$2,050
3 beds • 2.5 baths • 1,689 sqft • Townhome
504 Penny Royal Place, Oviedo, FL, 32765
96 Results
$2,050
3 beds • 2.5 baths • 1,689 sqft • Townhome
504 Penny Royal Place, Oviedo, FL, 32765
$1,275+
1 bed • 1 bath • 733 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,394+
2 beds • 2 baths • 944 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,850
3 beds • 2 baths • 1,180 sqft • Condo
1950 Summer Club Drive Drive #312, Oviedo, FL, 32765
$1,995
3 beds • 2.5 baths • 1,385 sqft • Townhome
2884 Wareham Ct., Casselberry, FL, 32707
$2,200
4 beds • 2 baths • 1,577 sqft • House
1245 Rising Sun Blvd., Winter Springs, FL, 32708
$1,265
1 bed • 1 bath • 657 sqft • House
1949 Summer Club Drive Bldg. 9- Unit 311, Oviedo, FL, 32765
$1,302+
2 beds • 2 baths • 1,020 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$2,100
3 beds • 2 baths • 1,276 sqft • House
1937 Vienna Dr, Casselberry, FL, 32707
$1,183+
1 bed • 1 bath • 764 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,364+
2 beds • 2 baths • 944 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,409+
2 beds • 2 baths • 988 sqft • Apartment
1450 Sunshadow Dr, Casselberry, FL, 32707
$1,474+
2 beds • 2 baths • 1,096 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,449+
2 beds • 2 baths • 1,096 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,303+
1 bed • 1 bath • 715 sqft • Apartment
1450 Sunshadow Dr, Casselberry, FL, 32707
$1,600
2 beds • 2.5 baths • 1,156 sqft • House
607 Casa Park Court F, Winter Springs, FL, 32708
$1,249+
1 bed • 1 bath • 788 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,302+
2 beds • 2 baths • 1,020 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,428+
1 bed • 1 bath • 742 sqft • Apartment
1450 Sunshadow Dr, Casselberry, FL, 32707
$1,364+
2 beds • 2 baths • 944 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,481+
2 beds • 2 baths • 1,210 sqft • Apartment
1 Laurel Oaks Dr, Winter Springs, FL, 32708
$1,423+
1 bed • 1 bath • 742 sqft • Apartment
1450 Sunshadow Dr, Casselberry, FL, 32707
$2,850
4 beds • 2.5 baths • House
294 NE Triplet Dr, Casselberry, FL, 32707
$1,900
3 beds • 1.5 baths • 1,280 sqft • Townhome
477 Green Spring Cir, Winter Springs, FL, 32708
Showing 24 of 96 results
Showing 24 of 96 results
Load moreBased on 46 active Rentler listings in Winter Springs, FL. Updated daily.
The fastest way to find affordable rentals in Winter Springs 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 Springs 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 Springs 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 Springs, 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 Springs 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.











