Air conditioning | Balcony

3 beds

2 baths

$2,400

Apartment for rent

Available Jan 1

Modern Apartment with Community Perks & Convenience

Recently renovated, this unfurnished 3-bedroom, 2-bath apartment features stainless steel appliances and tile flooring throughout. Enjoy in-unit laundry and a private balcony. Located in the desirable Lakeside of Windermere community with a clubhouse and pool, this space offers easy access to Orlando and major highways, making commuting effortless. All utilities are tenant responsibility, and no pets are allowed. Ideal for a comfortable, vibrant lifestyle!

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

$2,750

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.

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.

8582 Powder Ridge Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8582 Powder Ridge Trl, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

3 beds

2.5 baths

$2,600

House for rent

Elegant Lakeside Retreat with Resort-Style Amenities

Experience modern living in this upgraded 3-bedroom, 2.5-bathroom home boasting an open-concept layout for effortless entertaining. Features include high-end KitchenAid appliances, granite countertops, and custom shutters. The outdoor space is perfect for relaxation with a fully fenced yard and pavered deck. Located near Bay Lake Elementary, this pet-friendly property also offers access to a community pool, clubhouse, and fitness area, just minutes from shopping and Disney parks.

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 | Garage parking | Swimming pool

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 | Garage parking | Swimming pool

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 | Garage parking | On-site laundry

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.

7211 Still Pond Ln #7211 - Photo 1 of 1

5d+ ago

Apartment for rent in Windermere

4 BR, 4 BA in Ashlin Park

7211 Still Pond Ln #7211, Windermere, FL 34786

On-site laundry | Walk-in closets | Outdoor space

4 beds

4 baths

$4,490

Apartment for rent

Available Jan 31

Elegant Model Home with Solar Savings & Luxe Upgrades

This stunning 3,091 sq. ft. model home is situated on a premium corner lot and features luxurious living spaces, including a family room with wood ceilings and a chef's kitchen with quartz countertops. Four bedrooms, including a master suite with a custom walk-in closet, provide ample comfort. Enjoy a tranquil backyard, a leased solar panel system for reduced energy costs, and amenities like pools and trails in this vibrant community. Perfect for cozy family living!

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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

Furnished | Swimming pool | Walk-in closets

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.

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4324 Blue Major Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

4324 Blue Major Dr, Windermere, FL 34786

Garage parking | Storage | Carpet

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.

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.

8156 Boat Hook Loop - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

8156 Boat Hook Loop, Windermere, FL 34786

In-unit laundry | Balcony | Swimming pool

3 beds

2 baths

$2,200

Condo for rent

Resort-Style Living Near Disney with Pool Views

Experience upscale resort living in this spacious 3-bed, 2-bath condo with 1,442 sq ft of modern upgrades. Enjoy parquet flooring, granite countertops, and a large balcony. Situated on the 2nd floor with elevator access. Community features include a pool, tennis and basketball courts, fitness center, and more. Minutes from top-rated schools, Disney, dining, and shopping, this Windermere unit offers luxury and convenience.

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

Swimming pool | Storage | Outdoor space

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 > Apartments in Windermere
Updated: March 18, 2026

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Local insights: What it's like to live in Windermere, FL

Windermere, FL, offers a relaxed suburban atmosphere that many residents appreciate. Parks and lakes provide a nice backdrop for outdoor activities, while the community’s proximity to shopping and recreational options makes daily conveniences accessible. Families often highlight the quality of local schools and the sense of safety in the neighborhood. However, some residents note that traffic can be frustrating, particularly during peak hours, and rising rental prices have made affordability a concern for renters. Overall, the blend of natural beauty and suburban amenities seems to capture the attention of those living here.

How much is the average rent in Windermere, FL for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Windermere, FL is approximately $1,615, while a 2-bedroom apartment averages around $2,020.

Are rents going up or down in Windermere, FL?

Rents in Windermere have experienced a slight decline in 2024, with an overall decrease of approximately 4.7% year-over-year. However, 1-bedroom rents have seen a modest increase of 2.8%.

When is the best time to look for an apartment in Windermere, FL?

The best time to look for an apartment in Windermere is during the winter months, particularly in November, when demand is lower, potentially offering better prices, although the selection may be limited.

Are there pet-friendly apartments in Windermere, FL?

Yes, there are pet-friendly apartments in Windermere, with approximately 41.55% of listings being pet-friendly.

Are utilities usually included in rent in Windermere, FL?

Utilities are included in only about 8% of rental listings in Windermere, FL, indicating it is not a common inclusion.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Windermere, FL near you?

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💰Best rent deal8156 Boat Hook Loop
Popular amenities, ,
🧦In-unit laundry
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