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Show properties that allow residents to earn extra money from hosting on Airbnb part-time. Hosting is subject to rules and restrictions. Ask property management for details.
97 rentals available
5d+ ago
Townhouse for rent in Windermere
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
5d+ ago
House for rent in Windermere
13544 Riggs Way, Windermere, FL 34786
In-unit laundry | Garage parking | On-site laundry
4 beds
3.5 baths
$3,900
House for rent
5d+ ago
House for rent in Windermere
1 bed
1 bath
$1,500
House for rent
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
5d+ ago
Condo for rent in Windermere
3 beds
2 baths
$2,100
Condo for rent
Available Jul 1
5d+ ago
House for rent in Windermere
3636 Lake Buynak Rd, Windermere, FL 34786
In-unit laundry | Garage parking | Fireplace
2 beds
2 baths
$3,500
House for rent
5d+ ago
Townhouse for rent in Windermere
8658 Brookvale Dr, Windermere, FL 34786
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,450
House for rent
5d+ ago
Townhouse for rent in Windermere
13014 Langstaff Dr, Windermere, FL 34786
In-unit laundry | Garage parking | Assigned parking
2 beds
2.5 baths
$2,100
House for rent
Rent an Airbnb‑friendly apartment.
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5d+ ago
House for rent in Windermere
8414 Vivaro Isle Way, Windermere, FL 34786
In-unit laundry | Garage parking | Swimming pool
5 beds
4 baths
$5,250
House for rent
5d+ ago
House for rent in Windermere
307 W 4th Ave, Windermere, FL 34786
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$5,475
House for rent
5d+ ago
House for rent in Windermere
9701 Lake Isleworth Ct, Windermere, FL 34786
In-unit laundry | Garage parking | Walk-in closets
3 beds
3 baths
$12,500
House for rent
5d+ ago
Townhouse for rent in Windermere
3 beds
2.5 baths
$2,650
House for rent
5d+ ago
House for rent in Windermere
4 beds
2.5 baths
$2,900
House for rent
5d+ ago
House for rent in Windermere
5 beds
4.5 baths
$4,500
House for rent
5d+ ago
Townhouse for rent in Windermere
4 beds
3.5 baths
$3,475
House for rent
5d+ ago
House for rent in Windermere
5589 Remsen Cay Ln, Windermere, FL 34786
In-unit laundry | Garage parking | Swimming pool
4 beds
2.5 baths
$2,340
House for rent
5d+ ago
House for rent in Windermere
3 beds
2 baths
$3,000
House for rent
5d+ ago
Condo for rent in Windermere
3 beds
2 baths
$2,200
Condo for rent
5d+ ago
House for rent in Windermere
5 beds
4 baths
$4,500
House for rent
5d+ ago
House for rent in Windermere
4 beds
3.5 baths
$2,650
House for rent
Available May 16
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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.
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.
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.
Yes, there are pet-friendly apartments in Windermere, with approximately 41.55% of listings being pet-friendly.
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.
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.
| 🔑Available apartment rentals | 97 |
|---|---|
| 💰Best rent deal | 8588 Powder Ridge Trl |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |