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Winter Garden
220
APARTMENTS
3
NEIGHBORHOODS
Rent Trends for Apartments in Winter Garden
September 2025
| Bedroom count | Winter Garden | vs Last Month |
|---|---|---|
| Studio | $1,295 | — |
| 1 Bedroom | $1,775 |  up 4.17% |
| 2 Bedroom | $2,150 | up 2.19% |
| 3 Bedroom | $2,700 | No change |
| 4 Bedroom | $3,100 |  down 3.13% |
Median rent as of September 14, 2025
This September, we've analyzed our 220 listings in Winter Garden to determine the rent trend. We're updating our tables in real time to give you the most up to date Winter Garden median apartment rent prices by bedroom count.
Cities Near Winter Garden
Top Neighborhoods in Winter Garden
Find Your Dream Apartment for Rent in Winter Garden
PadMapper has 220 condos, houses, and apartments for rent in Winter Garden. Specifically, studio apartments, one-bedroom apartments, 2 two-bedroom apartments, 9 three-bedroom apartments are currently available for rent.
We have options to filter by price, bedroom count, bathroom count, long-term or short-term, housing type, pet friendly, no broker fee, and you can search for an apartment by custom keywords.
Short Term Rentals In Winter Garden FL
Rent
Length
Bedrooms
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Verified
Short stay$5,203
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
10 Hours Ago
420 E Cypress St is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. View apartment
Short stay
$3,700
5 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
7254 Desert Mandarin 7254 is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. View apartment
Short stay
$3,100
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
7984 Wood Sage Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including outdoor space, swimming pool, and fitness center. View apartment
Short stay
$2,675
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
6165 Juneberry Way is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, storage, swimming pool, and outdoor space. Dogs are allowed, making it a pet-friendly apartment. View apartment
Short stay
$3,300
4 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
427 Tierra Verde Ln is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. View apartment
Short stay
$2,900
4 Bedrooms · 2 Bathrooms Apartment · Windermere, FL
5+ Days Ago
12647 Arley Dr is a 4 bedroom, 2 bathrooms apartment for rent. It is located in Windermere. View apartment
Short stay
$4,500
5 Bedrooms · 4 Bathrooms Apartment · Windermere, FL
5+ Days Ago
4324 Blue Major Dr is a 5 bedroom, 4 bathrooms apartment for rent. It is located in Windermere. It has apartment amenities including garage parking, storage, and outdoor space. View apartment
Short stay
$2,300
3 Bedrooms · 2 Bathrooms Apartment · Windermere, FL
5+ Days Ago
7321 Brightland St is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Windermere. It has apartment amenities including garage parking, swimming pool, and outdoor space. View apartment
Short stay
$3,475
4 Bedrooms · 3 Bathrooms Apartment · Windermere, FL
5+ Days Ago
10733 Village Lake Rd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Windermere. It has apartment amenities including concierge service, garage parking, package service, outdoor space, and on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
Short stay
$3,000
3 Bedrooms · 2 Bathrooms Apartment · Windermere, FL
5+ Days Ago
6910 Corley Ave is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Windermere. View apartment
Short stay
$2,850
3 Bedrooms · 2 Bathrooms Apartment · Signature Lakes, Horizon West
5+ Days Ago
15633 Signature Dr is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Signature Lakes neighborhood of Horizon West. It has apartment amenities including garage parking, and outdoor space. View apartment
Short stay
$2,200
3 Bedrooms · 2 Bathrooms Apartment · Windermere, FL
5+ Days Ago
8156 Boat Hook Loop is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Windermere. It has apartment amenities including elevator, swimming pool, fitness center, and outdoor space. View apartment
Verified
Short stay$1,992–$2,553
1–2 Bedrooms Apartments · Winter Garden, FL
9223 Vintage Hills Way 9223 Vintage Hills Way is an apartment rental building with 17 floorplans, and 1–2 bedrooms units available. It is located in Winter Garden. It has building amenities including package service. Cats and dogs are allowed, making it a pet-friendly building. View building
Verified
Short stay$2,321
3 Bedrooms · 3 Bathrooms Apartment · Clermont, FL
10 Hours Ago
1423 Retreat Cir is a 3 bedroom, 3 bathrooms apartment for rent. It is located in Clermont. It has apartment amenities including outdoor space, swimming pool, and fitness center. View apartment
Verified
Short stay$2,547
3 Bedrooms · 3 Bathrooms Apartment · Clermont, FL
10 Hours Ago
1425 Retreat Cir is a 3 bedroom, 3 bathrooms apartment for rent. It is located in Clermont. It has apartment amenities including outdoor space, swimming pool, and fitness center. View apartment
Verified
Short stay$15,048
10 Bedrooms · 8 Bathrooms Apartment · Clermont, FL
10 Hours Ago
16220 Saint Martin St is a 10 bedroom, 8 bathrooms apartment for rent. It is located in Clermont. It has apartment amenities including outdoor space, swimming pool, and fitness center. View apartment
Verified
Short stay$6,025
3 Bedrooms · 3 Bathrooms Apartment · Clermont, FL
10 Hours Ago
1411 Serendipity Ln is a 3 bedroom, 3 bathrooms apartment for rent. It is located in Clermont. It has apartment amenities including residents lounge, swimming pool, roof deck, business center, and outdoor space. View apartment
Verified
Short stay$4,861
2 Bedrooms · 2 Bathrooms Apartment · Walt Disney World Resort, Bay Lake
10 Hours Ago
E Buena Vista Dr is a 2 bedroom, 2 bathrooms apartment for rent. It is located in the Walt Disney World Resort neighborhood of Bay Lake. It has apartment amenities including elevator, swimming pool, and business center. View apartment
Short stay
$2,950
3 Bedrooms · 2 Bathrooms Apartment · Clermont, FL
5+ Days Ago
13550 Laranja St is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Clermont. View apartment
Short stay
$2,350
3 Bedrooms · 2 Bathrooms Apartment · Clermont, FL
5+ Days Ago
840 Woodsong Way #NA is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Clermont. It has apartment amenities including garage parking, swimming pool, and outdoor space. View apartment
Short stay
$2,950
5 Bedrooms · 3 Bathrooms Apartment · Orlando, FL
5+ Days Ago
9223 Leeland Archer Blvd is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Orlando. View apartment
Short stay
$2,900
3 Bedrooms · 2 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
14791 Crimson Bluff Aly is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including garage parking, swimming pool, and outdoor space. View apartment
Short stay
$2,800
4 Bedrooms · 3 Bathrooms Apartment · Winter Garden, FL
5+ Days Ago
11055 Folklore St is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Winter Garden. It has apartment amenities including package service, and outdoor space. View apartment
Short stay
$3,200
4 Bedrooms · 3 Bathrooms Apartment · Orlando, FL
5+ Days Ago
9121 Edenshire Cir is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Orlando. It has apartment amenities including on-site laundry. View apartment
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