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290 rentals available
5d+ ago
Condo for rent in Winter Garden
1 bed
1 bath
$1,200
Condo for rent
Available Jun 19
5d+ ago
House for rent in Winter Garden
14050 Frasier St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
4 beds
2.5 baths
$2,850
House for rent
5d+ ago
House for rent in Winter Garden
7153 Summerlake Groves St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$3,260
House for rent
5d+ ago
Condo for rent in Winter Garden
417 Southern Pecan Cir #207, Winter Garden, FL 34787
In-unit laundry | Ceiling fan | Dishwasher
1 bed
1 bath
$1,750
Condo for rent
5d+ ago
House for rent in Winter Garden
1847 Nesting Ln, Winter Garden, FL 34787
In-unit laundry | Garage parking | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
5d+ ago
House for rent in Winter Garden
7853 Iceland Gull St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
2.5 baths
$3,800
$3,600
Price drop
House for rent
5d+ ago
Townhouse for rent in Winter Garden
15555 Honeybell Dr #1, Winter Garden, FL 34787
Garage parking | Swimming pool | Residents lounge
3 beds
2.5 baths
$2,600
House for rent
Available Jun 15
5d+ ago
Townhouse for rent in Winter Garden
Hanlon Terrace Aly #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
4 beds
3 baths
$2,950
House for rent
Available Jun 17
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5d+ ago
House for rent in Winter Garden
4 beds
3.5 baths
$3,300
House for rent
Available Jun 17
5d+ ago
House for rent in Winter Garden
3 beds
2.5 baths
$2,500
House for rent
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,520
Condo for rent
5d+ ago
House for rent in Winter Garden
16153 Water Spring Blvd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$3,300
House for rent
5d+ ago
House for rent in Winter Garden
9451 Komika Ln #NA, Winter Garden, FL 34787
Air conditioning | Garage parking | Swimming pool
3 beds
2 baths
$2,650
House for rent
Available Apr 30
5d+ ago
Townhouse for rent in Winter Garden
15501 Hamlin Park Dr, Winter Garden, FL 34787
In-unit laundry | Furnished | Garage parking
3 beds
3.5 baths
$3,500
House for rent
5d+ ago
Townhouse for rent in Winter Garden
16374 Turning Tide Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,400
House for rent
5d+ ago
House for rent in Winter Garden
273 Avalon Rd, Winter Garden, FL 34787
In-unit laundry | Walk-in closets | Ceiling fan
4 beds
2 baths
$2,995
House for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
3 baths
$2,700
House for rent
Available Jun 23
5d+ ago
Townhouse for rent in Winter Garden
16350 Hamlin View St, Winter Garden, FL 34787
In-unit laundry | On-site laundry | Walk-in closets
3 beds
2.5 baths
$2,950
House for rent
Available Jun 1
5d+ ago
House for rent in Winter Garden
2 beds
2 baths
$2,050
House for rent
Available Jun 15
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,450
Condo for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
5d+ ago
Townhouse for rent in Winter Garden
13453 Sagestone Dr #1, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Walk-in closets
3 beds
2.5 baths
$2,650
House for rent
Available Jul 10
5d+ ago
House for rent in Winter Garden
17876 Adrift Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Hardwood floor
5 beds
4 baths
$3,999
House for rent
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,900
Condo for rent
5d+ ago
Tucker Oaks townhouse for rent in Winter Garden
1535 Broken Oak Dr #37B, Winter Garden, FL 34787
In-unit laundry | Air conditioning | Garage parking
3 beds
3 baths
$2,195
$2,095
Price drop
House for rent
Available Jun 20
5d+ ago
Tucker Oaks apartment for rent in Winter Garden
3 beds
2.5 baths
$2,500
Apartment for rent
Available Jul 15
5d+ ago
House for rent in Winter Garden
5 beds
4.5 baths
$5,900
House for rent
Available Jun 12
5d+ ago
Townhouse for rent in Winter Garden
13881 Easdale Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,750
House for rent
5d+ ago
House for rent in Winter Garden
5 beds
3 baths
$3,250
House for rent
5d+ ago
Condo for rent in Winter Garden
304 Southern Pecan Cir #208, Winter Garden, FL 34787
In-unit laundry | Fitness center | Dishwasher
2 beds
2 baths
$2,000
Condo for rent
5d+ ago
Stoneybrook West townhouse for rent in Winter Garden
1122 Priory Cir, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$2,600
House for rent
5d+ ago
House for rent in Winter Garden
1309 Cardinal Ln, Winter Garden, FL 34787
In-unit laundry | Ceiling fan | Dishwasher
3 beds
2 baths
$1,800
House for rent
5d+ ago
House for rent in Winter Garden
7148 Desert Mandarin St, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$3,400
House for rent
5d+ ago
Condo for rent in Winter Garden
17865 Adrift Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
3.5 baths
$3,700
Condo for rent
5d+ ago
Condo for rent in Winter Garden
2 beds
2 baths
$1,750
Condo for rent
Available May 20
5d+ ago
House for rent in Winter Garden
1331 Daniels Cove Dr #NA, Winter Garden, FL 34787
Air conditioning | Garage parking | Assigned parking
4 beds
2 baths
$2,500
House for rent
Available Jul 1
5d+ ago
Townhouse for rent in Winter Garden
1066 Dolphin Dr, Winter Garden, FL 34787
In-unit laundry | On-site laundry | Ceiling fan
3 beds
2 baths
$1,700
House for rent
5d+ ago
Tucker Oaks condo for rent in Winter Garden
3 beds
2.5 baths
$2,100
Condo for rent
5d+ ago
House for rent in Winter Garden
7759 Green Mountain Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
6 beds
6.5 baths
$8,000
House for rent
5d+ ago
House for rent in Winter Garden
5 beds
4 baths
$4,799
House for rent
5d+ ago
House for rent in Winter Garden
9969 Tawny Meadow Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,800
House for rent
5d+ ago
Condo for rent in Winter Garden
143 Southern Pecan Cir #207, Winter Garden, FL 34787
In-unit laundry | Swimming pool | Fitness center
2 beds
2 baths
$1,875
Condo for rent
5d+ ago
House for rent in Winter Garden
15617 Marina Bay Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | On-site laundry
4 beds
4.5 baths
$4,300
House for rent
5d+ ago
Townhouse for rent in Winter Garden
6561 Calamondin Dr, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,695
House for rent
5d+ ago
Stoneybrook West house for rent in Winter Garden
2628 Balforn Tower Way, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$3,000
House for rent
5d+ ago
Townhouse for rent in Winter Garden
3 beds
2.5 baths
$2,600
House for rent
Available Jun 3
5d+ ago
Townhouse for rent in Winter Garden
15769 Tollington Aly, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,750
House for rent
5d+ ago
Apartment for rent in Winter Garden
4 beds
3.5 baths
$2,900
Apartment for rent
5d+ ago
Townhouse for rent in Winter Garden
13341 Pontoon Rd, Winter Garden, FL 34787
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,650
House for rent
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Residents of Winter Garden, FL appreciate the vibrant downtown area, which is filled with shops and restaurants, making it easy to enjoy a night out. Many enjoy the year-round warm weather and outdoor spaces, like parks and trails, ideal for walking or biking. However, some mention that traffic can be an issue, particularly during peak hours. Overall, the mix of suburban and urban vibes, along with community events, contributes to a lively local atmosphere.
Winter Garden's 2025 rental market shows 1-bedroom apartments averaging around $1,800 per month, while 2-bedroom units average around $2,300 monthly. Both bedroom types experienced increases from the previous year, with 2-bedrooms seeing stronger growth at 5.3% compared to 1-bedrooms at 1.4%.
October offers the lowest rental prices in Winter Garden, while December sees the highest rent with approximately a 3% difference between peak and off-peak pricing. August and November show less competition with reduced demand compared to supply, while March and April are the most competitive months for apartment hunting.
Tucker Oaks and Stoneybrook West represent Winter Garden's most in-demand rental areas, generating higher consumer interest despite comprising just 3% of the total rental market. Courtlea Oaks, Tucker Oaks, and Stoneybrook West offer strong community connections with high walk scores and well-developed street infrastructure that encourage neighborhood interaction.
Winter Garden's rental market centers on pet-friendly living, with Tucker Oaks particularly accommodating for pet owners. The neighborhood offers comprehensive pet amenities including pet waste stations, dedicated pet spaces, and pet events that build community among animal lovers, while maintaining no breed restrictions.
Utilities are rarely included in Winter Garden rental properties, appearing in less than 1% of total listings across all apartment types. One-bedroom apartments have the highest rate of utility inclusion at 0.14% of listings, while studios, two-bedrooms, and three-bedrooms each include utilities in fewer than 0.02% of available properties.
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 | 290 |
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| 💰Best rent deal | 1120 Lincoln Ter #A |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |