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Apartments for Rent in Maitland, FL with a Swimming Pool

1,301 Rentals
.
  3. 1 BED
    $1,139+
    2 BEDS
    $1,369+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,139 - $1,692
    Utilities & EssentialsVaries
    Total Monthly Price$1,139 - $1,692

    Garden Park Senior Living

    361-365 Garden Edge Pt, Fern Park, FL 32730
    (321) 324-0498
  6. 1 BED
    $1,074+
    2 BEDS
    $1,274+
    3 BEDS
    $1,450+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,495
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,495

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  7. STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  13. Building Photo - 1500 Gay Rd
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1500 Gay Rd Unit 18A

    1500 Gay Rd, Winter Park, FL 32789
  14. Building Photo - 151 N Orlando Ave
    2 BEDS, 1 BATH
    $1,799
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799
    Required Monthly FeesNone
    Total Monthly Price$1,799

    151 N Orlando Ave Unit 101

    151 N Orlando Ave, Winter Park, FL 32789
  15. 3 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    2549 Maitland Crossing Way Unit 106

    2549 Maitland Crossing Way, Orlando, FL 32810
  16. 1 BED, 1 BATH
    $1,465
    Total Monthly Price Total Monthly Price New
    Base Rent$1,465
    Required Monthly FeesNone
    Total Monthly Price$1,465

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  17. 2 BEDS, 2 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    524 Orange Dr Unit 22

    524 Orange Dr, Altamonte Springs, FL 32701
  18. Building Photo - 825 Grand Regency
    4 BEDS, 2 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    825 Grand Regency Unit 102

    825 Grand Regency, Altamonte Springs, FL 32714
  20. Building Photo - 2120 Derbyshire Rd
    3 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    2120 Derbyshire Rd

    2120 Derbyshire Rd, Maitland, FL 32751
    Apply
  21. Building Photo - 1140 S Orlando Ave
    Discounts
    Discounts
    1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751
    Apply
  22. 2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789
    Apply
  23. Building Photo - 2520 Caper Ln
    1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    2520 Caper Ln Unit 102

    2520 Caper Ln, Maitland, FL 32751
  24. Building Photo - 1128 Park Green Pl
    3 BEDS, 2 BATHS
    $2,595
    Total Monthly Price Total Monthly Price New
    Base Rent$2,595
    Required Monthly FeesNone
    Total Monthly Price$2,595

    1128 Park Green Pl

    1128 Park Green Pl, Winter Park, FL 32789
  33. Building Photo - 824 Town Cir
    3 BEDS, 2.5 BATHS
    $2,175

    824 Town Cir

    824 Town Cir, Maitland, FL 32751
  37. 1 BED
    $1,399+
    2 BEDS
    $1,499+
    3 BEDS
    $2,099+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
Showing 42 of 80 results, Page 2 of 2

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Maitland at a Glance

Average Rent

$1,852
(All bedrooms and property types)
Learn more about
Average Rent in Maitland
5

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Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Maitland

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Education

GreatSchools Rating
Maitland Middle

Public Middle School

Public
Grades 6-8
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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