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Houses for Rent in Windermere, FL

1-17 of 17 rentals

2+ Baths

Townhouse for rent at 7712 Rigby St, Windermere, FL 34786

Featured

Managed by PMI Property Alliance

$2,549

Townhouse3 Beds2.5 Baths1,480 ft²

7712 Rigby St

Windermere, FL 34786

Move-in ready and impeccably maintained, this spacious 3-bedroom, 2.5-bath townhome with a 2-car detached garage is located in the highly sought-after Wickham Park community. Inside, the gourmet kitchen boasts a large island with breakfast bar, granite countertops, 42 cabinets with crown molding and all stainless steel appliances-perfect for both everyday living and entertaining. The open floor plan includes a spacious living area and a convenient half bath on the main level. The property features luxury vinyl planks/ tiles through the house. No Carpet. Upstairs, you'll find three generously sized bedrooms and two full baths.

New - this week

Managed by Edney Souza

$2,300

Townhouse3 Beds2.5 Baths1,460 ft²

8265 Maritime Flag St #121

Windermere, FL 34786

Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney. This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience and lifestyle. The monthly rent includes water and access to all community amenities. Enjoy a resort-style pool, tennis court, sand volleyball court, a resident grill area - all designed to enhance your living experience. Inside, the home features a spacious layout and includes a washer and dryer for your convenience.

New - 2 days ago

Managed by Blue Chip Property Managers

$2,800

Townhouse4 Beds3 Baths1,879 ft²

12101 Via Caselli Dr

Windermere, FL 34786

Discover upscale living at it's finest in this luxury townhome located in the highly sought-after Royal Estate Townhomes community in Windermere, Florida-renowned for it's top-rated school district and family-friendly environment. This spacious and modern 4-bedroom, 3-bathroom residence offers an open-concept layout that blends style, comfort and functionality. Featuring abundant natural light and high-end finishes throughout, this home is designed to meet the needs of today's discerning renters. Interior Features: Bright, open floor plan ideal for both entertaining and everyday living. One bedroom and full bathroom conveniently located on the first floor-perfect for guests or multi-generational living.

Featured

Managed by TrustHome Properties

$2,250

Townhouse2 Beds2.5 Baths1,380 ft²

8634 Danforth Dr

Windermere, FL 34786

Spacious 3BR/2.5BA townhome, with a 2 car garage. Spacious eat in Kitchen, Dining/Living Room combination and powder room downstairs. Upstairs are the primary bedroom with bath, secondary bedroom and private bath and laundry area. Lots of natural lighting. Private courtyard in back, between the townhome and garage. Community Pool. This property offers an option of a security deposit-free lease using Obligo's billing authorization technology for qualified tenants and well as a mandatory Resident Benefit Package. Security Deposit - No upfront security deposit option with Obligo for Renters who qualify for the Obligo service.

Featured

Managed by Jacky Liu

$2,880

House3 Beds2 Baths1,948 ft²

13535 Darchance Rd

Windermere, FL 34786

Perfect location in Windermere. Beautiful and spacious Single Story Home. Oversize lot with no rear neighbors. Great school zone Tons of upgrade in the house, including graded wood flooring and lighting, gourmet kitchen package, siltstone countertop, elegant backsplash, 42maple cabinets with crown molding, reverse osmosis for drinking water. Also, a whole house water softener system in place, five speaker surround sound system, Crystal chandelier that adds elegance and a romantic ambience. This is an Berkshire Park offers a community pool, playground and several recreational areas for picnicking, fun and fitness.

Featured

Managed by Infinity Real Estate Group

$2,700

Townhouse3 Beds2.5 Baths1,700 ft²

8613 Coventry Park Way

Windermere, FL 34786

If only the best will do, then this is the home for you it has it all including lake views and positioned perfectly to see the nightly Disney Fireworks. The best neighborhood - Windermere Trails is a highly desirable, upscale community of townhomes and single family homes with outstanding amenities including a lake-front resort style pool with cabana, splash park, open air pavilion, playground and dog park. The best location - Windermere Trails unparalleled location offers easy access to the Disney parks and major roadways.

New - today

Managed by 66 Star Property Management

$2,800

House3 Beds2 Baths2,085 ft²

4813 River Gem Ave

Windermere, FL 34786

Fall in Love with this Windermere Charmer. From the shaded front porch swing nestled beneath mature trees to the extended paver patio overlooking tranquil water views, this beautifully maintained 3-bedroom, 2-bath home is the picture of comfort and charm. Located in highly desirable Summerport, this home features a thoughtful split-bedroom floor plan and a welcoming formal dining room ideal for entertaining. Inside, two spacious front bedrooms and a full guest bath provide flexibility for family, guests or a home office.

Featured

Managed by Jacky Liu

$3,300

House4 Beds3 Baths2,286 ft²

8153 Jailene Dr

Windermere, FL 34786

Elegantly Home in Berkshire Park Windermere. Cul-De-Sac, Conservation Lot without rear neighbors. This is desirable 4 bedroom, 3 full bath, Oversized Screened Patio and Backyard. Open floor plan. Upgraded kitchen package, subway tile backsplash, granite counter tops, stainless steel appliance. Large master bedroom with french door to bath, walk-in closet. Berkshire Park is an amazing community, features resort style amenities including pools, tennis courts, basketball, playground, trails and much more. Closed to great schools, shopping malls, restaurants, etc. Short drive to Disney world, Universal, Downtown of Windermere and Winter Garden. Easy access to US429, I4, 535.

Featured

Managed by FCG Realty

$2,495

Townhouse3 Beds2.5 Baths1,647 ft²

8021 Enchantment Dr #1006

Windermere, FL 34786

Nice 3 bedrooms, 2.5 bath townhouse for rent in Windermere, ideally located in teh gated community of Oasis Cove, this unit has been freshly painted. Open floor plan with high ceilings and patio. Washer and dryer included. Fcg Realty residents are enrolled in the Resident Benefits Package (rbp) for $39.

Featured

Managed by TREC Management

$3,300

Townhouse4 Beds3 Baths2,464 ft²

8623 Via Trieste Dr

Windermere, FL 34786

Available now for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Rent Includes utilities, internet, lawncare, washer, dryer and community amenities. Upon entering you are greeted with an open living and stunning kitchen. Kitchen features granite countertops, stainless steel appliances and walk-in pantry. Downstairs master with ensuite bath, dual vanities, spacious walk-in closet. Courtyard area leads to two car garage. Upstairs you will find a loft area, master suite with full bath and private balcony overlooking pond. There are two additional bedrooms with full bath. Located near shopping, attractions, restaurants and major highways.

Featured

Managed by RentCare Property Management

$3,400

House4 Beds2.5 Baths2,720 ft²

6607 Earthgold Dr

Windermere, FL 34786

This spacious home offers formal Living and Dining room areas that lead you to an expanded Family Room and Kitchen combination with amazing views and room for all. Enjoy sitting on the screen porch or uncovered patio with views of a calming pond. The second floor opens to a bonus room and leads you to a study/bedroom plus two additional bedrooms. Then encounter the big master suite that opens to a master spa/bath with a garden tub, shower, double sinks, large closet and ample space to enjoy calming retreats. This home comes with full lawn maintenance and all appliances.

Featured

Managed by REALIZE Property Management

$3,700

House4 Beds4 Baths2,588 ft²

7282 Backwoods Trail

Windermere, FL 34786

Welcome to the perfect home waiting for you in Windermere, FL. This Fully furnished house features 4 bedrooms and 4 bathrooms, providing ample space for all your needs. Enjoy the convenience of an association pool, gym and playground right at your fingertips. Whether you're looking to relax by the pool, stay active in the gym or have fun at the playground, this home has everything you need for a comfortable and enjoyable living experience. Don't miss out on this amazing opportunity to make this house your new home. Association pool, Association gym & Association playground.

Featured

Managed by REALIZE Property Management

$15,000

House5 Beds4.5 Baths4,345 ft²

4279 Isabella Circle

Windermere, FL 34786

Welcome to 4279 Isabella Cir, Windermere, FL 34786. Offered as a lease with an option to purchase. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30' ceilings and two stories of windows that offer a stunning view of the sparkling swimming pool. Within the foyer, you will find the office to your left and a formal dining room to your right.

New - 2 days ago

Managed by Greater Orlando Realty USA

$2,700

Townhouse3 Beds2 Baths2,254 ft²

11692 Water Run Alley

Windermere, FL 34786

Welcome to this beautiful 3-bedroom, 2-bathroom home located in the highly sought-after area of Windermere, FL. This property offers a spacious layout with plenty of room for entertaining and relaxation. Inside you will find 10-foot ceilings, rich laminate wood flooring, upgraded interior doors and expansive windows that flood the home with natural light. Crown molding accents and custom blinds. Upstairs, you will find the primary suite, with a spacious sitting area, a luxurious bathroom featuring a dual-sink vanity and a walk-in shower.

Managed by Lake Burden

$3,999

House5 Beds4 Baths3,417 ft²

Lake Burden

7582 Lake Albert Dr, Windermere, FL 34786

A 5 bedrooms, 4.5 bathroom, 3 car garage home that offers tons of space for your family's active lifestyle. A formal living room and dining room add extra elegance to this two story home. The roomy kitchen with island provides plenty of counter space so the whole family. Enjoy scenic yard views during casual meals in the breakfast nook area, situated next to sliding glass doors out to the patio. A downstairs extra bedroom and upstairs loft provide additional space for hobbies, a game room or study. The luxurious owner's suite features his and hers walk-in closets for ample storage.

House for rent at 13515 Bellaria Circle, Windermere, FL 34786

Featured

Managed by Hampton & Hampton Management & Leasing

$12,700

House6 Beds6 Baths5,667 ft²

13515 Bellaria Circle

Windermere, FL 34786

Must see, luxury home. Very rare property of it's size available for rent in prestigious Windermere. This 2-story, 6 bedroom, 6 bath triple car garage home features a great room with marble fireplace, over-sized windows facing the rear deck & resort style pool, has a heated spa and pool. The pool is the dramatic focal point of the main level, accompanied by a formal dining room. Chef's kitchen, den/family room that has french glass doors to the backyard. There is also a spacious vintage 2 story library that allows floor to ceiling book shelves.

Updated - 3 days ago

Managed by Specialized Property Management Orlando

$4,199

House5 Beds5.5 Baths3,636 ft²

13236 Orange Isle Dr

Windermere, FL 34786

Discover this stunning 5-bedroom, 5-bathroom home situated in the prestigious Sanctuary at Lakes of Windermere. This spacious residence features a dedicated family room, formal dining area and a versatile office space, all with a seamless blend of carpet, vinyl and tile flooring throughout for both comfort and style. The chefs kitchen is a true highlight, equipped with stainless steel appliances, elegant granite countertops, a charming breakfast nook, a stylish backsplash, a spacious pantry and ample cabinet and counter spaceperfect for culinary enthusiasts and entertaining guests.

Viewing 1-17 of 17 rentals in Windermere

What to Know About

Life in Windermere & Beyond

Windermere shares many of the great qualities that make Florida a desirable place to live.

Florida is a sunshine-filled state known for its beautiful beaches, warm weather, and world-famous theme parks like Walt Disney World, Universal Studios, and Sea World. From its iconic beaches to vibrant cities, you have a unique blend of outdoor adventure and urban excitement. Explore the state's past by visiting attractions like the Kennedy Space Center, the Museum of Florida History, or the Perez Art Museum Miami. In addition, Florida is home to renowned universities such as the University of Florida and Florida State University, University of Miami.

With hundreds of miles of sandy beaches, crystal-clear springs, and lush everglades, Florida is a paradise for visitors and residents alike. The state is also home to several professional sports teams, including the Miami Dolphins (NFL), Tampa Bay Buccaneers (NFL), Florida Panthers (NHL), Tampa Lighting (NHL), Miami Marlins (MLB), Orlando Magic (NBA), and Miami Heat (NBA). Experience all that Florida has to offer, from its stunning beaches and vibrant atmosphere to its rich traditions and thriving economy.

Discover the magic of living in Florida, where the sun shines bright, the economy thrives, and the quality of life is unparalleled, making it the perfect place to call home.

Rental Market Trends

Windermere, FL

As of August 2025, Windermere's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Windermere's average rent is 1.8% ($37) higher than the Florida average of $2,067 and 17.5% ($314) higher than the U.S. average of $1,790.

Average Rent

$2,104

Monthly ChangeMonth Over Month Change

5.5% ($110)

Yearly ChangeYear Over Year Change

12.1% ($289)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$1,685	7.8% ($122)	17% ($344)
2 Beds	$2,012	5.6% ($107)	14.1% ($329)
3 Beds	$2,596	3.5% ($88)	7.9% ($224)

Nearby Cities	Average Rent	Avg. Rent vs. WindermereAverage Rent vs. Windermere	Avg. Days on MarketAverage Days on Market
Winter Garden	$1,957	7% ($147)	35 days
Ocoee	$2,104	No change	28 days
Clermont	$2,186	3.9% ($82)	28 days
Orlando	$1,918	8.8% ($186)	31 days
Apopka	$1,974	6.2% ($130)	27 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Windermere Rental Market FAQs

Explore rental prices, market trends, and availability in Windermere, FL.

What is the average rent in Windermere, FL?

The average rent in Windermere, FL is $2,104 per month.

What is the rental price range for houses in Windermere, FL?

Houses in Windermere typically rent for between $1,180 and $3,375 per month, with an average of $2,104 per month.

What is the average rent for different bedroom sizes in Windermere, FL?

In Windermere, the average rent for a 1-bedroom house is $1,685 per month, for a 2-bedroom house, $2,012 per month, and a 3-bedroom house is $2,596 per month.

How do rent prices in Windermere, FL compare with the national average?

The average rent in Windermere is 17.5% ($314) higher than the national average of $1,790 per month.

How have rent prices in Windermere, FL changed recently?

The average rent in Windermere has increased by 5.5% ($110) in the last month and decreased by 12.1% ($289) over the past year.

How competitive is the rental market in Windermere, FL?

The rental market in Windermere, FL, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Windermere, FL?

In Windermere, FL, the average rental stays on the market for approximately 30 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Windermere, FL?

There are currently 22 rental properties available in Windermere, FL.

Can I afford to rent a house in Windermere, FL?

Based on the current averages, a household would need an annual income of $80,480 to comfortably afford a 2-bedroom house in Windermere.