$10,000
4 beds • 4 baths • 4,000 sqft • House
14871 Winkfield Ct, Winter Garden, FL, 34787
42 Results
$10,000
4 beds • 4 baths • 4,000 sqft • House
14871 Winkfield Ct, Winter Garden, FL, 34787
$1,850
2 beds • 1 bath • 640 sqft • House
14713 Micah St, Winter Garden, FL 34787, USA, Winter Garden, FL, 34787
$2,280
3 beds • 2 baths • 1,150 sqft • House
322 W Newell, Winter Garden, FL, 34787
$3,300
5 beds • 3 baths • 2,918 sqft • House
1642 Chandelle Ln, Winter Garden, FL, 34787
$4,295
5 beds • 3.5 baths • 3,643 sqft • House
467 Winter Grv Blvd, Winter Garden, FL, 34787
$3,795
4 beds • 2.5 baths • 2,368 sqft • House
1054 Shadowmoss Dr, Winter Garden, FL, 347875291
$1,825
2 beds • 2 baths • 1,264 sqft • Condo
417 Southern Pecan Circle 208, Winter Garden, FL, 34787
$2,995
3 beds • 2 baths • 1,576 sqft • House
10 Broad St, Winter Garden, FL, 34787
$2,499
3 beds • 2.5 baths • 1,620 sqft • House
1375 Painted Bunting Ave, Oakland, FL, 34760
$1,399
2 beds • 1 bath • 816 sqft • House
502 Dunbar Ave, Winter Garden, FL, 347872925
$2,800
3 beds • 2.5 baths • 1,817 sqft • House
16594 Barbours Creek Way, Winter Garden, FL, 34787
$1,975
3 beds • 3 baths • 1,716 sqft • Condo
1413 Scarlet Oak Loop, Winter Garden, FL, 34787
$1,975
3 beds • 3 baths • 1,716 sqft • Condo
1413 Scarlet Oak Loop, Winter Garden, FL, 34787
$1,975
3 beds • 3 baths • 1,716 sqft • Condo
1413 Scarlet Oak Loop, Winter Garden, FL, 34787
$1,975
3 beds • 3 baths • 1,716 sqft • Condo
1413 Scarlet Oak Loop, Winter Garden, FL, 34787
$2,395
3 beds • 3 baths • 1,624 sqft • Condo
1918 Sherbourne St, Winter Garden, FL, 34787
$2,395
3 beds • 3 baths • 1,624 sqft • Condo
1918 Sherbourne St, Winter Garden, FL, 34787
$2,124
3 beds • 3 baths • 1,300 sqft • Condo
1120 Lincoln Terrace Unit B, Winter Garden, FL, 34787
$1,841
1 bed • 1 bath • 678 sqft • Condo
2285 Crown Vlg Road 2285A1, Ocoee, FL, 34761
$2,331
2 beds • 2 baths • 1,155 sqft • Condo
2285 Crown Vlg Road 2285B2, Ocoee, FL, 34761
$2,960
3 beds • 3 baths • 1,448 sqft • Condo
2285 Crown Vlg Road 2285TH2, Ocoee, FL, 34761

$1,800
3 beds • 2 baths • 1,400 sqft • House
433 Sand Lime Road ORANGE, Winter Garden, FL, 34787
$1,695
2 beds • 2 baths • 930 sqft • House
407 Douglas Way, Winter Garden, FL, 34787
$1,550
1 bed • 1 bath • 746 sqft • Apartment
11 E Smith St, Winter Garden, FL, 34787
Showing 24 of 42 results
Showing 24 of 42 results
Load moreBased on 139 active Rentler listings in Winter Garden, FL. Updated daily.
The fastest way to find affordable rentals in Winter Garden is to use Rentler's price filters — browse apartments under $800, under $1,000, or under $1,500 to see current inventory at each threshold. Availability at the lower price tiers changes quickly, so checking back regularly or setting a listing alert is worth doing. Older buildings and units further from city center tend to offer the most room on price.
Yes — Winter Garden has pet-friendly rentals listed on Rentler across apartments, houses, and townhomes. Use the pet-friendly filter to see only properties that accept animals. Policies vary by landlord — breed restrictions, weight limits, and whether a pet deposit or monthly pet rent applies are all worth confirming directly before submitting an application. Large-dog-friendly inventory tends to be stronger in suburban and townhome-style properties than in dense apartment buildings.
Rentler doesn't have a dedicated luxury filter, but you can surface higher-end rentals in Winter Garden by sorting listings by highest price and combining the recent-build and furnished filters. Newer construction properties typically offer the most upscale finishes available — in-unit laundry, stainless appliances, quartz countertops, and on-site amenities like a fitness center or pool.
Rentler focuses on traditional lease rentals rather than short-term or vacation stays. For stays under 3 months, platforms like Furnished Finder or Airbnb may have more options. For 3–6 month furnished leases in Winter Garden, use Rentler's furnished filter, which occasionally includes properties with flexible lease terms. Contact landlords directly to ask about lease length flexibility before applying.
Some landlords on Rentler offer move-in incentives like first month free, reduced security deposits, or waived application fees — especially during slower leasing seasons (October through February). These aren't filterable on Rentler directly. The best approach is to contact landlords on listings you're interested in and ask about current promotions before submitting an application.
Most landlords in Winter Garden require a government-issued photo ID, proof of income (typically 2.5–3x the monthly rent in gross income), recent pay stubs or bank statements, and consent for a background and credit check. Rentler applications are saved to your account so you can submit to multiple properties without re-entering your information each time. Having all documents ready before you find a unit puts you ahead of applicants who need extra time to gather materials.
State law provides several baseline protections for all renters: security deposits must typically be returned within a set window after move-out with an itemized deduction statement; landlords must give advance notice before entering a unit except in emergencies; and all rentals must meet basic habitability standards. For city-specific tenant protections, check with your local municipality — some cities have additional renter ordinances beyond state law.











