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Apartments for Rent in Windermere, FL

Average rent

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14415 Crest Palm Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

14415 Crest Palm Ave, Windermere, FL 34786

Dishwasher | Outdoor space | Microwave

6 beds

3 baths

$4,500

House for rent

Elegant, Spacious Home with Modern Amenities

Experience luxurious living in this stunning 6-bedroom, 3.5-bath home, offering 3,764 sq. ft. of contemporary elegance. The open-concept layout seamlessly connects a gourmet kitchen with a large island to a cozy family room. A first-floor master suite provides a spa-like escape, while an upstairs loft and bonus room offer versatile options for entertainment or work. Enjoy smart home features, vibrant community amenities including pickleball courts, and stylish updates throughout.

Citra at Windermere - Photo 1 of 1
Airbnb-friendly
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3d ago

9.9

Excellent

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Citra at Windermere

11353 Citra Circle, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,669–$2,692

Price drop

Apartment for rent

Available Dec 15

Luxury Living with Bowling & Fitness Perks

Residents of Citra at Windermere enjoy a state-of-the-art fitness center, a relaxing pool, and a unique two-lane bowling alley. Experience stylish apartments with granite countertops, large walk-in closets, and stainless steel appliances. Nestled in Windermere, FL, this pet-friendly community offers easy access to shopping, dining, and top-rated schools.

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8265 Maritime Flag Street - Photo 1 of 1

5d+ ago

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8265 Maritime Flag Street, Windermere, FL 34786

In-unit laundry | Dishwasher

3 beds

2 baths

$2,300

Apartment for rent

Modern 3-Bed Apartment in Windermere Living

This spacious 3-bedroom, 2.5-bath apartment offers contemporary comfort in a pet-friendly environment. With 1,644 square feet, enjoy in-unit laundry, a dishwasher, and a refrigerator/freezer for modern convenience. Perfect for families or professionals seeking a blend of style and accessibility, this apartment is a fantastic choice for a dynamic lifestyle.

14409 Crest Palm Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

14409 Crest Palm Ave, Windermere, FL 34786

Dishwasher | Outdoor space | Microwave

6 beds

3 baths

$4,500

House for rent

Expansive Luxury Home with Modern Upgrades

Offering 6 bedrooms and 3.5 baths, this stunning two-story home features a bright open-concept layout combining a gourmet kitchen with sleek stainless-steel appliances and quartz countertops. The first-floor master suite provides a spa-like retreat, while the upstairs loft and bonus room create versatile living spaces for entertainment or work. Enjoy community amenities like pickleball courts and playgrounds in this stylish, move-in-ready haven, perfectly designed for modern living.

8931 Lookout Pointe Drive - Photo 1 of 1
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5d+ ago

House for rent in Windermere

8931 Lookout Pointe Drive, Windermere, FL 34786

Garage parking | Swimming pool | Walk-in closets

5 beds

4 baths

$3,949

House for rent

Available Dec 15

Expansive 5BR Home with Upgraded Kitchen & Lanai

This stunning 5-bedroom, 4-bathroom house spans over 3,200 sq ft and features a stylish upgraded kitchen with granite countertops and high-end appliances. Enjoy a spacious master suite with dual walk-in closets and luxurious bathroom. The home also boasts a large covered lanai, perfect for outdoor entertaining, and is situated in the desirable Windemere Trails community, complete with a pool and park. Lawncare is included, making living here easy and convenient.

11267 Grander Drive #11267 - Photo 1 of 1

1d ago

Townhouse for rent in Windermere

11267 Grander Drive #11267, Windermere, FL 34786

High ceilings

3 beds

3 baths

$2,700

House for rent

Available Dec 15

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Lakesides at Lakes of Windermere - Photo 1 of 1

2d ago

8.4

Very good

Lakesides at Lakes of Windermere

8256 Maritime Flag St, Windermere, FL 34786

Storage

3 beds

2 baths

$1,950

Apartment for rent

Resort-Style Living Near Orlando's Attractions

Residents of Lakesides at Lakes of Windermere enjoy resort-style amenities including a swimming pool, state-of-the-art fitness center, and sand volleyball court. Each condo features a spacious 3BR/2BA split floor plan with beautiful ceramic tile and a kitchen equipped with a breakfast bar. Located just minutes from Disney, Universal, and other major attractions, this community is perfect for those seeking fun and relaxation in a vibrant environment.

4303 Isabella Circle - Photo 1 of 1

2d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

4303 Isabella Circle, Windermere, FL 34786

In-unit laundry | Furnished | Garage parking

7 beds

4 baths

$17,900

House for rent

Elegant Luxury Home with Pool & Outdoor Kitchen

This stunning fully furnished luxury home features 4,609 sq. ft. of living space, offering 5 spacious bedrooms and 5 bathrooms. The open-concept layout connects a beautiful kitchen with high-end finishes to expansive living and dining areas. Outdoors, a private oasis awaits with a large swimming pool, jacuzzi, and an outdoor kitchen, perfect for entertaining. Located in desirable Windermere, this property combines elegance and comfort in a prime location near top-rated schools and major roads.

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2012 Bellamere Court - Photo 1 of 1

2d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

2012 Bellamere Court, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

5 beds

5 baths

$6,500

House for rent

Luxurious Model Home with Stunning Outdoor Oasis

Experience elegance in this exquisite former model home, offering 5 ensuite bedrooms and 5.5 bathrooms across 4,701 sq ft. The open-concept design features a gourmet kitchen with Thermador appliances and a captivating great room. Outdoors, enjoy the vast covered patio, saltwater pool, and vanishing edge spa, perfect for entertaining. With smart home technology and chic finishes, this residence combines luxury and comfort in a prime location close to top-rated schools.

804 Oakdale Street - Photo 1 of 1

3d ago

Apartment for rent in Windermere

1BR 1BA Private Suite, Pool, Washer/Dryer, WiFi, Fully Furnished, Quiet, Clean

804 Oakdale Street, Windermere, FL 34786

In-unit laundry | Furnished | On-site laundry

1 bed

1 bath

$2,000

Apartment for rent

Available Jan 1

Chic Loft Apartment with Access to Pool & Yard

Enjoy tranquility in this dog-friendly loft apartment featuring a private entrance and no shared living space. With a cozy bedroom and full bathroom upstairs, the living area has a kitchenette and dedicated workspace. Utilities are included, and residents can step outside to a large Mediterranean-style pool and fenced yard. Located in a serene and upscale Windermere neighborhood, it’s perfect for peaceful living near the scenic Butler Chain of Lakes.

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Garage Parking

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In-Unit Laundry

Swimming Pool

8500 Iron Mountain Trail - Photo 1 of 1

4d ago

Townhouse for rent in Windermere

8500 Iron Mountain Trail, Windermere, FL 34786

In-unit laundry | Garage parking | On-site laundry

3 beds

3 baths

$2,800

House for rent

Available Dec 11

Elegant Townhome with Private Courtyard & Community Perks

This beautiful 3-bedroom, 3.5-bath townhome features a main-floor primary suite with dual sinks and a spacious shower. The kitchen is equipped with 42" cabinets, double ovens, ample storage, and an inviting eat-in space. Enjoy a private back patio and courtyard plus a loft, den, and laundry room upstairs. Community amenities include a resort-style pool, playground, parks, and walking trails, all conveniently located near dining and shopping options.

8623 Via Trieste Drive - Photo 1 of 1

4d ago

Townhouse for rent in Windermere

4 beds

3 baths

$2,700

House for rent

5414 Gemgold Court - Photo 1 of 1

4d ago

House for rent in Windermere

House for rent

Stunning Lakefront Home with Pool & Spa Retreat

This beautifully renovated 4-bedroom, 2.5-bath home boasts 2,648 sq ft of comfort, featuring a fully updated kitchen with new 42" cabinets and stainless steel appliances. Enjoy serene lake views from the family room and kitchen, or unwind by the pool and spa in your private backyard paradise. Located in a peaceful cul-de-sac, with lawn and pool service included, this home is just minutes from major routes and local attractions, perfectly blending relaxation and convenience.

2533 Ridgewind Way - Photo 1 of 1

4d ago

House for rent in Windermere

2533 Ridgewind Way, Windermere, FL 34786

Garage parking | Swimming pool | Hardwood floor

4 beds

3 baths

$3,999

House for rent

Available Jan 15

Elegant Family Home with Screened Pool Oasis

This stunning 4-bedroom, 3-bathroom single-family home spans 2,738 sq ft and features a spacious family room and a huge master suite conveniently located downstairs. Enjoy the serene pool view from the screened-in patio or relax by the beautiful screened-in pool. Additional highlights include hardwood flooring, a 3-car garage, and easy access to local amenities. Pets are welcome! Available January 15, 2026, with a special initial rental rate of $3,999/month for the first 120 days.

12974 Vennetta Way - Photo 1 of 1

4d ago

Townhouse for rent in Windermere

No Carpet 3 Bed Townhouse in Windermere | 2.5 Bath | Available now

12974 Vennetta Way, Windermere, FL 34786

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,500

House for rent

Available Sep 29

Modern Townhome with Private Courtyard Retreat

This well-maintained 3-bedroom, 2.5-bath townhouse features brand new luxury vinyl flooring throughout, offering a stylish and carpet-free living space. Enjoy spacious bedrooms with walk-in closets, a private courtyard, and a two-car garage. Located in a friendly neighborhood, residents have access to a community pool, tennis court, and playground, all while being zoned for excellent schools. Lawn maintenance is included for added convenience.

8436 Greenbank Boulevard #8436 - Photo 1 of 1

4d ago

Apartment for rent in Windermere

3 BR, 2 BA in Lakeside Village

8436 Greenbank Boulevard #8436, Windermere, FL 34786

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$2,850

Apartment for rent

Available Dec 1

Family-Friendly Oasis near Disney with Big Patio

This pet-friendly 3-bedroom, 2-bathroom home features 1,894 sq. ft. of space, an inviting eat-in kitchen, and a luxurious master retreat with dual vanities. Enjoy the expansive covered lanai and large patio, perfect for outdoor relaxation. Nestled in a gated community with amenities like a playground and pool, this charming home offers convenience near top-rated schools, shopping, and entertainment. Available for rent starting December 1, 2025.

11446 Jasper Kay Terrace - Photo 1 of 1

4d ago

Apartment for rent in Windermere

2 BR, 2 BA in Lakeside at Lakes of Windermere

11446 Jasper Kay Terrace, Windermere, FL 34786

Fireplace

2 beds

2 baths

$1,800

Apartment for rent

Available Dec 1

Resort-Style Living with Olympic Pool & Fitness Center

Embrace an exceptional lifestyle in this pet-friendly 2BR/2BA residence, nestled in a vibrant community with concrete block construction. Enjoy top-notch amenities, including a stunning 4,500 sq. ft. Olympic swimming pool, volleyball court, state-of-the-art fitness center, and a welcoming clubhouse with an outdoor fireplace. Ready for move-in around December 1st, this home is ideally situated near Disney and Vineland Outlet mall, offering both convenience and leisure.

1626 Whitney Isles Drive #1626 - Photo 1 of 1

4d ago

Apartment for rent in Windermere

4 BR, 4 BA in Lake Butler

1626 Whitney Isles Drive #1626, Windermere, FL 34786

4 beds

4 baths

$3,400

Apartment for rent

Available Dec 1

Spacious Gated Retreat with Upgraded Features

Nestled in a gated community, this stunning 4-bedroom, 4-bath home offers a perfect blend of comfort and style. Enjoy the modern kitchen with cherry cabinets and granite countertops, accompanied by spacious tile and wood flooring. Three bedrooms, including three baths, are conveniently located downstairs, while a bonus room with a full bath is upstairs. Relax on the large screened-in patio or take advantage of community amenities like the heated pool, tennis court, and playground.

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7448 Leighside Drive #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

7448 LEIGHSIDE DR - 1

7448 Leighside Drive #1, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,700

$2,600

Price drop

House for rent

Available Dec 12

Charming Windermere Townhome with Private Courtyard

This beautifully maintained 3-bedroom, 2.5-bath townhome features a spacious open-concept layout with granite countertops and stainless steel appliances. The first floor offers sleek ceramic tile, while upstairs bedrooms include cozy carpet and a convenient laundry room. The primary suite boasts a walk-in closet and private bath. Enjoy the private courtyard and access to resort-style amenities like a pool and tennis courts in the desirable Lake Burden community, just minutes from local attractions.

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 Trail - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8582 Powder Ridge Trail, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

3 beds

2 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.

5723 Oxford Moor Boulevard #1 - Photo 1 of 1

5d+ ago

House for rent in Windermere

5723 Oxford Moor Boulevard - 1

5723 Oxford Moor Boulevard #1, Windermere, FL 34786

Garage parking | On-site laundry | Swimming pool

4 beds

5 baths

$8,500

House for rent

Available Dec 19

Luxurious Mediterranean Retreat with Pool Oasis

A stunning 4-bedroom, 5-bathroom home in a gated Windermere community. This beautifully landscaped property features soaring vaulted ceilings, luxury hardwood floors, and an open living space. The first floor master suite offers dual baths and expansive closets, while the resort-style backyard includes a saltwater pool and summer kitchen. Landscaping and pool services are included, making this outdoor paradise truly maintenance-free and perfect for entertaining or relaxation.

7664 Fairgrove Avenue #0 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

7664 Fairgrove Avenue - 0

7664 Fairgrove Avenue #0, Windermere, FL 34786

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$2,650

House for rent

Available Dec 7

Modern Townhome with Scenic Lake Views

This beautifully maintained 2-story townhome offers 3 bedrooms, 2.5 baths, and approximately 1,617 sq ft of stylish living space. Enjoy sleek tile floors on the main level and cozy carpeting upstairs. The modern kitchen opens to a spacious dining area, perfect for entertaining. A private two-car garage and covered patio enhance the outdoor experience. Recent upgrades include a new A/C unit, plus enjoy peaceful lake views right from your home. Close to shopping and dining for ultimate convenience.

4748 Blue Major Drive - Photo 1 of 1

5d+ ago

House for rent in Windermere

4748 Blue Major Drive, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,100

House for rent

Beautiful Home with Luxurious Community Amenities

This stunning 3-bed, 2-bath residence in Summerport offers a split bedroom floor plan and an enclosed office, perfect for comfort and flexibility. Enjoy a spacious 2,085 sq. ft. of living space with wood laminate flooring and a screen-enclosed rear patio. Residents can indulge in fantastic amenities, including a community pool, gym, and playgrounds. Ideal for pet lovers, this pet-friendly home welcomes you to a vibrant lifestyle with convenience at your doorstep.

7347 Millstone Street #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

7347 Millstone Street - 1

7347 Millstone Street #1, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$2,150

House for rent

Available Sep 23

Bright Townhouse with Fenced Yard & Community Perks

This charming 2-bed, 2.5-bath townhouse offers a bright open floor plan, complete with a modern kitchen and spacious living areas. Both large bedrooms feature private bathrooms, while the convenient laundry room is located upstairs. Enjoy the outdoors with a fully fenced yard and access to community amenities, including a pool, clubhouse, and walking paths. Ideal for families, this serene residence is just minutes from Disney and local shops. Plus, a $500 move-in incentive awaits!

12958 Vennetta Way #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

12958 Vennetta Way - 1

12958 Vennetta Way #1, Windermere, FL 34786

Air conditioning | Balcony | Walk-in closets

3 beds

2 baths

$2,600

House for rent

Available Jan 1

Stunning End Unit Townhome Near Disney & Shopping

This beautiful 3-bedroom, 2.5-bath townhome boasts 1,644 sqft of living space and stylish upgrades throughout. Featuring ceramic tile flooring, stainless steel appliances, and granite countertops, the open-concept layout is perfect for entertaining. French doors lead to a private patio overlooking peaceful conservation. Enjoy community amenities like bike trails, a pool, and a fitness area, all conveniently located near Disney attractions and shopping.

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4012 Isabella Circle #1 - Photo 1 of 1

5d+ ago

House for rent in Windermere

4012 Isabella Circle - 1

4012 Isabella Circle #1, Windermere, FL 34786

6 beds

5 baths

$14,800

House for rent

Available Oct 20

Exquisite Coastal Home with Infinity Pool & Views

Experience luxury living in this stunning 6-bedroom, 5-bathroom residence featuring 7,337 sq. ft. of elegant space. A chef's dream kitchen with top-tier appliances, an open layout with soaring ceilings, and a lavish master suite highlight its spectacular features. Enjoy outdoor entertaining by the infinity pool overlooking serene water views, along with extensive upgrades, including energy-efficient amenities and a four-car garage. An exceptional home for upscale living!

7231 Shadowview Alley - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7231 Shadowview Alley, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,550

House for rent

Modern Townhome with Community Perks & Pool

This stunning 3-bedroom, 2.5-bath townhome features a spacious layout within the desirable Ashlin Park community. With 1,725 sq. ft., it boasts a central air system, in-unit laundry, and a 2-car garage. Residents enjoy fantastic amenities including a community pool, clubhouse, and playground, while being just steps from restaurants, shops, and scenic bike trails. Its prime location offers easy access to major roads and local conveniences, making it a must-see!

6533 Cartmel Lane - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

6533 Cartmel Lane, Windermere, FL 34786

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$8,995

House for rent

Elegant Mediterranean Oasis with Private Pool Retreat

Experience luxurious living in this stunning 4-bedroom, 3.5-bath home set on over half an acre in a serene cul-de-sac. This single-story masterpiece features soaring cathedral ceilings, a gourmet kitchen with granite countertops, and a sprawling Owners Suite. Relish outdoor relaxation on the tiled pool deck surrounded by lush landscaping, all within the exclusive guard-gated community of The Reserve at Lake Butler Sound. Enjoy access to a fishing pier and park, conveniently located near top schools and amenities.

9508 Pine Terrace Court - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9508 Pine Terrace Court, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,700

$3,300

Price drop

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.

11564 Mizzon Drive #907 - Photo 1 of 1

5d+ ago

House for rent in Windermere

House for rent

Charming 3-Bedroom Retreat with Self-Guided Tours

Embrace easy living in this bright 3-bedroom, 2-bath home, featuring an inviting 1,455 sq ft layout perfect for relaxation. Enjoy the convenience of self-guided viewings at your leisure. Perfectly situated for comfort and accessibility. Ideal for anyone looking for a vibrant Florida lifestyle.

6060 Roseate Spoonbill Drive - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

6060 Roseate Spoonbill Drive, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$3,500

House for rent

Charming Family Home with Modern Upgrades

This beautifully maintained 3-bedroom, 2.5-bath home spans 1,980 sq ft and features an updated kitchen and upgraded flooring throughout—no carpet here! Enjoy a fully fenced backyard for privacy and community amenities like a swimming pool and playground, perfect for families. Situated on a corner lot in Windermere Landings, this residence offers prime access to nearby parks, schools, and conveniences. Lawn care and pest control included; utilities and renter's insurance are the tenants' responsibility.

8156 Boat Hook Loop - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

Condo for rent

Bright Condo with Pool & Fitness Amenities

This spacious 3-bedroom, 2-bath condo features elevator access and a corner unit location. Freshly painted interiors showcase new laminate flooring in bedrooms and tiled living areas. Enjoy a fully equipped kitchen, a screened-in balcony, and convenient laundry with washer/dryer included. Residents have access to beach volleyball courts, a pool, and fitness center. Move-in ready with two assigned parking spots, pet-friendly policies, and a fantastic community atmosphere.

101 Lee Street - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

101 Lee Street, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

5 beds

4 baths

$8,000

$7,500

Price drop

House for rent

Elegant 5-Bedroom Retreat with Pool & Large Balcony

This beautifully updated 5-bedroom, 4-bath home spans 4,200 sq. ft., featuring a bright kitchen with granite countertops and stainless steel appliances. The open layout includes a cozy great room with a gas fireplace and vaulted ceilings, leading to an oversized balcony overlooking the pool. The private master suite offers a serene retreat with a personal balcony. Enjoy a spacious entertainment area and easy access to the pool deck, perfect for gatherings and family fun in a welcoming Windermere community.

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5426 Gemgold Court - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

5426 Gemgold Court, Windermere, FL 34786

Garage parking | Swimming pool | Fitness center

4 beds

2 baths

$4,400

$4,250

Price drop

House for rent

Stunning Waterfront Home with Private Dock & Views

Enjoy serene lakefront living in this beautifully remodeled 4-bedroom, 2.5-bath home featuring an open layout, luxury vinyl flooring, and granite countertops. A large enclosed lanai overlooks Walsh Pond, ideal for fishing or simply soaking in stunning sunsets. The spacious master suite offers dual vanities and walk-in closets, while community amenities include a pool, gym, and courts. Perfectly located near shopping, dining, and just minutes from Disney!

11564 Mizzon Drive - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$2,150

Condo for rent

Spacious First-Floor Condo with Resort-Style Amenities

Experience comfortable living in this spacious 3-bedroom, 2-bath condominium featuring a split floor plan and a private primary suite with a walk-in closet. The large dining-living area flows into a screened porch leading to beautiful gardens. Enjoy exceptional community amenities, including a fitness center, clubhouse, resort-style pool, and beach volleyball court. This home blends convenience and leisure, making it an ideal choice for your next rental.

9088 Outlook Rock Trail - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9088 Outlook Rock Trail, 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 baths

$3,075

House for rent

11562 Amidship Lane - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

3 beds

2 baths

$2,000

Condo for rent

Bright & Airy Lakeside Condo with Resort Amenities

This move-in ready 3-bedroom, 2-bathroom condo offers a bright, spacious layout with new laminate flooring and tile—no carpet required! Enjoy a screened-in balcony and a fully equipped kitchen. Community amenities include beach volleyball courts, a pool, and a fitness center. The property features elevator access and assigned parking for two cars, making it perfect for comfortable living. Pet-friendly with a limit on small dogs under 30 lbs.

1626 Whitney Isles Drive - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

1626 Whitney Isles Drive, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

4 baths

$3,400

House for rent

Elegant Family Home with Resort-Style Amenities

This beautifully upgraded 4-bedroom, 4-bath home spans 2,645 sq. ft. and features a modern kitchen with cherry cabinets and granite countertops. Enjoy spacious living with a bonus room upstairs and a large screened patio. Located in the gated Whitney Isles community, residents have access to a heated pool, basketball and tennis courts, a fitness center, and a playground, making it perfect for a vibrant lifestyle and family fun.

11320 Jasper Kay Terrace - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Bright Windermere End-Unit w/ Office, Garage & Resort Pool Across the Street

11320 Jasper Kay Terrace, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,700

House for rent

Available Dec 3

Bright End-Unit Townhome with Fenced Courtyard

This stunning 3-bedroom, 2.5-bath townhome features an inviting open layout and abundant natural light. Highlighted by a spacious kitchen with granite counters and a private fenced courtyard, it’s perfect for pets and gatherings. Enjoy an upstairs laundry room, a primary suite with a walk-in closet, and a 1.5-car garage. Located in the desirable Lake Burden community, residents have access to resort-style amenities like a pool, clubhouse, and tennis courts, just minutes from Disney and local attractions.

8436 Greenbank Boulevard - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8436 Greenbank Boulevard, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,850

House for rent

Charming Home with Covered Lanai & Gated Access

This delightful 3-bedroom, 2-bath single-family home spans 1,894 sq ft and features a spacious eat-in kitchen, master retreat with dual vanities, and a large covered lanai for ultimate relaxation. Nestled in a gated community, residents enjoy additional amenities like a playground and community pool. Conveniently located near Disney, top schools, shopping, and dining, this home welcomes pets and offers the perfect blend of comfort and fun for a vibrant lifestyle.

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13106 Orange Isle Drive - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

13106 Orange Isle Drive, Windermere, FL 34786

In-unit laundry | Garage parking | High ceilings

5 beds

4 baths

$4,500

House for rent

Elegant Home with Magical Disney Fireworks View

Experience unparalleled comfort in this stunning 5-bedroom, 4.5-bathroom corner unit featuring soaring ceilings and abundant natural light. The gourmet kitchen boasts granite countertops and stainless steel appliances, perfect for any chef. A dedicated office space enhances productivity, while the master suite offers a serene retreat. Enjoy the breathtaking view of nightly Disney fireworks from your outdoor space, creating a magical atmosphere for every evening. Spanning 3,312 sq. ft., this home balances elegance with cozy living.

8326 Bryce Canyon Avenue - Photo 1 of 1
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5d+ ago

House for rent in Windermere

8326 Bryce Canyon Avenue, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,675

House for rent

Available Oct 31

Modern Elegance in a Spacious Family Home

Experience comfort and style in this stunning 3-bedroom, 2.5-bathroom residence featuring an inviting family/dining layout. The chef's kitchen boasts stainless steel appliances and granite countertops. An expansive master suite includes a walk-in closet and dual sinks. Enjoy community amenities like a refreshing pool and nearby walking trails, all within reach of top-rated schools and shopping. Embrace modern living in a vibrant community!

12958 Vennetta Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

12958 Vennetta Way, Windermere, FL 34786

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,600

House for rent

Available Jan 1

Elegant Townhome with Private Patio & Upgrades

This stunning 3-bedroom, 2.5-bath end unit boasts 1,644 sqft in the desirable Berkshire Park community. Enjoy beautiful upgrades, including ceramic tile floors, stainless steel appliances, and granite countertops. French doors lead to a private patio, perfect for entertaining. Experience community amenities like bike trails, a playground, and a pool. Located near Disney and Winter Garden Village, with easy access to major highways, this home combines convenience and charm in a tranquil setting.

7508 Lake Albert Drive - Photo 1 of 1

5d+ ago

House for rent in Windermere

7508 Lake Albert Dr

7508 Lake Albert Drive, Windermere, FL 34786

Air conditioning | Garage parking | Swimming pool

4 beds

3 baths

$4,200

House for rent

Custom Pool Home with Gourmet Kitchen & Spa-Like Baths

This stunning custom-built 4-bedroom, 3.5-bath home spans 4,203 sq. ft. and is beautifully updated for modern living. Enjoy volume ceilings, a gourmet kitchen with granite countertops, and an elegant master suite with dual walk-in closets. The landscaped yard features a fabulous pool area ideal for entertaining. Located in a resort-like community with amenities, including playgrounds and walking trails, this property is move-in ready for those seeking luxury and comfort.

7211 Still Pond Lane #7211 - Photo 1 of 1

5d+ ago

Apartment for rent in Windermere

4 BR, 4 BA in Ashlin Park

7211 Still Pond Lane #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!

7752 Moser Avenue #7752 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

3 BR, 3 BA in Lake Sawyer South

7752 Moser Avenue #7752, Windermere, FL 34786

Ceiling fan | Carpet | Outdoor space

3 beds

3 baths

$2,650

House for rent

Available Nov 10

Stunning Townhome with Modern Upgrades & Courtyard

Experience this well-maintained 3-bedroom, 2.5-bathroom townhome featuring fresh paint, newer carpet, and smart LG appliances. Enjoy the corner lot's fenced paved courtyard, perfect for gatherings. Located in an excellent school district, just minutes from shopping, dining, and Disney World. With a formal dining area, living room, and 2-car garage, this home combines comfort and convenience in a vibrant Windermere community.

7351 Millstone Street #7351 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

3 BR, 2 BA in Lake Burden South

7351 Millstone Street #7351, Windermere, FL 34786

In-unit laundry | On-site laundry | Ceiling fan

3 beds

2 baths

$2,400

House for rent

Available Dec 1

Spacious Townhome with Disney Fireworks Views

This beautifully upgraded 3-bedroom, 2-bathroom townhouse offers a sparkling clean living space just steps from the park and baseball diamond. Enjoy an open-concept layout with a modern kitchen featuring stainless steel appliances. The large backyard provides ample outdoor space, while the master bedroom offers spectacular views of nightly Disney fireworks. Experience a nearly maintenance-free lifestyle with a detached two-car garage and wonderful guest parking.

8326 Bryce Canyon Avenue #8326 - Photo 1 of 1

5d+ ago

Apartment for rent in Windermere

3 BR, 3 BA in Windermere Trails

8326 Bryce Canyon Avenue #8326, Windermere, FL 34786

In-unit laundry | Walk-in closets | Carpet

3 beds

3 baths

$2,725

Apartment for rent

Available Nov 18

Elegant Windermere Home with Modern Comforts

This stunning 3-bedroom, 2.5-bathroom home features an inviting family/dining layout and a spacious kitchen with stainless steel appliances and granite countertops. Upstairs, enjoy a versatile bonus room alongside a luxurious master suite with a walk-in closet and dual sinks. Boasting 1,825 sq ft of living space, this residence also includes a 2-car garage, in-unit laundry, and a guest-friendly half bath. Located near a community pool and walking trails, it offers both convenience and comfort in a vibrant setting.

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Updated: December 16, 2025

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Learn more about renting in Windermere, FL

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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.

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