$1,700
2 beds • 1 bath • 1,095 sqft • Condo
255 Ashwood Drive, Maitland, FL, 32751
25 Results
$1,700
2 beds • 1 bath • 1,095 sqft • Condo
255 Ashwood Drive, Maitland, FL, 32751
$1,895
2 beds • 2.5 baths • 960 sqft • Townhome
307 Sandlewood Trail, Winter Park, FL, 32789
$1,825
2 beds • 1 bath • 816 sqft • Condo
1140 S Orlando Avenue Unit K-16, Maitland, FL, 32751
$2,995
3 beds • 2 baths • House
2545 Madeline Avenue, Winter Park, FL, 32789
$2,995
3 beds • 2.5 baths • 1,995 sqft • House
2330 Mohawk Trl, Maitland, FL, 32751
$1,850
3 beds • 2 baths • 1,580 sqft • House
101 Samuel St, Orlando, FL, 328106216
$2,880
3 beds • 2 baths • 1,496 sqft • Condo
2992 Chantilly Avenue 2992, Winter Park, FL, 32789
$1,500
1 bed • 1 bath • 552 sqft • Condo
2513 Maitland Crossing Way 2513-202, Orlando, FL, 32810
$1,950
2 beds • 1 bath • 848 sqft • Condo
2740 Maitland Crossing Way 2740-206, Orlando, FL, 32810
$3,995
4 beds • 3 baths • 2,676 sqft • Condo
1511 East Horatio Avenue 1511, Maitland, FL, 32751
$1,592
1 bed • 1 bath • 788 sqft • Condo
110 Zora Place 110A1, Orlando, FL, 32810
$1,995
3 beds • 3 baths • 1,432 sqft • House
826 TOWN CIRCLE #102, MAITLAND, FL, 32751
$1,949
3 beds • 2.5 baths • 1,565 sqft • Townhome
822 TOWN CIR. UNIT 164, MAITLAND, FL, 32751
$2,000
3 beds • 2 baths • House
891 S Keller Rd, Orlando, FL, 32810
$1,840
2 beds • 2 baths • 1,111 sqft • House
1408 Lake Shadow Circle #1102, Maitland, FL, 32751
$3,200
4 beds • 3.5 baths • 2,477 sqft • House
1161 Charming Street, Maitland, FL, 32751
$1,550
2 beds • 2 baths • 1,048 sqft • Condo
1150 Lake Shadow Cir. #3304, Maitland, FL, 32751
$1,800
3 beds • 2 baths • 1,210 sqft • House
906 Robinhood Court, Maitland, FL, 32751
$1,800
3 beds • 3.5 baths • 1,413 sqft • Townhome
235 Sandlewood Trail, Winter Park, FL, 32789
$1,650
2 beds • 2 baths • 1,048 sqft • Condo
1440 Lake Shadow Circle Unit 8-306, Maitland, FL, 32751
$1,600
2 beds • 1 bath • 765 sqft • Condo
640 Robinhood Drive Unit C, Maitland, FL, 32751
$2,550
2 beds • 1 bath • 1,104 sqft • Apartment
245 Orange Pl, Maitland, FL, 32751
$1,575
1 bed • 1 bath • 707 sqft • Condo
2718 Maitland Crossing Way # 3107, Orlando, FL, 32810
$1,775
1 bed • 1 bath • 336 sqft • Apartment
249 Orange Pl, Maitland, FL, 32751
Showing 24 of 25 results
Showing 24 of 25 results
Load moreThe fastest way to find affordable rentals in Maitland 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 — Maitland 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 Maitland 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 Maitland, 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 Maitland 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.











