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Apartments for Rent in Windermere, FL

97 rentals available

8265 Maritime Flag St ##121 - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

8265 Maritime Flag St, 121

8265 Maritime Flag St ##121, Windermere, FL 34786

In-unit laundry | Swimming pool | Controlled access

3 beds

2.5 baths

$2,300

House for rent

3-bed gated townhouse near Disney with pool

This 1460 square-foot townhouse in Windermere, FL includes 3-bed, 2.5-bath layout with in-unit laundry and water included in rent. The gated Lakeside community features a resort-style pool, tennis court, sand volleyball court, and resident grill area. Located just minutes from Disney, shopping, and dining.

13544 Riggs Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

13544 Riggs Way, Windermere, FL 34786

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

4 beds

3.5 baths

$3,900

House for rent

Updated 4-bed Windermere house with 3-car garage

Set in Windermere, FL, this 4-bed, 3.5-bath house sits on an oversized corner lot of approximately .25 acres. The 2,696 sqft layout features an open-concept kitchen and family room, screened-in patio, and expansive primary suite with tray ceilings and dual walk-in closets. Recent updates include new interior paint, carpet, and roof, plus a spacious 3-car garage and upstairs laundry room.

8588 Powder Ridge Trl - Photo 1 of 1

5d+ ago

House for rent in Windermere

House for rent

1-bed carriage house with utilities included

Set in Windermere, FL, this pet-friendly 1-bed, 1-bath carriage house sits above a garage with its own private entrance. The 500 sqft layout includes all utilities and internet, plus access to community amenities like a pool, fitness center, and walking trails. A fit for remote workers and pet owners, with no breed restrictions and minutes from Disney World.

8256 Maritime Flag St #1 - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

8256 Maritime Flag St #1, Windermere, FL 34786

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$2,100

Condo for rent

Available Jul 1

3-bed first-floor condo with fitness center

Set in Windermere, FL, this 3-bed, 2-bath first-floor condo sits in the gated Lakeside community with an open layout and screened patio. The 1,442 sqft unit features a master suite with soaking tub and walk-in closet, plus in-unit laundry. Community perks include a fitness center, clubhouse, two pools, and sand volleyball court.

8256 Maritime Flag St - 1Unit 1701 #1 - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

8256-U1701 - 1

8256 Maritime Flag St - 1Unit 1701 #1, Windermere, FL 34786

3 beds

2 baths

$2,100

Condo for rent

Available Jul 1

3-bed gated condo with fitness center & pools

Set in Windermere, FL, this 3-bed, 2-bath first-floor condo sits in the gated Lakeside community with clubhouse access. The 1,442 sqft open floor plan includes a screened patio, master suite with soaking tub and walk-in closet, plus in-unit washer and dryer. Community perks include fitness center, two pools, sand volleyball court, and BBQ areas.

3636 Lake Buynak Rd - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

3636 Lake Buynak Rd, Windermere, FL 34786

In-unit laundry | Garage parking | Fireplace

2 beds

2 baths

$3,500

House for rent

2-bed waterfront house with 1+ acre and no HOA

Set in Windermere, FL, this 2-bed, 2-bath house sits on over an acre of waterfront property with no HOA restrictions. The 1,855 sqft layout features tile floors throughout, stainless appliances, in-unit laundry, and a large screened porch overlooking the water. Garage parking, decorative fireplace, and space for boats, RVs, and pets make this a secluded retreat just 0.2 miles from grocery.

8658 Brookvale Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8658 Brookvale Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,450

House for rent

3-bed Windermere townhouse with 2-car garage

A townhouse in Windermere, FL, this 3-bed, 2.5-bath unit features high ceilings, a private courtyard, and 2-car garage parking. The 1,406 sqft layout includes in-unit laundry, central air, and walk-in closets. Community amenities add a junior Olympic pool, walking trails, and nearby reservation areas, with grocery shopping just 0.2 miles away.

13014 Langstaff Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

Beautiful 2 Bed 2.5 Bath Townhouse! Make an offer! Apply Today!

13014 Langstaff Dr, Windermere, FL 34786

In-unit laundry | Garage parking | Assigned parking

2 beds

2.5 baths

$2,100

House for rent

2-bed townhouse with garage and fenced yard

In Windermere, FL, this 2-bed, 2.5-bath townhouse offers 1,250 sqft with hardwood floors and full appliance package including in-unit laundry. Two master baths, garage parking, and a fenced yard add convenience. Pet-friendly with approval and $250 fee per pet. Tenant pays utilities but HOA fees are covered.

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8414 Vivaro Isle Way - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

8414 Vivaro Isle Way, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

5 beds

4 baths

$5,250

House for rent

5-bed Mediterranean house with resort-style pool

Set in Windermere, FL, this 5-bed, 4-bath Mediterranean house spans 3,648 sqft with a gourmet kitchen, open floor plan, and resort-style heated saltwater pool with spa. The layout includes a first-floor guest suite, upstairs bonus room, and master retreat with Disney fireworks views. A fit for fitness enthusiasts with on-site gym access, community pool, and tranquil outdoor spaces. Minutes from Disney and top-rated schools.

307 W 4th Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

307 W 4th Ave, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$5,475

House for rent

4-bed Windermere house with dual primary suites

House in Windermere, this single-story 4-bed, 3-bath residence sits on an oversized corner lot moments from Main Street's dining and shopping. The 3,190 sqft layout features dual primary suites, a chef's kitchen with stainless steel appliances and granite counters, and a screened lagoon-style lap pool with paver decking. High ceilings, walk-in closets, and garage parking complete the package.

9701 Lake Isleworth Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

9701 Lake Isleworth Ct, Windermere, FL 34786

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

3 beds

3 baths

$12,500

House for rent

3-bed golf villa with office in gated community

Set in Windermere, FL, this recently renovated 3-bed, 3-bath golf villa spans 3,535 sqft within the gates of Isleworth Golf and Country Club. The house features a spacious master suite with garden view shower, formal dining room, living room with gas fireplace, and office that could serve as a 4th bedroom. An oversized 2-car garage includes golf cart entrance, plus outdoor grill area and large fenced yard.

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11642 Water Run Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

11642 Water Run Aly, Windermere, FL 34786

Swimming pool | Residents lounge | Oven

3 beds

2.5 baths

$2,650

House for rent

Pet-friendly 3-bed townhouse near Disney World

Set in Windermere, FL, this pet-friendly 3-bed, 2.5-bath townhouse sits in the peaceful Ashlin Park community near Walt Disney World and Lakeside Shopping Center. The 1,624 sqft layout includes a full kitchen with refrigerator, oven, and range, plus access to a community pool and clubhouse. A fit for pet owners with no breed restrictions and nearby grooming services, plus top-rated schools within half a mile.

12647 Arley Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

4 beds

2.5 baths

$2,900

House for rent

Spacious 4-bed executive house with new systems

Set in Windermere, FL, this executive 4-bed, 2.5-bath house offers 6,000 sqft in the Lakes of Windermere community. Recent upgrades include a new roof (May 2025) and HVAC system (June 2025), with exterior painting scheduled. Move-in ready with steam-cleaned carpets, plus top-rated elementary school within half a mile.

4324 Blue Major Dr - Photo 1 of 1

5d+ ago

House for rent in Windermere

4324 Blue Major Dr, Windermere, FL 34786

Garage parking | Storage | Carpet

5 beds

4.5 baths

$4,500

House for rent

5-bed house with 3-car garage & home office

Right in Windermere, FL, this 5-bed, 4.5-bath house offers 4,539 sqft with an open floor plan and soaring ceilings. The layout includes a first-floor bedroom with en-suite bath, spacious home office, and chef's kitchen with stainless appliances and butler's pantry. A 3-car garage with extra-long driveway provides ample parking and storage, with top-rated schools nearby.

10733 Village Lake Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Windermere

10733 Village Lake Rd, Windermere, FL 34786

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

4 beds

3.5 baths

$3,475

House for rent

Renovated 4-bed townhouse with 2 master suites

Set in Windermere, FL, this newly renovated 4-bed, 3.5-bath townhouse spans 2,833 sqft with dual master bedrooms on separate floors. The open-concept layout features a gourmet kitchen with granite counters and stainless appliances, plus luxury vinyl flooring throughout. A 2-car garage, courtyard access, and upstairs laundry with washer/dryer included complete the package, with rent covering lawn care and resident benefits.

5589 Remsen Cay Ln - Photo 1 of 1

5d+ ago

House for rent in Windermere

Single Family Residence - WINDERMERE, FL

5589 Remsen Cay Ln, Windermere, FL 34786

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$2,340

House for rent

4-bed house with smart home tech and pool access

House with 4 beds in Windermere, FL, featuring 2,600 sqft with an open floor plan and spacious kitchen with stainless steel appliances. The 2.5-bath layout includes a primary suite with garden tub and separate shower, plus smart home technology for remote access control. Community amenities include a pool and tot lot, with top-rated schools within a mile.

6910 Corley Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

House for rent

Move-in ready 3-bed house with 2,824 sqft

Set in Windermere, FL, this move-in ready 3-bed, 2-bath house offers 2,824 sqft of living space. The property features strong value positioning compared to other homes in the area and includes 24 photos for easy viewing. Located within about a mile of a top-rated high school.

8156 Boat Hook Loop - Photo 1 of 1

5d+ ago

Condo for rent in Windermere

8156 Boat Hook Loop, Windermere, FL 34786

In-unit laundry | Balcony | Swimming pool

3 beds

2 baths

$2,200

Condo for rent

3-bed Windermere condo with resort amenities

This 3-bed, 2-bath condo in Windermere offers 1,442 sqft in the Lakeside at Lakes of Windermere community. The second-floor unit features parquet flooring, granite countertops, a breakfast bar, and a large balcony with elevator access. Resort-style amenities include a pool, fitness center, tennis court, basketball courts, and lakefront pier, with Disney World minutes away.

6926 Cucamelon Ct - Photo 1 of 1

5d+ ago

House for rent in Windermere

6926 Cucamelon Ct, Windermere, FL 34786

Furnished | Swimming pool | Walk-in closets

5 beds

4 baths

$4,500

House for rent

5-bed Windermere house with saltwater pool

Located in Windermere, FL, this 5-bed, 4-bath house in Sanctuary Lakes offers furnished or unfurnished options with solar panels and smart home features. The 3,733 sqft layout includes a chef's kitchen with double oven and stone countertops, plus a saltwater pool with mature landscaping. Top-rated schools nearby and grocery within 0.3 miles.

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11909 Cave Run Ave - Photo 1 of 1

5d+ ago

House for rent in Windermere

11909 Cave Run Ave

11909 Cave Run Ave, Windermere, FL 34786

Swimming pool | Storage | Outdoor space

4 beds

3.5 baths

$2,650

House for rent

Available May 16

4-bed Windermere house with guest suite

Set in Windermere, FL, this 4-bed, 3.5-bath house offers 2,916 sqft with an open floor plan and downstairs guest suite ideal for visitors or in-laws. The two-story layout includes a large upstairs utility room with sink and ample storage throughout. Located in Windermere Trails near highly rated schools and Lakeside Village shopping, with lawn care and pest control included in rent.

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Home > Apartments in Windermere
Updated: June 22, 2026

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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?

Windermere's 2025 rental market shows one-bedroom apartments averaging around $1,600 per month, while two-bedroom units rent for around $2,000 monthly. These figures reflect recent market adjustments, with both bedroom types experiencing year-over-year declines from 2024 levels.

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

August typically offers the lowest rental prices in Windermere, creating about a 6.6% difference from January's peak rates. November presents the least competitive rental conditions with reduced demand, while April sees the highest competition among renters.

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 rarely included in Windermere rental properties, appearing in less than 1% of total listings. Among studios, utilities are included in less than 1% of available units, while one-bedroom apartments with utilities represent an even smaller fraction of the market.

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 2026 rental inventory and prices.

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

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

Looking for apartments in Windermere, FL near you?

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💰Best rent deal8588 Powder Ridge Trl
Popular amenities, ,
🧦In-unit laundry
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