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Apartments for Rent in Windermere, FL

Average rent

$2,600
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Citra at Windermere - Photo 1 of 1
Airbnb-friendly
Rent special

23h ago

9.9

Excellent

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Citra at Windermere

11353 Citra Cir, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,525–$2,735

Apartment for rent

Available Oct 30

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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14415 Crest Palm Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

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.

7351 Millstone St - Photo 1 of 1

20h ago

Townhouse for rent in Windermere

7351 Millstone St, Windermere, FL 34786

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

3 beds

2 baths

$2,500

House for rent

13131 Penshurst Ln - Photo 1 of 1

23h ago

House for rent in Windermere

13131 Penshurst Ln, Windermere, FL 34786

Swimming pool | On-site management | Outdoor space

3 beds

2 baths

$2,799

$2,650

Price drop

House for rent

Available Oct 29

Spacious Home with Community Amenities Awaits!

Located in the desirable Lakes of Windermere community, this well-maintained 3-bedroom, 2-bathroom home features a spacious open floor plan with 1,948 square feet of living space. Enjoy the privacy of no rear neighbors while taking advantage of community amenities, including a pool, playground, and tennis courts. Excellent schools and convenient access to shopping and dining make this home perfect for comfortable living in a vibrant area.

13718 Beckman Dr - Photo 1 of 1

1d ago

Townhouse for rent in Windermere

13718 Beckman Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,940

$2,800

Price drop

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.

8168 Boat Hook Loop #305 - Photo 1 of 1

2d ago

House for rent in Windermere

3 beds

2 baths

$2,100

House for rent

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6920 Helmsley Cir - Photo 1 of 1

2d ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

6920 Helmsley Cir, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,100

House for rent

6132 Payne Stewart Dr - Photo 1 of 1

3d ago

Apartment for rent in Windermere

In-unit laundry | Furnished | Air conditioning

3 beds

4 baths

$12,000

Apartment for rent

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8326 Bryce Canyon Ave - Photo 1 of 1
3D tour

3d ago

House for rent in Windermere

8326 Bryce Canyon Ave, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,775

House for rent

Available Oct 31

6132 Payne Stewart Dr - Photo 1 of 1
3D tour

3d ago

House for rent in Windermere

6132 Payne Stewart Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$12,000

House for rent

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Lakesides at Lakes of Windermere - Photo 1 of 1

5d+ ago

8.4

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Lakesides at Lakes of Windermere

8256 Maritime Flag St, Windermere, FL 34786

Storage

3 beds

2 baths

$1,950

Price drop

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.

6836 Trellis Vine Loop - Photo 1 of 1

5d+ ago

House for rent in Windermere

6836 Trellis Vine Loop, Windermere, FL 34786

On-site laundry | Hardwood floor | Walk-in closets

5 beds

3 baths

$3,300

House for rent

Available Nov 15

Spacious Two-Story Home Perfect for Entertaining

This stunning 5-bedroom, 4-bath home offers 2,773 sq ft of stylish living space with an open-concept great room, ideal for gatherings. Features include a spacious kitchen with an oversized island, large windows for natural light, and a private first-floor suite. The upper level boasts a beautiful master suite and loft area. Located in the desirable Windstone community, it's just moments from upscale dining and shopping, with easy access to downtown Orlando and local attractions. Pet-friendly too!

5426 Gemgold Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

5426 Gemgold Ct, Windermere, FL 34786

Garage parking | Swimming pool | Fitness center

4 beds

2 baths

$4,500

House for rent

Exquisite Waterfront Retreat with Private Dock

This stunning 4-bedroom, 2.5-bathroom waterfront house features an open layout, luxury vinyl flooring, and a spacious kitchen with granite countertops. Enjoy breathtaking sunsets from the large enclosed lanai or while fishing from your newly renovated dock. The expansive yard and Summerport community amenities, including a pool and fitness center, enhance the Florida lifestyle. Conveniently located near shopping and just 20 minutes from Disney, this home offers a perfect blend of comfort and recreation.

7231 Rambling Water Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

7231 Rambling Water Way, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,100

House for rent

Inviting Home with Spacious Patio & Entertainment Kitchen

This beautifully designed 3/4 bedroom, 2.5 bath residence features a kitchen perfect for entertaining and a generous family room. The fenced patio provides privacy, while the flexible fourth bedroom can be used as an office or dining area. Located in the sought-after Ashlin Park, enjoy community amenities like a pool and playground, all conveniently near shopping and dining. With 2,193 sq ft of living space, this home offers both comfort and versatility for modern living.

307 W 4th Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

307 W 4th Ave, Windermere, FL 34786

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

4 beds

3 baths

$6,000

$5,900

Price drop

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.

7654 Fairgrove Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7654 Fairgrove Ave, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

4 beds

2 baths

$2,700

House for rent

Spacious Townhome with Modern Amenities & Pool Access

Experience comfortable living in this stunning 4-bedroom, 2.5-bathroom townhouse featuring a first-floor master suite. Enjoy cooking in the stylish kitchen with granite countertops and stainless steel appliances. Relax on the brick-covered patio or take advantage of community amenities, including a swimming pool, basketball, and tennis courts. Great location close to Disney, shopping, and top-rated schools. New AC for added comfort!

12824 Penshurst Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

12824 Penshurst Ln, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,095

$2,799

Price drop

House for rent

Spacious Windermere Home with Screened Patio & Office

2,230.

6776 Trellis Vine Loop - Photo 1 of 1

5d+ ago

House for rent in Windermere

6776 Trellis Vine Loop, Windermere, FL 34786

In-unit laundry | Dishwasher | Outdoor space

5 beds

4 baths

$3,500

House for rent

Spacious Home with Five Bedrooms & Bonus Room

This stunning property offers 3,261 sq ft of vibrant living space, featuring five bedrooms and four baths. The open-concept design includes a great room, casual dining area, and a gourmet kitchen with an oversized island. Upstairs, enjoy a spacious bonus room, while the master suite boasts dual vanities and ample closet space. With a two-car garage and a convenient location near shops and schools, this home is perfect for family living. Small pets may be considered, making it a versatile choice for any lifestyle!

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721 Magnolia St #727 - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

721 Magnolia St #727, Windermere, FL 34786

In-unit laundry | Dishwasher | Outdoor space

2 beds

1 bath

$2,050

House for rent

Newly Renovated Charmer in Vibrant Downtown Area

This beautifully remodeled 2-bedroom, 1-bath home features a fresh modern interior, including a sleek kitchen and updated fixtures. With a spacious backyard perfect for outdoor enjoyment, this property combines charm and convenience, all within walking distance to downtown Windermere's shops, restaurants, and scenic parks. Embrace a comfortable lifestyle in this prime location!

6926 Cucamelon Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

Furnished | Swimming pool | Walk-in closets

5 beds

4 baths

$5,200

$4,500

Price drop

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.

8192 Boat Hook Loop #206 - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

Condominium - WINDERMERE, FL

8192 Boat Hook Loop #206, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$2,300

Condo for rent

Modern Condo with Pool & Fitness Amenities

This stunning 3-bedroom, 2-bath condo boasts 1,455 sq ft of stylish living space, featuring upgraded kitchen and wood floors in the main area. Enjoy the convenience of in-unit laundry and split bedrooms. Located within a vibrant community, residents have access to a refreshing pool and fitness center. Accessibility is easy with an elevator available, and a prime location ensures restaurants and shopping are just a short walk away.

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 baths

$2,699

House for rent

Modern Townhouse with Luxury Upgrades & Smart Tech

This brand-new corner townhouse features 1,822 sq ft of luxurious living space with modern tile flooring and plush carpets in the bedrooms. The master suite is conveniently located on the first floor, with two additional bedrooms and a bonus room upstairs—perfect for a home office. Enjoy state-of-the-art network communications throughout, a fenced patio, and easy access to community benefits. Pet-friendly with ample amenities for a relaxed lifestyle.

4012 Isabella Cir - Photo 1 of 1

5d+ ago

House for rent in Windermere

4012 Isabella Circle - 1

4012 Isabella Cir, Windermere, FL 34786

Garage parking | Swimming pool | Hardwood floor

6 beds

5 baths

$14,800

House for rent

Available Oct 20

Luxurious Estate with Infinity Pool & Pond Views

Located in the exclusive Casabella community, this 7,337 sq ft Toll Brothers masterpiece offers luxury living with stunning water views. The Villa Lago floor plan features 6 suites, an expansive chef's kitchen with Sub-Zero and Wolf appliances, and a custom infinity edge pool. The upgraded master suite includes a separate workout room, while the outdoor space boasts a summer kitchen and covered lanai, perfect for entertaining.

43 Main St - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

43 Main St, Windermere, FL 34786

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

3 beds

2 baths

$2,650

House for rent

Charming Canalfront Home with Expansive Views

This lovely single-story home features 3 bedrooms and 2 baths, offering a pristine view of the 90-ft canal with direct access to the Butler Chain of Lakes. The open floor plan includes a galley kitchen and a spacious dining area, while the ensuite master provides a peaceful retreat. Enjoy outdoor living on the large paver patio in the fully fenced backyard. Additional highlights include a replaced HVAC system and an oversized garage with an enclosed utility room for added convenience.

12676 Salomon Cove Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

12676 Salomon Cove Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Fitness center

6 beds

4 baths

$4,380

$4,150

Price drop

House for rent

Expansive Family Retreat with Modern Touches

This stunning 6-bedroom, 4-bathroom home boasts over 3,600 sq. ft. of living space in a desirable community. The bright kitchen features ample storage and flows into spacious living areas. A first-floor primary suite and versatile upstairs loft enhance comfort and convenience. Enjoy serene pond views with no rear neighbors from the backyard. Located in a top-rated school district and minutes from Walt Disney World, this home perfectly combines space, style, and location for a vibrant family lifestyle.

8576 Powder Ridge Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

3 beds

2 baths

$2,900

House for rent

Elegant Lakefront Retreat with Resort-Style Amenities

This stunning 3-bedroom, 2.5-bath home blends energy efficiency with luxurious living. The open-concept layout features a stylish kitchen with stainless steel appliances and a bright living area. The primary suite offers a walk-in closet and private bath for relaxation. Enjoy community amenities like a lake-view pool, dog park, and walking trails. Conveniently located near major attractions and top-rated schools, with fireworks views adding a magical touch to your evenings.

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6352 Golden Dewdrop Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

6352 Golden Dewdrop Trl, Windermere, FL 34786

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

3 beds

2 baths

$2,950

House for rent

Spacious Two-Story Home with Fenced Backyard

This stunning 3-bedroom, 2.5-bath home features an open layout on the main floor, connecting the living, dining, and kitchen areas adorned with granite countertops and 42" wood cabinets. Upstairs, enjoy a versatile loft and luxurious primary suite with a walk-in closet and modern en-suite bath. The property includes a fenced backyard and is located in the family-friendly Windermere Landings community, offering amenities like a pool and playground. Total square footage is 1,984.

11377 Evesham Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

11377 Evesham Dr, Windermere, FL 34786

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

2 beds

2 baths

$2,400

$2,200

Price drop

House for rent

Modern Townhouse with Private Courtyard Oasis

Experience comfort in this stunning 2-bedroom, 2.5-bath townhouse. The inviting main level features a bright Great Room leading to a private brick-paver courtyard, perfect for entertaining. Enjoy a stylish kitchen with granite countertops, a cozy dinette, and a convenient laundry room. The upper level boasts a luxurious primary suite with a private balcony. Located near top amenities, including a resort-style pool, basketball court, and scenic parks. Rent covers maintenance and landscaping.

6679 Duncaster St - Photo 1 of 1

5d+ ago

House for rent in Windermere

6679 Duncaster St, Windermere, FL 34786

Air conditioning | Garage parking | Carpet

3 beds

2 baths

$2,750

$2,600

Price drop

House for rent

Available Sep 15

Move-In Ready Home Near Top Schools & Amenities

This stunning 3-bedroom, 2-bathroom home features a spacious 2-car garage and is perfectly designed for comfort and convenience. Enjoy a beautifully maintained yard with landscaping included in rent. Zoned for top-rated schools and ideally located near shopping, dining, and major highways, this rental provides easy access to all that Central Florida has to offer. Don't miss this opportunity to make it your next home!

11562 Amidship Ln - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

3 beds

2 baths

$2,200

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.

8156 Boat Hook Loop - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

Condo for rent

Modern 3-Bed Condo with Pool & Fitness Perks

This modern 3-bedroom, 2-bath condo boasts a corner location on the third floor with elevator access. Featuring new laminate flooring and a screened-in balcony, the space is bright and inviting. The fully equipped kitchen and laundry closet with washer/dryer enhance convenience. Enjoy community amenities including a pool, fitness center, and beach volleyball courts. Move-in ready by 11/01/2025, with assigned parking and a pet-friendly policy for small pets!

7624 Sutherton Ln #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

7624 Sutherton Lane - 1

7624 Sutherton Ln #1, Windermere, FL 34786

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$2,450

House for rent

Available Oct 13

Chic Windermere Townhome with Private Courtyard

This stylish 3-bedroom, 2.5-bath townhome features granite counters and solid wood cabinets, creating an inviting ambiance. The spacious combined living and dining area leads to a private courtyard, perfect for outdoor relaxation. Enjoy energy-efficient living with stainless appliances, a 2-car garage, and access to community amenities, including a pool and clubhouse. With fresh paint and new carpeting, this home blends comfort and modern flair in a prime central Florida location.

6830 Trellis Vine Loop - Photo 1 of 1

5d+ ago

House for rent in Windermere

6830 Trellis Vine Loop, Windermere, FL 34786

In-unit laundry | Dishwasher | Outdoor space

5 beds

4 baths

$3,675

House for rent

Spacious Family Haven with Open Concept Living

This stunning 5-bedroom, 3.5-bath home spans 3,261 sq ft and features an inviting open great room and kitchen with an oversized island. A formal dining area and versatile study add to the appeal. Upstairs, a spacious bonus room offers a perfect retreat for family gatherings. The master suite boasts dual vanities and generous walk-in closets. Enjoy new luxury vinyl plank flooring and proximity to top-notch schools, shopping, and Disney, all in a welcoming community.

6872 Trellis Vine Loop - Photo 1 of 1

5d+ ago

House for rent in Windermere

6872 Trellis Vine Loop, Windermere, FL 34786

In-unit laundry | Dishwasher | Outdoor space

5 beds

4 baths

$3,600

House for rent

Expansive Family Home with Versatile Spaces

Experience spacious living in this fantastic 5-bedroom, 4-bathroom residence, featuring an open great room, a well-appointed kitchen with an oversized island, and a formal dining area. The first floor includes a bedroom, full bath, and a dedicated office. Upstairs boasts a bonus room for family entertainment. With fresh carpets and ample storage, this home is a perfect fit for families. Enjoy close proximity to schools, shopping, and attractions like Disney for ideal family life.

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12974 Vennetta Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

No Carpet 3 Bed Townhouse in Windermere | 2.5 Bath | Available 9/29 | $2650/mo

12974 Vennetta Way, Windermere, FL 34786

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

3 beds

2 baths

$2,600

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.

5414 Gemgold Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

4 beds

2 baths

$3,700

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.

11994 Mckinnon Rd - Photo 1 of 1

5d+ ago

House for rent in Windermere

Swimming pool | Storage | Outdoor space

4 beds

3 baths

$4,500

House for rent

Elegant Windermere Home with Poolside Oasis

This spacious 4-bedroom, 4-bathroom home features a bright open layout with towering ceilings, perfect for modern living. The master suite, complete with a hot tub in the ensuite, offers a relaxing retreat. Step outside to a backyard oasis with a pool and ample entertaining space. Upstairs, three additional bedrooms and two baths provide room for family or guests. Enjoy the perfect blend of privacy and comfort in one of Central Florida's most desirable communities.

13752 Bressler Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

13752 Bressler Aly, Windermere, FL 34786

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,800

House for rent

Modern Townhome with Pool & Energy Efficiency

This stylish 3-bedroom, 2.5-bath townhouse spans nearly 2000 sq/ft, featuring an open floor plan and all-tile floors on the main level. The gourmet kitchen showcases granite counters, solid wood cabinets, and a convenient island. The master suite includes a spacious walk-in closet and a luxurious bath. Enjoy the outdoor open patio and community pool, all within 20 minutes to Disney. Energy-efficient construction ensures low utility costs—perfect for comfortable Florida living.

11446 Jasper Kay Ter #1030 - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

Condo for rent

Modern Condo with Community Amenities & Balcony

This spacious 3-bedroom, 2-bath condo offers convenient third-floor living with elevator access. Featuring tile flooring throughout, it has a fully equipped kitchen, a screened-in balcony for relaxation, and laundry in-unit. Residents can enjoy community amenities including a pool, fitness center, and beach volleyball courts. Assigned parking for two cars adds convenience, and with pet-friendly options, this home is move-in ready by November 8th!

5075 Beach River Rd - Photo 1 of 1

5d+ ago

House for rent in Windermere

5075 Beach River Rd, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$3,000

House for rent

Serene Lakeview Retreat with Resort-Style Amenities

This stunning 4-bedroom, 2.5-bath home boasts a peaceful water view on a conservation lot in the coveted Summerport community. Spanning 2,814 sq ft, it features a spacious layout and convenient amenities, including a resort-style pool, fitness center, and walking trails. Within walking distance to top schools and the community clubhouse, this home combines privacy, beauty, and an active lifestyle. Lawn maintenance is the tenant's responsibility.

7452 Leighside Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7452 Leighside Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$2,600

House for rent

Elegant Townhome Near Orlando's Best Attractions

This charming 3-bedroom, 2.5-bath townhome boasts a spacious open floor plan with a large kitchen featuring granite countertops and stainless steel appliances. The master suite is conveniently located on the main level with a walk-in closet. Enjoy the convenience of in-unit laundry and relax in the welcoming living and dining spaces. Located in Lake Burden, this well-maintained home is just moments away from dining, shopping, and Disney World.

8298 Lookout Pointe Dr - Photo 1 of 1
3D tour

5d+ ago

House for rent in Windermere

In-unit laundry | Swimming pool | Dishwasher

6 beds

4 baths

$4,950

House for rent

Luxurious Home with Spectacular Conservation Views

This stunning 6-bedroom, 4-bathroom home offers an open floor plan with architectural upgrades and high-end finishes across 4,344 sq ft. Enjoy features like a game room, oversized garage, and energy-efficient solar panels. The extended lanai overlooks a conservation lot, perfect for relaxation. Community amenities include a pool, trails, and a dog park, all just minutes from dining and Disney attractions. An ideal blend of comfort, luxury, and outdoor enjoyment awaits!

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11573 Charnock Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

11573 Charnock Dr

11573 Charnock Dr, Windermere, FL 34786

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

3 beds

2 baths

$2,950

House for rent

Available Oct 8

Modern 3-Bed Home with Smart Features & Pool Access

This stunning 2-story home features 3 bedrooms and 2.5 baths within the exclusive Westside Village community. With smart home technology, a chic kitchen with KitchenAid appliances, and spacious loft, comfort meets convenience. Upstairs, three cozy bedrooms and a laundry room await. Residents enjoy resort-style pool access, cabana, and playground, all just minutes from dining, shopping, and top-rated schools. HOA and lawn service included; furniture is staging only.

13318 Longacre Dr #NA - Photo 1 of 1

5d+ ago

House for rent in Windermere

13318 Longacre Dr #NA, Windermere, FL 34786

Air conditioning | Garage parking | Assigned parking

4 beds

2 baths

$3,900

$3,500

Price drop

House for rent

Available Sep 30

Stunning Home with Fireworks Views & Private Pool

This remarkable 4-bedroom, 2.5-bathroom home offers a flexible layout with an office option and is perfect for family living. Enjoy a beautifully landscaped fruit tree garden and a privacy fence for secluded outdoor relaxation. Gather by the community pool or unwind on the covered front and back lanais. Experience the magic of Disney fireworks from the upstairs bedroom. With brand-new HVAC and stylish wood laminate flooring throughout, this home is a must-see!

7719 Maslin St - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Swimming pool

3 beds

2 baths

$2,600

House for rent

Charming Townhome with Community Pool & Playground

This lovely 3-bedroom, 2.5-bathroom townhome features an open kitchen that flows into the living/dining area, creating a spacious atmoshpere. All bedrooms are conveniently located on the second floor, along with a washer/dryer. Enjoy outdoor living with a back patio that leads to a two-car garage, and take advantage of community amenities including a refreshing pool, clubhouse, walking trails, and a playground for everyone to enjoy. Perfect for a vibrant lifestyle!

12910 Calderdale Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

12910 Calderdale Ave, Windermere, FL 34786

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,550

House for rent

Spacious End Unit with Community Pool Access

This fantastic 3-bedroom, 2.5-bath end unit offers a comfortable 1,545 sq. ft. of living space. You'll appreciate the convenience of a two-car garage and in-unit laundry. Enjoy the community pool for relaxation and recreation. This pet-friendly home blends modern living with community amenities, perfect for those seeking a vibrant lifestyle in Windermere.

4303 Isabella Cir - Photo 1 of 1

5d+ ago

House for rent in Windermere

4303 Isabella Cir, Windermere, FL 34786

In-unit laundry | Furnished | Garage parking

7 beds

4 baths

$18,000

House for rent

Luxurious Furnished Home with Resort-Style Pool

Experience effortless luxury in this beautifully furnished 7-bedroom, 5-bath home. Bathed in natural light from soaring windows, it features an open-concept layout ideal for entertaining. A chef's kitchen flows to the spacious living area and out to an extended covered lanai. Enjoy a private oasis with a resort-style pool, spa, and summer kitchen for year-round relaxation and fun. With 4,834 sq ft of elegant design, this move-in-ready residence offers the perfect blend of comfort and style.

6971 Tettenhall Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

6971 Tettenhall Ln, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$3,295

House for rent

Elegant 4-Bed Home with Scenic Fountain Views

This stunning 2-story home features 4 bedrooms and 3 bathrooms, offering 2,805 sq. ft. of elegant living space. Enjoy breathtaking pond views from the covered lanai, and entertain in the spacious open-concept kitchen and living area with granite countertops and a butler’s pantry. The luxurious master suite boasts a walk-in closet and ensuite bath. Located in a vibrant community with a pool, playground, and tennis courts, this home offers comfort and style in an inviting setting.

7230 Shadeview Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

7230 Shadeview Aly, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,550

House for rent

Modern Townhouse with Amazing Community Amenities

This stunning 3-bedroom, 2.5-bath townhouse spans 1,724 sq ft in the desirable Ashlin Park community. Enjoy resort-style living with a community pool, clubhouse, and playground. Just a short stroll to restaurants and shops, plus convenient access to bike trails and conservation areas. Ideal for those seeking a vibrant lifestyle near Windermere’s best amenities!

10714 Reams Rd - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

10714 Reams Rd, Windermere, FL 34786

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

3 beds

2 baths

$2,850

House for rent

Bright & Spacious Home in Windermere Trails

This inviting 3-bedroom, 2.5-bath residence boasts an open-concept layout with abundant natural light and brand-new stainless steel appliances. The upper level features all bedrooms, including a primary suite with a walk-in closet. Enjoy a versatile loft area perfect for a home office or playroom. With community perks like a lakeside pool and walking trails, plus convenient access to top-rated schools and shops, this property offers comfort and convenience in one!

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Home > Apartments in Windermere
Updated: October 31, 2025

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Learn more about renting in Windermere, FL

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?

🔑Available apartment rentals107
💰Best rent deal11353 Citra Cir
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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